Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Frontier Airlines

The cheapest airline(s) flying from Washington to Chicago is Frontier Airlines.

  • Frontier Airlines Frontier Airlines
  • United Airlines United Airlines
  • American Airlines American Airlines
  • Southwest Airlines Southwest Airlines
  • Breeze Airways Breeze Airways
  • Alaska Airlines Alaska Airlines
  • JetBlue Airways JetBlue Airways
Cheapest Month December

Travel Period: December 2024 - November 2025

The cheapest month(s) to fly from Washington to Chicago is December.

  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
Cheapest Day of the Week Thursday

The cheapest day(s) of the week to fly from Washington to Chicago is Thursday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Sat, 2 Nov, 2024

  • Time Earliest
    • Earliest
    • Latest
  • Depart Earliest
    • Earliest
    • Latest
  • Arrive
    • Earliest
    • Latest
  • Duration
    • Shortest
    • Longest
  • Stopover
    All
    • Airline Filter by Airline
      View All Airline
      • Availability
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 19:00 DCA
        20:14 ORD
        2Hrs, 14m Direct
      • DCAWashington Ronald Reagan National Airport 19:00 - ORD 20:14 2h 14m Direct
      • DCAWashington Ronald Reagan National Airport 19:00
      • ORDChicago O'Hare International Airport 20:14
      • 2h 14m
      • Direct
      • United Airlines (UA 2665)Airbus
      • United Airlines (UA 2665)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 19:00 DCA
        20:14 ORD
        2Hrs, 14m Direct
      • DCAWashington Ronald Reagan National Airport 19:00 - ORD 20:14 2h 14m Direct
      • DCAWashington Ronald Reagan National Airport 19:00
      • ORDChicago O'Hare International Airport 20:14
      • 2h 14m
      • Direct
      • United Airlines (UA 2665)Airbus
      • United Airlines (UA 2665)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Airbus
      • 20:00 DCA
        21:27 ORD
        2Hrs, 27m Direct
      • DCAWashington Ronald Reagan National Airport 20:00 - ORD 21:27 2h 27m Direct
      • DCAWashington Ronald Reagan National Airport 20:00
      • ORDChicago O'Hare International Airport 21:27
      • 2h 27m
      • Direct
      • United Airlines (UA 5800)Embraer 175
      • United Airlines (UA 5800)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Embraer 175
      • 20:10 BWI
        21:30 ORD
        2Hrs, 20m Direct
      • BWIBaltimore Washington International Airport 20:10 - ORD 21:30 2h 20m Direct
      • BWIBaltimore Washington International Airport 20:10
      • ORDChicago O'Hare International Airport 21:30
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 1849)Boeing 737 700
      • Southwest Airlines (WN 1849)
        • M
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 20:10 BWI
        21:30 ORD
        2Hrs, 20m Direct
      • BWIBaltimore Washington International Airport 20:10 - ORD 21:30 2h 20m Direct
      • BWIBaltimore Washington International Airport 20:10
      • ORDChicago O'Hare International Airport 21:30
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 2565)Boeing 737 700
      • Southwest Airlines (WN 2565)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 700
      • 20:10 BWI
        21:15 MDW
        2Hrs, 05m Direct
      • BWIBaltimore Washington International Airport 20:10 - MDW 21:15 2h 05m Direct
      • BWIBaltimore Washington International Airport 20:10
      • MDWChicago Midway Airport 21:15
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 4710)Boeing 737 800
      • Southwest Airlines (WN 4710)
        • M
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 20:45 DCA
        22:05 ORD
        2Hrs, 20m Direct
      • DCAWashington Ronald Reagan National Airport 20:45 - ORD 22:05 2h 20m Direct
      • DCAWashington Ronald Reagan National Airport 20:45
      • ORDChicago O'Hare International Airport 22:05
      • 2h 20m
      • Direct
      • American Airlines (AA 1630)Boeing 737 800
      • American Airlines (AA 1630)
        • -
        • T
        • W
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 20:55 BWI
        22:00 MDW
        2Hrs, 05m Direct
      • BWIBaltimore Washington International Airport 20:55 - MDW 22:00 2h 05m Direct
      • BWIBaltimore Washington International Airport 20:55
      • MDWChicago Midway Airport 22:00
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 4710)Boeing 737 800
      • Southwest Airlines (WN 4710)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 21:00 DCA
        22:18 ORD
        2Hrs, 18m Direct
      • DCAWashington Ronald Reagan National Airport 21:00 - ORD 22:18 2h 18m Direct
      • DCAWashington Ronald Reagan National Airport 21:00
      • ORDChicago O'Hare International Airport 22:18
      • 2h 18m
      • Direct
      • American Airlines (AA 1630)Boeing 737 800
      • American Airlines (AA 1630)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 21:15 DCA
        22:15 MDW
        2Hrs, 00m Direct
      • DCAWashington Ronald Reagan National Airport 21:15 - MDW 22:15 2h Direct
      • DCAWashington Ronald Reagan National Airport 21:15
      • MDWChicago Midway Airport 22:15
      • 2h
      • Direct
      • Southwest Airlines (WN 2080)Boeing 737 800
      • Southwest Airlines (WN 2080)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 21:35 DCA
        22:35 MDW
        2Hrs, 00m Direct
      • DCAWashington Ronald Reagan National Airport 21:35 - MDW 22:35 2h Direct
      • DCAWashington Ronald Reagan National Airport 21:35
      • MDWChicago Midway Airport 22:35
      • 2h
      • Direct
      • Southwest Airlines (WN 2080)Boeing 737 800
      • Southwest Airlines (WN 2080)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 22:16 IAD
        23:20 ORD
        2Hrs, 04m Direct
      • IADWashington Dulles International Airport 22:16 - ORD 23:20 2h 04m Direct
      • IADWashington Dulles International Airport 22:16
      • ORDChicago O'Hare International Airport 23:20
      • 2h 04m
      • Direct
      • United Airlines (UA 1738)Boeing 737 900
      • United Airlines (UA 1738)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Boeing 737 900
      • 22:16 IAD
        23:20 ORD
        2Hrs, 04m Direct
      • IADWashington Dulles International Airport 22:16 - ORD 23:20 2h 04m Direct
      • IADWashington Dulles International Airport 22:16
      • ORDChicago O'Hare International Airport 23:20
      • 2h 04m
      • Direct
      • United Airlines (UA 1738)Boeing 737 800
      • United Airlines (UA 1738)
        • M
        • T
        • W
        • T
        • -
        • -
        • -
      • Boeing 737 800
      • 22:16 IAD
        23:20 ORD
        2Hrs, 04m Direct
      • IADWashington Dulles International Airport 22:16 - ORD 23:20 2h 04m Direct
      • IADWashington Dulles International Airport 22:16
      • ORDChicago O'Hare International Airport 23:20
      • 2h 04m
      • Direct
      • United Airlines (UA 1738)Airbus
      • United Airlines (UA 1738)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus
      • 22:16 IAD
        23:20 ORD
        2Hrs, 04m Direct
      • IADWashington Dulles International Airport 22:16 - ORD 23:20 2h 04m Direct
      • IADWashington Dulles International Airport 22:16
      • ORDChicago O'Hare International Airport 23:20
      • 2h 04m
      • Direct
      • United Airlines (UA 1738)Boeing 737 700
      • United Airlines (UA 1738)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 06:00 DCA
        07:17 ORD
        2Hrs, 17m Direct
      • DCAWashington Ronald Reagan National Airport 06:00 - ORD 07:17 2h 17m Direct
      • DCAWashington Ronald Reagan National Airport 06:00
      • ORDChicago O'Hare International Airport 07:17
      • 2h 17m
      • Direct
      • American Airlines (AA 2903)Boeing 737 800
      • American Airlines (AA 2903)
        • -
        • T
        • W
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 06:00 DCA
        07:15 ORD
        2Hrs, 15m Direct
      • DCAWashington Ronald Reagan National Airport 06:00 - ORD 07:15 2h 15m Direct
      • DCAWashington Ronald Reagan National Airport 06:00
      • ORDChicago O'Hare International Airport 07:15
      • 2h 15m
      • Direct
      • American Airlines (AA 2569)Airbus
      • American Airlines (AA 2569)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 06:00 DCA
        07:14 ORD
        2Hrs, 14m Direct
      • DCAWashington Ronald Reagan National Airport 06:00 - ORD 07:14 2h 14m Direct
      • DCAWashington Ronald Reagan National Airport 06:00
      • ORDChicago O'Hare International Airport 07:14
      • 2h 14m
      • Direct
      • American Airlines (AA 2903)Boeing 737 800
      • American Airlines (AA 2903)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 06:05 DCA
        07:10 MDW
        2Hrs, 05m Direct
      • DCAWashington Ronald Reagan National Airport 06:05 - MDW 07:10 2h 05m Direct
      • DCAWashington Ronald Reagan National Airport 06:05
      • MDWChicago Midway Airport 07:10
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 940)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 940)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 06:10 BWI
        07:20 MDW
        2Hrs, 10m Direct
      • BWIBaltimore Washington International Airport 06:10 - MDW 07:20 2h 10m Direct
      • BWIBaltimore Washington International Airport 06:10
      • MDWChicago Midway Airport 07:20
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 2336)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2336)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 06:15 BWI
        07:28 ORD
        2Hrs, 13m Direct
      • BWIBaltimore Washington International Airport 06:15 - ORD 07:28 2h 13m Direct
      • BWIBaltimore Washington International Airport 06:15
      • ORDChicago O'Hare International Airport 07:28
      • 2h 13m
      • Direct
      • United Airlines (UA 461)Boeing 737 900
      • United Airlines (UA 461)
        • M
        • T
        • W
        • T
        • -
        • S
        • S
      • Boeing 737 900
      • 06:15 BWI
        07:28 ORD
        2Hrs, 13m Direct
      • BWIBaltimore Washington International Airport 06:15 - ORD 07:28 2h 13m Direct
      • BWIBaltimore Washington International Airport 06:15
      • ORDChicago O'Hare International Airport 07:28
      • 2h 13m
      • Direct
      • United Airlines (UA 461)Boeing 737 800
      • United Airlines (UA 461)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Boeing 737 800
      • 06:20 IAD
        07:34 ORD
        2Hrs, 14m Direct
      • IADWashington Dulles International Airport 06:20 - ORD 07:34 2h 14m Direct
      • IADWashington Dulles International Airport 06:20
      • ORDChicago O'Hare International Airport 07:34
      • 2h 14m
      • Direct
      • United Airlines (UA 1316)Boeing 737 Max 9 Passenger
      • United Airlines (UA 1316)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 Max 9 Passenger
      • 06:30 DCA
        07:42 ORD
        2Hrs, 12m Direct
      • DCAWashington Ronald Reagan National Airport 06:30 - ORD 07:42 2h 12m Direct
      • DCAWashington Ronald Reagan National Airport 06:30
      • ORDChicago O'Hare International Airport 07:42
      • 2h 12m
      • Direct
      • United Airlines (UA 1793)Boeing 737 Max 8 Passenger
      • United Airlines (UA 1793)
        • -
        • T
        • W
        • T
        • F
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 06:30 DCA
        07:42 ORD
        2Hrs, 12m Direct
      • DCAWashington Ronald Reagan National Airport 06:30 - ORD 07:42 2h 12m Direct
      • DCAWashington Ronald Reagan National Airport 06:30
      • ORDChicago O'Hare International Airport 07:42
      • 2h 12m
      • Direct
      • United Airlines (UA 1793)Boeing 737 800
      • United Airlines (UA 1793)
        • M
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 06:55 DCA
        08:05 MDW
        2Hrs, 10m Direct
      • DCAWashington Ronald Reagan National Airport 06:55 - MDW 08:05 2h 10m Direct
      • DCAWashington Ronald Reagan National Airport 06:55
      • MDWChicago Midway Airport 08:05
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 940)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 940)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 06:59 DCA
        08:27 ORD
        2Hrs, 28m Direct
      • DCAWashington Ronald Reagan National Airport 06:59 - ORD 08:27 2h 28m Direct
      • DCAWashington Ronald Reagan National Airport 06:59
      • ORDChicago O'Hare International Airport 08:27
      • 2h 28m
      • Direct
      • American Airlines (AA 2304)Boeing 737 800
      • American Airlines (AA 2304)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 06:59 DCA
        08:26 ORD
        2Hrs, 27m Direct
      • DCAWashington Ronald Reagan National Airport 06:59 - ORD 08:26 2h 27m Direct
      • DCAWashington Ronald Reagan National Airport 06:59
      • ORDChicago O'Hare International Airport 08:26
      • 2h 27m
      • Direct
      • American Airlines (AA 2304)Boeing 737 800
      • American Airlines (AA 2304)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 06:59 DCA
        08:15 ORD
        2Hrs, 16m Direct
      • DCAWashington Ronald Reagan National Airport 06:59 - ORD 08:15 2h 16m Direct
      • DCAWashington Ronald Reagan National Airport 06:59
      • ORDChicago O'Hare International Airport 08:15
      • 2h 16m
      • Direct
      • American Airlines (AA 2304)Boeing 737 Max 8 Passenger
      • American Airlines (AA 2304)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 07:00 DCA
        08:27 ORD
        2Hrs, 27m Direct
      • DCAWashington Ronald Reagan National Airport 07:00 - ORD 08:27 2h 27m Direct
      • DCAWashington Ronald Reagan National Airport 07:00
      • ORDChicago O'Hare International Airport 08:27
      • 2h 27m
      • Direct
      • American Airlines (AA 2304)Boeing 737 800
      • American Airlines (AA 2304)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 07:25 BWI
        08:49 ORD
        2Hrs, 24m Direct
      • BWIBaltimore Washington International Airport 07:25 - ORD 08:49 2h 24m Direct
      • BWIBaltimore Washington International Airport 07:25
      • ORDChicago O'Hare International Airport 08:49
      • 2h 24m
      • Direct
      • American Airlines (AA 3587)Embraer 170
      • American Airlines (AA 3587)
        • -
        • -
        • W
        • T
        • F
        • S
        • S
      • Embraer 170
      • 07:35 BWI
        08:40 MDW
        2Hrs, 05m Direct
      • BWIBaltimore Washington International Airport 07:35 - MDW 08:40 2h 05m Direct
      • BWIBaltimore Washington International Airport 07:35
      • MDWChicago Midway Airport 08:40
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 1204)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1204)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 07:52 DCA
        09:05 ORD
        2Hrs, 13m Direct
      • DCAWashington Ronald Reagan National Airport 07:52 - ORD 09:05 2h 13m Direct
      • DCAWashington Ronald Reagan National Airport 07:52
      • ORDChicago O'Hare International Airport 09:05
      • 2h 13m
      • Direct
      • United Airlines (UA 1747)Airbus
      • United Airlines (UA 1747)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus
      • 07:55 BWI
        09:00 MDW
        2Hrs, 05m Direct
      • BWIBaltimore Washington International Airport 07:55 - MDW 09:00 2h 05m Direct
      • BWIBaltimore Washington International Airport 07:55
      • MDWChicago Midway Airport 09:00
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 1204)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1204)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 08:15 IAD
        09:29 ORD
        2Hrs, 14m Direct
      • IADWashington Dulles International Airport 08:15 - ORD 09:29 2h 14m Direct
      • IADWashington Dulles International Airport 08:15
      • ORDChicago O'Hare International Airport 09:29
      • 2h 14m
      • Direct
      • United Airlines (UA 672)Boeing 737 800
      • United Airlines (UA 672)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 08:30 DCA
        09:43 ORD
        2Hrs, 13m Direct
      • DCAWashington Ronald Reagan National Airport 08:30 - ORD 09:43 2h 13m Direct
      • DCAWashington Ronald Reagan National Airport 08:30
      • ORDChicago O'Hare International Airport 09:43
      • 2h 13m
      • Direct
      • United Airlines (UA 2201)Airbus
      • United Airlines (UA 2201)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Airbus
      • 08:35 IAD
        09:49 ORD
        2Hrs, 14m Direct
      • IADWashington Dulles International Airport 08:35 - ORD 09:49 2h 14m Direct
      • IADWashington Dulles International Airport 08:35
      • ORDChicago O'Hare International Airport 09:49
      • 2h 14m
      • Direct
      • United Airlines (UA 672)Boeing 737 800
      • United Airlines (UA 672)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 09:25 DCA
        10:30 MDW
        2Hrs, 05m Direct
      • DCAWashington Ronald Reagan National Airport 09:25 - MDW 10:30 2h 05m Direct
      • DCAWashington Ronald Reagan National Airport 09:25
      • MDWChicago Midway Airport 10:30
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 574)Boeing 737 700
      • Southwest Airlines (WN 574)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 09:30 DCA
        10:35 MDW
        2Hrs, 05m Direct
      • DCAWashington Ronald Reagan National Airport 09:30 - MDW 10:35 2h 05m Direct
      • DCAWashington Ronald Reagan National Airport 09:30
      • MDWChicago Midway Airport 10:35
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 574)Boeing 737 700
      • Southwest Airlines (WN 574)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 09:35 BWI
        10:40 MDW
        2Hrs, 05m Direct
      • BWIBaltimore Washington International Airport 09:35 - MDW 10:40 2h 05m Direct
      • BWIBaltimore Washington International Airport 09:35
      • MDWChicago Midway Airport 10:40
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 5265)Boeing 737 700
      • Southwest Airlines (WN 5265)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 700
      • 09:44 DCA
        10:58 ORD
        2Hrs, 14m Direct
      • DCAWashington Ronald Reagan National Airport 09:44 - ORD 10:58 2h 14m Direct
      • DCAWashington Ronald Reagan National Airport 09:44
      • ORDChicago O'Hare International Airport 10:58
      • 2h 14m
      • Direct
      • American Airlines (AA 1200)Airbus
      • American Airlines (AA 1200)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Airbus
      • 09:44 DCA
        11:00 ORD
        2Hrs, 16m Direct
      • DCAWashington Ronald Reagan National Airport 09:44 - ORD 11:00 2h 16m Direct
      • DCAWashington Ronald Reagan National Airport 09:44
      • ORDChicago O'Hare International Airport 11:00
      • 2h 16m
      • Direct
      • American Airlines (AA 1200)Airbus
      • American Airlines (AA 1200)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Airbus
      • 09:45 DCA
        10:55 ORD
        2Hrs, 10m Direct
      • DCAWashington Ronald Reagan National Airport 09:45 - ORD 10:55 2h 10m Direct
      • DCAWashington Ronald Reagan National Airport 09:45
      • ORDChicago O'Hare International Airport 10:55
      • 2h 10m
      • Direct
      • American Airlines (AA 978)Airbus
      • American Airlines (AA 978)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 09:45 DCA
        11:01 ORD
        2Hrs, 16m Direct
      • DCAWashington Ronald Reagan National Airport 09:45 - ORD 11:01 2h 16m Direct
      • DCAWashington Ronald Reagan National Airport 09:45
      • ORDChicago O'Hare International Airport 11:01
      • 2h 16m
      • Direct
      • American Airlines (AA 1200)Airbus
      • American Airlines (AA 1200)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 10:00 DCA
        11:00 MDW
        2Hrs, 00m Direct
      • DCAWashington Ronald Reagan National Airport 10:00 - MDW 11:00 2h Direct
      • DCAWashington Ronald Reagan National Airport 10:00
      • MDWChicago Midway Airport 11:00
      • 2h
      • Direct
      • Southwest Airlines (WN 574)Boeing 737 800
      • Southwest Airlines (WN 574)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 10:15 BWI
        11:20 MDW
        2Hrs, 05m Direct
      • BWIBaltimore Washington International Airport 10:15 - MDW 11:20 2h 05m Direct
      • BWIBaltimore Washington International Airport 10:15
      • MDWChicago Midway Airport 11:20
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 5265)Boeing 737 700
      • Southwest Airlines (WN 5265)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 10:15 BWI
        11:35 ORD
        2Hrs, 20m Direct
      • BWIBaltimore Washington International Airport 10:15 - ORD 11:35 2h 20m Direct
      • BWIBaltimore Washington International Airport 10:15
      • ORDChicago O'Hare International Airport 11:35
      • 2h 20m
      • Direct
      • American Airlines (AA 2030)Airbus
      • American Airlines (AA 2030)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 10:30 DCA
        11:55 ORD
        2Hrs, 25m Direct
      • DCAWashington Ronald Reagan National Airport 10:30 - ORD 11:55 2h 25m Direct
      • DCAWashington Ronald Reagan National Airport 10:30
      • ORDChicago O'Hare International Airport 11:55
      • 2h 25m
      • Direct
      • United Airlines (UA 3544)Embraer 175
      • United Airlines (UA 3544)
        • -
        • -
        • W
        • -
        • F
        • -
        • S
      • Embraer 175
      • 10:30 DCA
        11:53 ORD
        2Hrs, 23m Direct
      • DCAWashington Ronald Reagan National Airport 10:30 - ORD 11:53 2h 23m Direct
      • DCAWashington Ronald Reagan National Airport 10:30
      • ORDChicago O'Hare International Airport 11:53
      • 2h 23m
      • Direct
      • United Airlines (UA 3544)Embraer 175
      • United Airlines (UA 3544)
        • M
        • T
        • -
        • T
        • -
        • S
        • -
      • Embraer 175
      • 10:45 DCA
        12:03 ORD
        2Hrs, 18m Direct
      • DCAWashington Ronald Reagan National Airport 10:45 - ORD 12:03 2h 18m Direct
      • DCAWashington Ronald Reagan National Airport 10:45
      • ORDChicago O'Hare International Airport 12:03
      • 2h 18m
      • Direct
      • American Airlines (AA 2476)Boeing 737 800
      • American Airlines (AA 2476)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 10:53 BWI
        12:05 ORD
        2Hrs, 12m Direct
      • BWIBaltimore Washington International Airport 10:53 - ORD 12:05 2h 12m Direct
      • BWIBaltimore Washington International Airport 10:53
      • ORDChicago O'Hare International Airport 12:05
      • 2h 12m
      • Direct
      • United Airlines (UA 455)Airbus
      • United Airlines (UA 455)
        • M
        • -
        • W
        • T
        • F
        • -
        • S
      • Airbus
      • 10:53 BWI
        12:05 ORD
        2Hrs, 12m Direct
      • BWIBaltimore Washington International Airport 10:53 - ORD 12:05 2h 12m Direct
      • BWIBaltimore Washington International Airport 10:53
      • ORDChicago O'Hare International Airport 12:05
      • 2h 12m
      • Direct
      • United Airlines (UA 455)Airbus
      • United Airlines (UA 455)
        • -
        • T
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 11:30 DCA
        12:42 ORD
        2Hrs, 12m Direct
      • DCAWashington Ronald Reagan National Airport 11:30 - ORD 12:42 2h 12m Direct
      • DCAWashington Ronald Reagan National Airport 11:30
      • ORDChicago O'Hare International Airport 12:42
      • 2h 12m
      • Direct
      • United Airlines (UA 587)Boeing 737 800
      • United Airlines (UA 587)
        • -
        • T
        • W
        • T
        • F
        • -
        • -
      • Boeing 737 800
      • 11:30 DCA
        12:42 ORD
        2Hrs, 12m Direct
      • DCAWashington Ronald Reagan National Airport 11:30 - ORD 12:42 2h 12m Direct
      • DCAWashington Ronald Reagan National Airport 11:30
      • ORDChicago O'Hare International Airport 12:42
      • 2h 12m
      • Direct
      • United Airlines (UA 587)Boeing 737 Max 8 Passenger
      • United Airlines (UA 587)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 11:30 BWI
        14:10 MDW
        3Hrs, 40m Direct
      • BWIBaltimore Washington International Airport 11:30 - MDW 14:10 3h 40m Direct
      • BWIBaltimore Washington International Airport 11:30
      • MDWChicago Midway Airport 14:10
      • 3h 40m
      • Direct
      • Southwest Airlines (WN 954)Boeing 737 700
      • Southwest Airlines (WN 954)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 11:30 BWI
        12:45 ORD
        2Hrs, 15m Direct
      • BWIBaltimore Washington International Airport 11:30 - ORD 12:45 2h 15m Direct
      • BWIBaltimore Washington International Airport 11:30
      • ORDChicago O'Hare International Airport 12:45
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 138)Boeing 737 800
      • Southwest Airlines (WN 138)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 11:30 DCA
        12:42 ORD
        2Hrs, 12m Direct
      • DCAWashington Ronald Reagan National Airport 11:30 - ORD 12:42 2h 12m Direct
      • DCAWashington Ronald Reagan National Airport 11:30
      • ORDChicago O'Hare International Airport 12:42
      • 2h 12m
      • Direct
      • United Airlines (UA 587)Airbus
      • United Airlines (UA 587)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 11:45 DCA
        12:50 MDW
        2Hrs, 05m Direct
      • DCAWashington Ronald Reagan National Airport 11:45 - MDW 12:50 2h 05m Direct
      • DCAWashington Ronald Reagan National Airport 11:45
      • MDWChicago Midway Airport 12:50
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 3094)Boeing 737 700
      • Southwest Airlines (WN 3094)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 11:46 BWI
        13:00 ORD
        2Hrs, 14m Direct
      • BWIBaltimore Washington International Airport 11:46 - ORD 13:00 2h 14m Direct
      • BWIBaltimore Washington International Airport 11:46
      • ORDChicago O'Hare International Airport 13:00
      • 2h 14m
      • Direct
      • American Airlines (AA 886)Airbus
      • American Airlines (AA 886)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 11:50 DCA
        12:55 MDW
        2Hrs, 05m Direct
      • DCAWashington Ronald Reagan National Airport 11:50 - MDW 12:55 2h 05m Direct
      • DCAWashington Ronald Reagan National Airport 11:50
      • MDWChicago Midway Airport 12:55
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 2578)Boeing 737 800
      • Southwest Airlines (WN 2578)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 11:55 DCA
        13:00 MDW
        2Hrs, 05m Direct
      • DCAWashington Ronald Reagan National Airport 11:55 - MDW 13:00 2h 05m Direct
      • DCAWashington Ronald Reagan National Airport 11:55
      • MDWChicago Midway Airport 13:00
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 1650)Boeing 737 700
      • Southwest Airlines (WN 1650)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 700
      • 11:59 DCA
        13:12 ORD
        2Hrs, 13m Direct
      • DCAWashington Ronald Reagan National Airport 11:59 - ORD 13:12 2h 13m Direct
      • DCAWashington Ronald Reagan National Airport 11:59
      • ORDChicago O'Hare International Airport 13:12
      • 2h 13m
      • Direct
      • American Airlines (AA 489)Airbus
      • American Airlines (AA 489)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Airbus
      • 11:59 DCA
        13:14 ORD
        2Hrs, 15m Direct
      • DCAWashington Ronald Reagan National Airport 11:59 - ORD 13:14 2h 15m Direct
      • DCAWashington Ronald Reagan National Airport 11:59
      • ORDChicago O'Hare International Airport 13:14
      • 2h 15m
      • Direct
      • American Airlines (AA 489)Airbus
      • American Airlines (AA 489)
        • -
        • T
        • W
        • -
        • -
        • S
        • -
      • Airbus
      • 12:29 DCA
        13:42 ORD
        2Hrs, 13m Direct
      • DCAWashington Ronald Reagan National Airport 12:29 - ORD 13:42 2h 13m Direct
      • DCAWashington Ronald Reagan National Airport 12:29
      • ORDChicago O'Hare International Airport 13:42
      • 2h 13m
      • Direct
      • American Airlines (AA 2448)Airbus
      • American Airlines (AA 2448)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 12:40 BWI
        14:00 ORD
        2Hrs, 20m Direct
      • BWIBaltimore Washington International Airport 12:40 - ORD 14:00 2h 20m Direct
      • BWIBaltimore Washington International Airport 12:40
      • ORDChicago O'Hare International Airport 14:00
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 1849)Boeing 737 800
      • Southwest Airlines (WN 1849)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 12:40 BWI
        14:00 ORD
        2Hrs, 20m Direct
      • BWIBaltimore Washington International Airport 12:40 - ORD 14:00 2h 20m Direct
      • BWIBaltimore Washington International Airport 12:40
      • ORDChicago O'Hare International Airport 14:00
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 138)Boeing 737 800
      • Southwest Airlines (WN 138)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 12:41 BWI
        14:00 ORD
        2Hrs, 19m Direct
      • BWIBaltimore Washington International Airport 12:41 - ORD 14:00 2h 19m Direct
      • BWIBaltimore Washington International Airport 12:41
      • ORDChicago O'Hare International Airport 14:00
      • 2h 19m
      • Direct
      • American Airlines (AA 3679)Embraer 170
      • American Airlines (AA 3679)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Embraer 170
      • 12:41 BWI
        14:01 ORD
        2Hrs, 20m Direct
      • BWIBaltimore Washington International Airport 12:41 - ORD 14:01 2h 20m Direct
      • BWIBaltimore Washington International Airport 12:41
      • ORDChicago O'Hare International Airport 14:01
      • 2h 20m
      • Direct
      • American Airlines (AA 3679)Embraer 170
      • American Airlines (AA 3679)
        • -
        • -
        • W
        • -
        • -
        • S
        • -
      • Embraer 170
      • 13:00 DCA
        14:13 ORD
        2Hrs, 13m Direct
      • DCAWashington Ronald Reagan National Airport 13:00 - ORD 14:13 2h 13m Direct
      • DCAWashington Ronald Reagan National Airport 13:00
      • ORDChicago O'Hare International Airport 14:13
      • 2h 13m
      • Direct
      • United Airlines (UA 254)Boeing 737 Max 8 Passenger
      • United Airlines (UA 254)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 13:00 DCA
        14:13 ORD
        2Hrs, 13m Direct
      • DCAWashington Ronald Reagan National Airport 13:00 - ORD 14:13 2h 13m Direct
      • DCAWashington Ronald Reagan National Airport 13:00
      • ORDChicago O'Hare International Airport 14:13
      • 2h 13m
      • Direct
      • United Airlines (UA 254)Airbus
      • United Airlines (UA 254)
        • -
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus
      • 13:05 IAD
        14:19 ORD
        2Hrs, 14m Direct
      • IADWashington Dulles International Airport 13:05 - ORD 14:19 2h 14m Direct
      • IADWashington Dulles International Airport 13:05
      • ORDChicago O'Hare International Airport 14:19
      • 2h 14m
      • Direct
      • United Airlines (UA 673)Boeing 737 800
      • United Airlines (UA 673)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 13:10 BWI
        14:15 MDW
        2Hrs, 05m Direct
      • BWIBaltimore Washington International Airport 13:10 - MDW 14:15 2h 05m Direct
      • BWIBaltimore Washington International Airport 13:10
      • MDWChicago Midway Airport 14:15
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 2833)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2833)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 13:40 BWI
        14:45 MDW
        2Hrs, 05m Direct
      • BWIBaltimore Washington International Airport 13:40 - MDW 14:45 2h 05m Direct
      • BWIBaltimore Washington International Airport 13:40
      • MDWChicago Midway Airport 14:45
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 2833)Boeing 737 800
      • Southwest Airlines (WN 2833)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 14:00 DCA
        15:25 ORD
        2Hrs, 25m Direct
      • DCAWashington Ronald Reagan National Airport 14:00 - ORD 15:25 2h 25m Direct
      • DCAWashington Ronald Reagan National Airport 14:00
      • ORDChicago O'Hare International Airport 15:25
      • 2h 25m
      • Direct
      • United Airlines (UA 3470)Embraer 175
      • United Airlines (UA 3470)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Embraer 175
      • 14:30 BWI
        17:05 MDW
        3Hrs, 35m Direct
      • BWIBaltimore Washington International Airport 14:30 - MDW 17:05 3h 35m Direct
      • BWIBaltimore Washington International Airport 14:30
      • MDWChicago Midway Airport 17:05
      • 3h 35m
      • Direct
      • Southwest Airlines (WN 2756)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2756)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 14:44 DCA
        15:59 ORD
        2Hrs, 15m Direct
      • DCAWashington Ronald Reagan National Airport 14:44 - ORD 15:59 2h 15m Direct
      • DCAWashington Ronald Reagan National Airport 14:44
      • ORDChicago O'Hare International Airport 15:59
      • 2h 15m
      • Direct
      • American Airlines (AA 1187)Airbus
      • American Airlines (AA 1187)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 14:49 DCA
        16:07 ORD
        2Hrs, 18m Direct
      • DCAWashington Ronald Reagan National Airport 14:49 - ORD 16:07 2h 18m Direct
      • DCAWashington Ronald Reagan National Airport 14:49
      • ORDChicago O'Hare International Airport 16:07
      • 2h 18m
      • Direct
      • American Airlines (AA 1682)Boeing 737 800
      • American Airlines (AA 1682)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 14:49 DCA
        16:09 ORD
        2Hrs, 20m Direct
      • DCAWashington Ronald Reagan National Airport 14:49 - ORD 16:09 2h 20m Direct
      • DCAWashington Ronald Reagan National Airport 14:49
      • ORDChicago O'Hare International Airport 16:09
      • 2h 20m
      • Direct
      • American Airlines (AA 1682)Boeing 737 800
      • American Airlines (AA 1682)
        • -
        • T
        • W
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 15:00 BWI
        16:05 MDW
        2Hrs, 05m Direct
      • BWIBaltimore Washington International Airport 15:00 - MDW 16:05 2h 05m Direct
      • BWIBaltimore Washington International Airport 15:00
      • MDWChicago Midway Airport 16:05
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 2833)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2833)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 15:05 DCA
        16:15 MDW
        2Hrs, 10m Direct
      • DCAWashington Ronald Reagan National Airport 15:05 - MDW 16:15 2h 10m Direct
      • DCAWashington Ronald Reagan National Airport 15:05
      • MDWChicago Midway Airport 16:15
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 1542)Boeing 737 700
      • Southwest Airlines (WN 1542)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 15:30 DCA
        16:43 ORD
        2Hrs, 13m Direct
      • DCAWashington Ronald Reagan National Airport 15:30 - ORD 16:43 2h 13m Direct
      • DCAWashington Ronald Reagan National Airport 15:30
      • ORDChicago O'Hare International Airport 16:43
      • 2h 13m
      • Direct
      • United Airlines (UA 2649)Boeing 737 Max 8 Passenger
      • United Airlines (UA 2649)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 15:30 DCA
        16:43 ORD
        2Hrs, 13m Direct
      • DCAWashington Ronald Reagan National Airport 15:30 - ORD 16:43 2h 13m Direct
      • DCAWashington Ronald Reagan National Airport 15:30
      • ORDChicago O'Hare International Airport 16:43
      • 2h 13m
      • Direct
      • United Airlines (UA 2649)Airbus
      • United Airlines (UA 2649)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Airbus
      • 15:42 BWI
        16:43 MDW
        2Hrs, 01m Direct
      • BWIBaltimore Washington International Airport 15:42 - MDW 16:43 2h 01m Direct
      • BWIBaltimore Washington International Airport 15:42
      • MDWChicago Midway Airport 16:43
      • 2h 01m
      • Direct
      • Frontier Airlines (F9 3087)Airbus A320 Neo
      • Frontier Airlines (F9 3087)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus A320 Neo
      • 15:42 BWI
        17:01 ORD
        2Hrs, 19m Direct
      • BWIBaltimore Washington International Airport 15:42 - ORD 17:01 2h 19m Direct
      • BWIBaltimore Washington International Airport 15:42
      • ORDChicago O'Hare International Airport 17:01
      • 2h 19m
      • Direct
      • American Airlines (AA 3679)Embraer 170
      • American Airlines (AA 3679)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Embraer 170
      • 15:50 DCA
        16:55 MDW
        2Hrs, 05m Direct
      • DCAWashington Ronald Reagan National Airport 15:50 - MDW 16:55 2h 05m Direct
      • DCAWashington Ronald Reagan National Airport 15:50
      • MDWChicago Midway Airport 16:55
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 2895)Boeing 737 700
      • Southwest Airlines (WN 2895)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 700
      • 15:55 BWI
        18:55 MDW
        4Hrs, 00m Direct
      • BWIBaltimore Washington International Airport 15:55 - MDW 18:55 4h Direct
      • BWIBaltimore Washington International Airport 15:55
      • MDWChicago Midway Airport 18:55
      • 4h
      • Direct
      • Southwest Airlines (WN 2829)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2829)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 16:05 DCA
        17:10 MDW
        2Hrs, 05m Direct
      • DCAWashington Ronald Reagan National Airport 16:05 - MDW 17:10 2h 05m Direct
      • DCAWashington Ronald Reagan National Airport 16:05
      • MDWChicago Midway Airport 17:10
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 3326)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3326)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 16:08 BWI
        17:09 MDW
        2Hrs, 01m Direct
      • BWIBaltimore Washington International Airport 16:08 - MDW 17:09 2h 01m Direct
      • BWIBaltimore Washington International Airport 16:08
      • MDWChicago Midway Airport 17:09
      • 2h 01m
      • Direct
      • Frontier Airlines (F9 3087)Airbus A320 Neo
      • Frontier Airlines (F9 3087)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Airbus A320 Neo
      • 16:19 DCA
        17:34 ORD
        2Hrs, 15m Direct
      • DCAWashington Ronald Reagan National Airport 16:19 - ORD 17:34 2h 15m Direct
      • DCAWashington Ronald Reagan National Airport 16:19
      • ORDChicago O'Hare International Airport 17:34
      • 2h 15m
      • Direct
      • American Airlines (AA 1263)Boeing 737 800
      • American Airlines (AA 1263)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 16:30 BWI
        19:50 MDW
        4Hrs, 20m Direct
      • BWIBaltimore Washington International Airport 16:30 - MDW 19:50 4h 20m Direct
      • BWIBaltimore Washington International Airport 16:30
      • MDWChicago Midway Airport 19:50
      • 4h 20m
      • Direct
      • Southwest Airlines (WN 391)Boeing 737 800
      • Southwest Airlines (WN 391)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 16:38 BWI
        17:35 MDW
        1Hrs, 57m Direct
      • BWIBaltimore Washington International Airport 16:38 - MDW 17:35 1h 57m Direct
      • BWIBaltimore Washington International Airport 16:38
      • MDWChicago Midway Airport 17:35
      • 1h 57m
      • Direct
      • Frontier Airlines (F9 3087)Airbus A320 Neo
      • Frontier Airlines (F9 3087)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 16:50 BWI
        17:51 MDW
        2Hrs, 01m Direct
      • BWIBaltimore Washington International Airport 16:50 - MDW 17:51 2h 01m Direct
      • BWIBaltimore Washington International Airport 16:50
      • MDWChicago Midway Airport 17:51
      • 2h 01m
      • Direct
      • Frontier Airlines (F9 3087)Airbus A320 Neo
      • Frontier Airlines (F9 3087)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus A320 Neo
      • 16:50 BWI
        19:35 MDW
        3Hrs, 45m Direct
      • BWIBaltimore Washington International Airport 16:50 - MDW 19:35 3h 45m Direct
      • BWIBaltimore Washington International Airport 16:50
      • MDWChicago Midway Airport 19:35
      • 3h 45m
      • Direct
      • Southwest Airlines (WN 1700)Boeing 737 800
      • Southwest Airlines (WN 1700)
        • M
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 17:00 DCA
        18:13 ORD
        2Hrs, 13m Direct
      • DCAWashington Ronald Reagan National Airport 17:00 - ORD 18:13 2h 13m Direct
      • DCAWashington Ronald Reagan National Airport 17:00
      • ORDChicago O'Hare International Airport 18:13
      • 2h 13m
      • Direct
      • United Airlines (UA 2016)Boeing 737 800
      • United Airlines (UA 2016)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 17:21 IAD
        18:35 ORD
        2Hrs, 14m Direct
      • IADWashington Dulles International Airport 17:21 - ORD 18:35 2h 14m Direct
      • IADWashington Dulles International Airport 17:21
      • ORDChicago O'Hare International Airport 18:35
      • 2h 14m
      • Direct
      • United Airlines (UA 2497)Boeing 737 800
      • United Airlines (UA 2497)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 17:21 IAD
        18:35 ORD
        2Hrs, 14m Direct
      • IADWashington Dulles International Airport 17:21 - ORD 18:35 2h 14m Direct
      • IADWashington Dulles International Airport 17:21
      • ORDChicago O'Hare International Airport 18:35
      • 2h 14m
      • Direct
      • United Airlines (UA 2497)Airbus
      • United Airlines (UA 2497)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Airbus
      • 17:25 BWI
        18:38 ORD
        2Hrs, 13m Direct
      • BWIBaltimore Washington International Airport 17:25 - ORD 18:38 2h 13m Direct
      • BWIBaltimore Washington International Airport 17:25
      • ORDChicago O'Hare International Airport 18:38
      • 2h 13m
      • Direct
      • United Airlines (UA 590)Boeing 737 700
      • United Airlines (UA 590)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 700
      • 17:35 BWI
        18:40 MDW
        2Hrs, 05m Direct
      • BWIBaltimore Washington International Airport 17:35 - MDW 18:40 2h 05m Direct
      • BWIBaltimore Washington International Airport 17:35
      • MDWChicago Midway Airport 18:40
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 981)Boeing 737 800
      • Southwest Airlines (WN 981)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 17:40 BWI
        18:45 MDW
        2Hrs, 05m Direct
      • BWIBaltimore Washington International Airport 17:40 - MDW 18:45 2h 05m Direct
      • BWIBaltimore Washington International Airport 17:40
      • MDWChicago Midway Airport 18:45
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 1291)Boeing 737 800
      • Southwest Airlines (WN 1291)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 17:55 BWI
        21:30 MDW
        4Hrs, 35m Direct
      • BWIBaltimore Washington International Airport 17:55 - MDW 21:30 4h 35m Direct
      • BWIBaltimore Washington International Airport 17:55
      • MDWChicago Midway Airport 21:30
      • 4h 35m
      • Direct
      • Southwest Airlines (WN 2221)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2221)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 17:59 DCA
        19:19 ORD
        2Hrs, 20m Direct
      • DCAWashington Ronald Reagan National Airport 17:59 - ORD 19:19 2h 20m Direct
      • DCAWashington Ronald Reagan National Airport 17:59
      • ORDChicago O'Hare International Airport 19:19
      • 2h 20m
      • Direct
      • American Airlines (AA 2959)Airbus
      • American Airlines (AA 2959)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Airbus
      • 17:59 DCA
        19:17 ORD
        2Hrs, 18m Direct
      • DCAWashington Ronald Reagan National Airport 17:59 - ORD 19:17 2h 18m Direct
      • DCAWashington Ronald Reagan National Airport 17:59
      • ORDChicago O'Hare International Airport 19:17
      • 2h 18m
      • Direct
      • American Airlines (AA 2959)Airbus
      • American Airlines (AA 2959)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Airbus
      • 18:00 DCA
        19:14 ORD
        2Hrs, 14m Direct
      • DCAWashington Ronald Reagan National Airport 18:00 - ORD 19:14 2h 14m Direct
      • DCAWashington Ronald Reagan National Airport 18:00
      • ORDChicago O'Hare International Airport 19:14
      • 2h 14m
      • Direct
      • United Airlines (UA 2148)Boeing 737 700
      • United Airlines (UA 2148)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 18:00 DCA
        19:10 MDW
        2Hrs, 10m Direct
      • DCAWashington Ronald Reagan National Airport 18:00 - MDW 19:10 2h 10m Direct
      • DCAWashington Ronald Reagan National Airport 18:00
      • MDWChicago Midway Airport 19:10
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 3044)Boeing 737 700
      • Southwest Airlines (WN 3044)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 18:00 DCA
        19:21 ORD
        2Hrs, 21m Direct
      • DCAWashington Ronald Reagan National Airport 18:00 - ORD 19:21 2h 21m Direct
      • DCAWashington Ronald Reagan National Airport 18:00
      • ORDChicago O'Hare International Airport 19:21
      • 2h 21m
      • Direct
      • American Airlines (AA 2959)Airbus
      • American Airlines (AA 2959)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 18:15 BWI
        21:35 MDW
        4Hrs, 20m Direct
      • BWIBaltimore Washington International Airport 18:15 - MDW 21:35 4h 20m Direct
      • BWIBaltimore Washington International Airport 18:15
      • MDWChicago Midway Airport 21:35
      • 4h 20m
      • Direct
      • Southwest Airlines (WN 1066)Boeing 737 800
      • Southwest Airlines (WN 1066)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 18:16 DCA
        19:30 ORD
        2Hrs, 14m Direct
      • DCAWashington Ronald Reagan National Airport 18:16 - ORD 19:30 2h 14m Direct
      • DCAWashington Ronald Reagan National Airport 18:16
      • ORDChicago O'Hare International Airport 19:30
      • 2h 14m
      • Direct
      • United Airlines (UA 2148)Airbus
      • United Airlines (UA 2148)
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • Airbus
      • 18:20 DCA
        19:33 ORD
        2Hrs, 13m Direct
      • DCAWashington Ronald Reagan National Airport 18:20 - ORD 19:33 2h 13m Direct
      • DCAWashington Ronald Reagan National Airport 18:20
      • ORDChicago O'Hare International Airport 19:33
      • 2h 13m
      • Direct
      • American Airlines (AA 1188)Airbus
      • American Airlines (AA 1188)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 18:30 BWI
        19:35 MDW
        2Hrs, 05m Direct
      • BWIBaltimore Washington International Airport 18:30 - MDW 19:35 2h 05m Direct
      • BWIBaltimore Washington International Airport 18:30
      • MDWChicago Midway Airport 19:35
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 1776)Boeing 737 800
      • Southwest Airlines (WN 1776)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 18:30 DCA
        19:35 MDW
        2Hrs, 05m Direct
      • DCAWashington Ronald Reagan National Airport 18:30 - MDW 19:35 2h 05m Direct
      • DCAWashington Ronald Reagan National Airport 18:30
      • MDWChicago Midway Airport 19:35
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 417)Boeing 737 800
      • Southwest Airlines (WN 417)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 18:30 BWI
        21:10 MDW
        3Hrs, 40m Direct
      • BWIBaltimore Washington International Airport 18:30 - MDW 21:10 3h 40m Direct
      • BWIBaltimore Washington International Airport 18:30
      • MDWChicago Midway Airport 21:10
      • 3h 40m
      • Direct
      • Southwest Airlines (WN 1006)Boeing 737 700
      • Southwest Airlines (WN 1006)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 700
      • 18:35 DCA
        19:40 MDW
        2Hrs, 05m Direct
      • DCAWashington Ronald Reagan National Airport 18:35 - MDW 19:40 2h 05m Direct
      • DCAWashington Ronald Reagan National Airport 18:35
      • MDWChicago Midway Airport 19:40
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 1679)Boeing 737 700
      • Southwest Airlines (WN 1679)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
      What’s the fastest flight time from Washington to Chicago?

      The fastest flight time for direct flights from Washington to Chicago is 1 hour 57 minutes. Check latest flight schedules & prices on Wego.

      What’s the most popular airline flying from Washington to Chicago?

      The most popular airline flying from Washington to Chicago is United Airlines. Find the latest flight deals on Wego.

      How far is Chicago from Washington?

      The flight distance between Washington and Chicago is 955km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 06:00. The last flight of the day departs at 19:00. See the full list of flight times on Wego.

      How many airlines offer direct flights from Washington to Chicago?

      There are 4 airlines that offer direct flights from Washington to Chicago. Find out the list of airlines on Wego.

      Popular Airlines flying from Washington to Chicago

      United Airlines ‏()
      American Airlines ‏()

      Popular Destinations from Chicago

      Popular Destinations from Washington

      Popular Hotels in Chicago

      Hotels In Popular Destinations