Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Delta Air Lines

The cheapest airline(s) flying from Hartford to Chicago is Delta Air Lines.

  • Delta Air Lines Delta Air Lines
  • United Airlines United Airlines
  • American Airlines American Airlines
Cheapest Month May

Travel Period: October 2024 - September 2025

The cheapest month(s) to fly from Hartford to Chicago is May.

  • 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 Thursday

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

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

Flight Schedules

Last Updated: Mon, 2 Sep, 2024

  • Time Earliest
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    • Airline Filter by Airline
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      • Availability
        • M
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      • 20:25 BDL
        21:45 MDW
        2Hrs, 20m Direct
      • BDLHartford Bradley International Airport 20:25 - MDW 21:45 2h 20m Direct
      • BDLHartford Bradley International Airport 20:25
      • MDWChicago Midway Airport 21:45
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3593)Boeing 737 700
      • Southwest Airlines (WN 3593)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 06:00 BDL
        07:42 ORD
        2Hrs, 42m Direct
      • BDLHartford Bradley International Airport 06:00 - ORD 07:42 2h 42m Direct
      • BDLHartford Bradley International Airport 06:00
      • ORDChicago O'Hare International Airport 07:42
      • 2h 42m
      • Direct
      • United Airlines (UA 1304)Boeing 737 Max 8 Passenger
      • United Airlines (UA 1304)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 06:02 BDL
        07:44 ORD
        2Hrs, 42m Direct
      • BDLHartford Bradley International Airport 06:02 - ORD 07:44 2h 42m Direct
      • BDLHartford Bradley International Airport 06:02
      • ORDChicago O'Hare International Airport 07:44
      • 2h 42m
      • Direct
      • United Airlines (UA 1304)Boeing 737 Max 8 Passenger
      • United Airlines (UA 1304)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 06:15 BDL
        07:56 ORD
        2Hrs, 41m Direct
      • BDLHartford Bradley International Airport 06:15 - ORD 07:56 2h 41m Direct
      • BDLHartford Bradley International Airport 06:15
      • ORDChicago O'Hare International Airport 07:56
      • 2h 41m
      • Direct
      • United Airlines (UA 1304)Boeing 737 900
      • United Airlines (UA 1304)
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        • -
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      • Boeing 737 900
      • 06:21 BDL
        08:03 ORD
        2Hrs, 42m Direct
      • BDLHartford Bradley International Airport 06:21 - ORD 08:03 2h 42m Direct
      • BDLHartford Bradley International Airport 06:21
      • ORDChicago O'Hare International Airport 08:03
      • 2h 42m
      • Direct
      • United Airlines (UA 1304)Boeing 737 900
      • United Airlines (UA 1304)
        • -
        • -
        • -
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        • -
        • -
        • -
      • Boeing 737 900
      • 06:21 BDL
        08:03 ORD
        2Hrs, 42m Direct
      • BDLHartford Bradley International Airport 06:21 - ORD 08:03 2h 42m Direct
      • BDLHartford Bradley International Airport 06:21
      • ORDChicago O'Hare International Airport 08:03
      • 2h 42m
      • Direct
      • United Airlines (UA 1304)Boeing 737 700
      • United Airlines (UA 1304)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Boeing 737 700
      • 06:25 BDL
        07:45 MDW
        2Hrs, 20m Direct
      • BDLHartford Bradley International Airport 06:25 - MDW 07:45 2h 20m Direct
      • BDLHartford Bradley International Airport 06:25
      • MDWChicago Midway Airport 07:45
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3057)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3057)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 07:00 BDL
        08:20 MDW
        2Hrs, 20m Direct
      • BDLHartford Bradley International Airport 07:00 - MDW 08:20 2h 20m Direct
      • BDLHartford Bradley International Airport 07:00
      • MDWChicago Midway Airport 08:20
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3380)Boeing 737 700
      • Southwest Airlines (WN 3380)
        • -
        • -
        • -
        • -
        • -
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        • S
      • Boeing 737 700
      • 07:00 BDL
        08:20 MDW
        2Hrs, 20m Direct
      • BDLHartford Bradley International Airport 07:00 - MDW 08:20 2h 20m Direct
      • BDLHartford Bradley International Airport 07:00
      • MDWChicago Midway Airport 08:20
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3057)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3057)
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      • Boeing 737 Max 8 Passenger
      • 07:10 BDL
        08:48 ORD
        2Hrs, 38m Direct
      • BDLHartford Bradley International Airport 07:10 - ORD 08:48 2h 38m Direct
      • BDLHartford Bradley International Airport 07:10
      • ORDChicago O'Hare International Airport 08:48
      • 2h 38m
      • Direct
      • American Airlines (AA 1987)Boeing 737 800
      • American Airlines (AA 1987)
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        • S
      • Boeing 737 800
      • 07:25 BDL
        08:45 MDW
        2Hrs, 20m Direct
      • BDLHartford Bradley International Airport 07:25 - MDW 08:45 2h 20m Direct
      • BDLHartford Bradley International Airport 07:25
      • MDWChicago Midway Airport 08:45
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3057)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3057)
        • -
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        • -
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      • Boeing 737 Max 8 Passenger
      • 11:26 BDL
        13:07 ORD
        2Hrs, 41m Direct
      • BDLHartford Bradley International Airport 11:26 - ORD 13:07 2h 41m Direct
      • BDLHartford Bradley International Airport 11:26
      • ORDChicago O'Hare International Airport 13:07
      • 2h 41m
      • Direct
      • United Airlines (UA 453)Airbus
      • United Airlines (UA 453)
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        • -
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      • Airbus
      • 11:30 BDL
        13:11 ORD
        2Hrs, 41m Direct
      • BDLHartford Bradley International Airport 11:30 - ORD 13:11 2h 41m Direct
      • BDLHartford Bradley International Airport 11:30
      • ORDChicago O'Hare International Airport 13:11
      • 2h 41m
      • Direct
      • United Airlines (UA 453)Boeing 737 Max 8 Passenger
      • United Airlines (UA 453)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 11:31 BDL
        13:12 ORD
        2Hrs, 41m Direct
      • BDLHartford Bradley International Airport 11:31 - ORD 13:12 2h 41m Direct
      • BDLHartford Bradley International Airport 11:31
      • ORDChicago O'Hare International Airport 13:12
      • 2h 41m
      • Direct
      • United Airlines (UA 453)Boeing 737 Max 9 Passenger
      • United Airlines (UA 453)
        • -
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        • -
      • Boeing 737 Max 9 Passenger
      • 11:52 BDL
        13:25 ORD
        2Hrs, 33m Direct
      • BDLHartford Bradley International Airport 11:52 - ORD 13:25 2h 33m Direct
      • BDLHartford Bradley International Airport 11:52
      • ORDChicago O'Hare International Airport 13:25
      • 2h 33m
      • Direct
      • American Airlines (AA 3394)Embraer Emb 175
      • American Airlines (AA 3394)
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      • Embraer Emb 175
      • 12:15 BDL
        13:30 MDW
        2Hrs, 15m Direct
      • BDLHartford Bradley International Airport 12:15 - MDW 13:30 2h 15m Direct
      • BDLHartford Bradley International Airport 12:15
      • MDWChicago Midway Airport 13:30
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 2221)Boeing 737 700
      • Southwest Airlines (WN 2221)
        • M
        • -
        • -
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        • -
        • -
      • Boeing 737 700
      • 12:40 BDL
        14:00 MDW
        2Hrs, 20m Direct
      • BDLHartford Bradley International Airport 12:40 - MDW 14:00 2h 20m Direct
      • BDLHartford Bradley International Airport 12:40
      • MDWChicago Midway Airport 14:00
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 137)Boeing 737 700
      • Southwest Airlines (WN 137)
        • -
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        • -
        • -
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        • -
      • Boeing 737 700
      • 14:25 BDL
        15:45 MDW
        2Hrs, 20m Direct
      • BDLHartford Bradley International Airport 14:25 - MDW 15:45 2h 20m Direct
      • BDLHartford Bradley International Airport 14:25
      • MDWChicago Midway Airport 15:45
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 137)Boeing 737 700
      • Southwest Airlines (WN 137)
        • -
        • -
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        • -
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        • S
      • Boeing 737 700
      • 16:00 BDL
        17:33 ORD
        2Hrs, 33m Direct
      • BDLHartford Bradley International Airport 16:00 - ORD 17:33 2h 33m Direct
      • BDLHartford Bradley International Airport 16:00
      • ORDChicago O'Hare International Airport 17:33
      • 2h 33m
      • Direct
      • American Airlines (AA 3394)Embraer Emb 175
      • American Airlines (AA 3394)
        • -
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        • -
      • Embraer Emb 175
      • 16:44 BDL
        18:25 ORD
        2Hrs, 41m Direct
      • BDLHartford Bradley International Airport 16:44 - ORD 18:25 2h 41m Direct
      • BDLHartford Bradley International Airport 16:44
      • ORDChicago O'Hare International Airport 18:25
      • 2h 41m
      • Direct
      • United Airlines (UA 1846)Boeing 737 800
      • United Airlines (UA 1846)
        • -
        • -
        • -
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        • F
        • S
        • S
      • Boeing 737 800
      • 16:55 BDL
        18:36 ORD
        2Hrs, 41m Direct
      • BDLHartford Bradley International Airport 16:55 - ORD 18:36 2h 41m Direct
      • BDLHartford Bradley International Airport 16:55
      • ORDChicago O'Hare International Airport 18:36
      • 2h 41m
      • Direct
      • United Airlines (UA 1846)Airbus
      • United Airlines (UA 1846)
        • M
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        • -
        • -
        • -
        • -
      • Airbus
      • 17:15 BDL
        18:35 MDW
        2Hrs, 20m Direct
      • BDLHartford Bradley International Airport 17:15 - MDW 18:35 2h 20m Direct
      • BDLHartford Bradley International Airport 17:15
      • MDWChicago Midway Airport 18:35
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3593)Boeing 737 800
      • Southwest Airlines (WN 3593)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 17:27 BDL
        19:04 ORD
        2Hrs, 37m Direct
      • BDLHartford Bradley International Airport 17:27 - ORD 19:04 2h 37m Direct
      • BDLHartford Bradley International Airport 17:27
      • ORDChicago O'Hare International Airport 19:04
      • 2h 37m
      • Direct
      • American Airlines (AA 1745)Boeing 737 800
      • American Airlines (AA 1745)
        • M
        • -
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      • Boeing 737 800
      • 17:35 BDL
        18:55 MDW
        2Hrs, 20m Direct
      • BDLHartford Bradley International Airport 17:35 - MDW 18:55 2h 20m Direct
      • BDLHartford Bradley International Airport 17:35
      • MDWChicago Midway Airport 18:55
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3593)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3593)
        • -
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        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 17:55 BDL
        19:15 MDW
        2Hrs, 20m Direct
      • BDLHartford Bradley International Airport 17:55 - MDW 19:15 2h 20m Direct
      • BDLHartford Bradley International Airport 17:55
      • MDWChicago Midway Airport 19:15
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3593)Boeing 737 800
      • Southwest Airlines (WN 3593)
        • M
        • -
        • -
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        • F
        • -
        • -
      • Boeing 737 800
      • 18:30 BDL
        20:20 ORD
        2Hrs, 50m Direct
      • BDLHartford Bradley International Airport 18:30 - ORD 20:20 2h 50m Direct
      • BDLHartford Bradley International Airport 18:30
      • ORDChicago O'Hare International Airport 20:20
      • 2h 50m
      • Direct
      • United Airlines (UA 5244)Embraer 175
      • United Airlines (UA 5244)
        • M
        • -
        • -
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        • -
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        • -
      • Embraer 175
      • 18:35 BDL
        20:15 ORD
        2Hrs, 40m Direct
      • BDLHartford Bradley International Airport 18:35 - ORD 20:15 2h 40m Direct
      • BDLHartford Bradley International Airport 18:35
      • ORDChicago O'Hare International Airport 20:15
      • 2h 40m
      • Direct
      • United Airlines (UA 220)Airbus
      • United Airlines (UA 220)
        • -
        • -
        • -
        • T
        • F
        • -
        • -
      • Airbus
      No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
      What’s the fastest flight time from Hartford to Chicago?

      The fastest flight time for direct flights from Hartford to Chicago is 2 hours 15 minutes. Check latest flight schedules & prices on Wego.

      How far is Chicago from Hartford?

      The flight distance between Hartford and Chicago is 1237km. 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 20:25. See the full list of flight times on Wego.

      How many airlines offer direct flights from Hartford to Chicago?

      There are 3 airlines that offer direct flights from Hartford to Chicago. Find out the list of airlines on Wego.

      All Airports in Hartford

      Hartford Bradley International Airport BDL

      Brainard Airport HFD

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