Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline American Airlines

The cheapest airline(s) flying from Louisville to Chicago is American Airlines.

  • American Airlines American Airlines
  • United Airlines United Airlines
  • Southwest Airlines Southwest Airlines
  • Spirit Airlines Spirit Airlines
Cheapest Month January

Travel Period: January 2025 - December 2025

The cheapest month(s) to fly from Louisville to Chicago is January.

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

The cheapest day(s) of the week to fly from Louisville to Chicago is Monday.

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

Flight Schedules

Last Updated: Mon, 2 Dec, 2024

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    • Airline Filter by Airline
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      • Availability
        • M
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      • 19:02 SDF
        19:39 ORD
        1Hrs, 37m Direct
      • SDFLouisville International Airport 19:02 - ORD 19:39 1h 37m Direct
      • SDFLouisville International Airport 19:02
      • ORDChicago O'Hare International Airport 19:39
      • 1h 37m
      • Direct
      • American Airlines (AA 3787)Embraer 170
      • American Airlines (AA 3787)
        • -
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      • Embraer 170
      • 19:02 SDF
        19:39 ORD
        1Hrs, 37m Direct
      • SDFLouisville International Airport 19:02 - ORD 19:39 1h 37m Direct
      • SDFLouisville International Airport 19:02
      • ORDChicago O'Hare International Airport 19:39
      • 1h 37m
      • Direct
      • American Airlines (AA 4620)Embraer Emb 175
      • American Airlines (AA 4620)
        • -
        • -
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      • Embraer Emb 175
      • 19:08 SDF
        19:45 ORD
        1Hrs, 37m Direct
      • SDFLouisville International Airport 19:08 - ORD 19:45 1h 37m Direct
      • SDFLouisville International Airport 19:08
      • ORDChicago O'Hare International Airport 19:45
      • 1h 37m
      • Direct
      • American Airlines (AA 4620)Embraer Emb 175
      • American Airlines (AA 4620)
        • -
        • -
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        • -
      • Embraer Emb 175
      • 19:10 SDF
        19:25 MDW
        1Hrs, 15m Direct
      • SDFLouisville International Airport 19:10 - MDW 19:25 1h 15m Direct
      • SDFLouisville International Airport 19:10
      • MDWChicago Midway Airport 19:25
      • 1h 15m
      • Direct
      • Southwest Airlines (WN 1217)Boeing 737 800
      • Southwest Airlines (WN 1217)
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      • Boeing 737 800
      • 20:40 SDF
        20:55 MDW
        1Hrs, 15m Direct
      • SDFLouisville International Airport 20:40 - MDW 20:55 1h 15m Direct
      • SDFLouisville International Airport 20:40
      • MDWChicago Midway Airport 20:55
      • 1h 15m
      • Direct
      • Southwest Airlines (WN 4155)Boeing 737 700
      • Southwest Airlines (WN 4155)
        • -
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        • -
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        • -
      • Boeing 737 700
      • 06:15 SDF
        06:30 MDW
        1Hrs, 15m Direct
      • SDFLouisville International Airport 06:15 - MDW 06:30 1h 15m Direct
      • SDFLouisville International Airport 06:15
      • MDWChicago Midway Airport 06:30
      • 1h 15m
      • Direct
      • Southwest Airlines (WN 4424)Boeing 737 700
      • Southwest Airlines (WN 4424)
        • -
        • -
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        • -
      • Boeing 737 700
      • 06:37 SDF
        07:18 ORD
        1Hrs, 41m Direct
      • SDFLouisville International Airport 06:37 - ORD 07:18 1h 41m Direct
      • SDFLouisville International Airport 06:37
      • ORDChicago O'Hare International Airport 07:18
      • 1h 41m
      • Direct
      • American Airlines (AA 4622)Embraer Emb 175
      • American Airlines (AA 4622)
        • -
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        • S
      • Embraer Emb 175
      • 06:40 SDF
        07:00 MDW
        1Hrs, 20m Direct
      • SDFLouisville International Airport 06:40 - MDW 07:00 1h 20m Direct
      • SDFLouisville International Airport 06:40
      • MDWChicago Midway Airport 07:00
      • 1h 20m
      • Direct
      • Southwest Airlines (WN 1601)Boeing 737 700
      • Southwest Airlines (WN 1601)
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      • Boeing 737 700
      • 06:40 SDF
        07:00 MDW
        1Hrs, 20m Direct
      • SDFLouisville International Airport 06:40 - MDW 07:00 1h 20m Direct
      • SDFLouisville International Airport 06:40
      • MDWChicago Midway Airport 07:00
      • 1h 20m
      • Direct
      • Southwest Airlines (WN 4238)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 4238)
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      • Boeing 737 Max 8 Passenger
      • 06:40 SDF
        07:19 ORD
        1Hrs, 39m Direct
      • SDFLouisville International Airport 06:40 - ORD 07:19 1h 39m Direct
      • SDFLouisville International Airport 06:40
      • ORDChicago O'Hare International Airport 07:19
      • 1h 39m
      • Direct
      • American Airlines (AA 4622)Embraer Emb 175
      • American Airlines (AA 4622)
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      • Embraer Emb 175
      • 07:00 SDF
        07:45 ORD
        1Hrs, 45m Direct
      • SDFLouisville International Airport 07:00 - ORD 07:45 1h 45m Direct
      • SDFLouisville International Airport 07:00
      • ORDChicago O'Hare International Airport 07:45
      • 1h 45m
      • Direct
      • United Airlines (UA 3577)Embraer 170
      • United Airlines (UA 3577)
        • -
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        • S
      • Embraer 170
      • 07:00 SDF
        07:41 ORD
        1Hrs, 41m Direct
      • SDFLouisville International Airport 07:00 - ORD 07:41 1h 41m Direct
      • SDFLouisville International Airport 07:00
      • ORDChicago O'Hare International Airport 07:41
      • 1h 41m
      • Direct
      • United Airlines (UA 3422)Embraer 175
      • United Airlines (UA 3422)
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      • Embraer 175
      • 07:25 SDF
        07:45 MDW
        1Hrs, 20m Direct
      • SDFLouisville International Airport 07:25 - MDW 07:45 1h 20m Direct
      • SDFLouisville International Airport 07:25
      • MDWChicago Midway Airport 07:45
      • 1h 20m
      • Direct
      • Southwest Airlines (WN 1119)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1119)
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      • Boeing 737 Max 8 Passenger
      • 08:29 SDF
        09:14 ORD
        1Hrs, 45m Direct
      • SDFLouisville International Airport 08:29 - ORD 09:14 1h 45m Direct
      • SDFLouisville International Airport 08:29
      • ORDChicago O'Hare International Airport 09:14
      • 1h 45m
      • Direct
      • United Airlines (UA 3626)Embraer 175
      • United Airlines (UA 3626)
        • -
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      • Embraer 175
      • 08:34 SDF
        09:19 ORD
        1Hrs, 45m Direct
      • SDFLouisville International Airport 08:34 - ORD 09:19 1h 45m Direct
      • SDFLouisville International Airport 08:34
      • ORDChicago O'Hare International Airport 09:19
      • 1h 45m
      • Direct
      • United Airlines (UA 3626)Embraer 175
      • United Airlines (UA 3626)
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      • Embraer 175
      • 10:55 SDF
        11:34 ORD
        1Hrs, 39m Direct
      • SDFLouisville International Airport 10:55 - ORD 11:34 1h 39m Direct
      • SDFLouisville International Airport 10:55
      • ORDChicago O'Hare International Airport 11:34
      • 1h 39m
      • Direct
      • United Airlines (UA 5385)Crj Canadair Regional
      • United Airlines (UA 5385)
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      • Crj Canadair Regional
      • 11:10 SDF
        11:48 ORD
        1Hrs, 38m Direct
      • SDFLouisville International Airport 11:10 - ORD 11:48 1h 38m Direct
      • SDFLouisville International Airport 11:10
      • ORDChicago O'Hare International Airport 11:48
      • 1h 38m
      • Direct
      • United Airlines (UA 3674)Embraer 175
      • United Airlines (UA 3674)
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      • Embraer 175
      • 11:16 SDF
        11:48 ORD
        1Hrs, 32m Direct
      • SDFLouisville International Airport 11:16 - ORD 11:48 1h 32m Direct
      • SDFLouisville International Airport 11:16
      • ORDChicago O'Hare International Airport 11:48
      • 1h 32m
      • Direct
      • American Airlines (AA 6067)Crj Canadair Regional
      • American Airlines (AA 6067)
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      • Crj Canadair Regional
      • 13:55 SDF
        14:10 MDW
        1Hrs, 15m Direct
      • SDFLouisville International Airport 13:55 - MDW 14:10 1h 15m Direct
      • SDFLouisville International Airport 13:55
      • MDWChicago Midway Airport 14:10
      • 1h 15m
      • Direct
      • Southwest Airlines (WN 954)Boeing 737 700
      • Southwest Airlines (WN 954)
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        • -
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      • Boeing 737 700
      • 14:00 SDF
        14:35 ORD
        1Hrs, 35m Direct
      • SDFLouisville International Airport 14:00 - ORD 14:35 1h 35m Direct
      • SDFLouisville International Airport 14:00
      • ORDChicago O'Hare International Airport 14:35
      • 1h 35m
      • Direct
      • United Airlines (UA 5592)Canadair Regional Jet 550
      • United Airlines (UA 5592)
        • -
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        • S
      • Canadair Regional Jet 550
      • 14:00 SDF
        14:37 ORD
        1Hrs, 37m Direct
      • SDFLouisville International Airport 14:00 - ORD 14:37 1h 37m Direct
      • SDFLouisville International Airport 14:00
      • ORDChicago O'Hare International Airport 14:37
      • 1h 37m
      • Direct
      • United Airlines (UA 5236)Canadair Regional Jet 550
      • United Airlines (UA 5236)
        • M
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        • -
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      • Canadair Regional Jet 550
      • 14:55 SDF
        15:10 MDW
        1Hrs, 15m Direct
      • SDFLouisville International Airport 14:55 - MDW 15:10 1h 15m Direct
      • SDFLouisville International Airport 14:55
      • MDWChicago Midway Airport 15:10
      • 1h 15m
      • Direct
      • Southwest Airlines (WN 2478)Boeing 737 700
      • Southwest Airlines (WN 2478)
        • -
        • -
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        • -
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      • Boeing 737 700
      • 16:00 SDF
        16:34 ORD
        1Hrs, 34m Direct
      • SDFLouisville International Airport 16:00 - ORD 16:34 1h 34m Direct
      • SDFLouisville International Airport 16:00
      • ORDChicago O'Hare International Airport 16:34
      • 1h 34m
      • Direct
      • American Airlines (AA 4514)Embraer Emb 175
      • American Airlines (AA 4514)
        • M
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        • -
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      • Embraer Emb 175
      • 17:45 SDF
        18:22 ORD
        1Hrs, 37m Direct
      • SDFLouisville International Airport 17:45 - ORD 18:22 1h 37m Direct
      • SDFLouisville International Airport 17:45
      • ORDChicago O'Hare International Airport 18:22
      • 1h 37m
      • Direct
      • United Airlines (UA 4562)Canadair Regional Jet 550
      • United Airlines (UA 4562)
        • M
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        • -
        • -
        • -
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      • Canadair Regional Jet 550
      • 18:00 SDF
        18:35 ORD
        1Hrs, 35m Direct
      • SDFLouisville International Airport 18:00 - ORD 18:35 1h 35m Direct
      • SDFLouisville International Airport 18:00
      • ORDChicago O'Hare International Airport 18:35
      • 1h 35m
      • Direct
      • United Airlines (UA 5346)Crj Canadair Regional
      • United Airlines (UA 5346)
        • -
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      • Crj Canadair Regional
      • 18:05 SDF
        18:20 MDW
        1Hrs, 15m Direct
      • SDFLouisville International Airport 18:05 - MDW 18:20 1h 15m Direct
      • SDFLouisville International Airport 18:05
      • MDWChicago Midway Airport 18:20
      • 1h 15m
      • Direct
      • Southwest Airlines (WN 2930)Boeing 737 800
      • Southwest Airlines (WN 2930)
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      • Boeing 737 800
      • 18:35 SDF
        18:50 MDW
        1Hrs, 15m Direct
      • SDFLouisville International Airport 18:35 - MDW 18:50 1h 15m Direct
      • SDFLouisville International Airport 18:35
      • MDWChicago Midway Airport 18:50
      • 1h 15m
      • Direct
      • Southwest Airlines (WN 1385)Boeing 737 700
      • Southwest Airlines (WN 1385)
        • M
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      • Boeing 737 700
      No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
      What’s the fastest flight time from Louisville to Chicago?

      The fastest flight time for direct flights from Louisville to Chicago is 1 hour 15 minutes. Check latest flight schedules & prices on Wego.

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

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

      How far is Chicago from Louisville?

      The flight distance between Louisville and Chicago is 433km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 06:15. The last flight of the day departs at 19:02. See the full list of flight times on Wego.

      How many airlines offer direct flights from Louisville to Chicago?

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

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      Louisville International Airport SDF

      Popular Airlines Flying From Louisville to Chicago

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      Popular Destinations From Chicago

      Popular Destinations From Louisville

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