Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Avelo Airlines

The cheapest airline(s) flying from New Haven to Chicago is Avelo Airlines.

  • Avelo Airlines Avelo Airlines
  • Frontier Airlines Frontier Airlines
Cheapest Month October

Travel Period: October 2024 - September 2025

The cheapest month(s) to fly from New Haven to Chicago is October.

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

The cheapest day(s) of the week to fly from New Haven to Chicago is Wednesday.

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

Flight Schedules

Last Updated: Mon, 2 Sep, 2024

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    • Airline Filter by Airline
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      • Availability
        • M
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      • 16:36 HVN
        18:04 MDW
        2Hrs, 28m Direct
      • HVNNew Haven Airport 16:36 - MDW 18:04 2h 28m Direct
      • HVNNew Haven Airport 16:36
      • MDWChicago Midway Airport 18:04
      • 2h 28m
      • Direct
      • Avelo Airlines (XP 421)Boeing 737 800
      • Avelo Airlines (XP 421)
        • M
        • -
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      • Boeing 737 800
      • 17:36 HVN
        19:04 MDW
        2Hrs, 28m Direct
      • HVNNew Haven Airport 17:36 - MDW 19:04 2h 28m Direct
      • HVNNew Haven Airport 17:36
      • MDWChicago Midway Airport 19:04
      • 2h 28m
      • Direct
      • Avelo Airlines (XP 421)Boeing 737 800
      • Avelo Airlines (XP 421)
        • -
        • -
        • -
        • -
        • F
        • -
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      • Boeing 737 800
      No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
      What’s the fastest flight time from New Haven to Chicago?

      The fastest flight time for direct flights from New Haven to Chicago is 2 hours 28 minutes. Check latest flight schedules & prices on Wego.

      How far is Chicago from New Haven?

      The flight distance between New Haven and Chicago is 1223km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 16:36. The last flight of the day departs at 16:36. See the full list of flight times on Wego.

      How many airlines offer direct flights from New Haven to Chicago?

      There are 1 airlines that offer direct flights from New Haven to Chicago. Find out the list of airlines on Wego.

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