Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline American Airlines

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

  • American Airlines American Airlines
  • United Airlines United Airlines
Cheapest Month December

Travel Period: December 2024 - November 2025

The cheapest month(s) to fly from Milwaukee 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 Wednesday

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

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

Flight Schedules

Last Updated: Sat, 2 Nov, 2024

  • Time Earliest
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  • Availability
    • M
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  • 18:29 MKE
    19:29 ORD
    1Hrs, 00m Direct
  • MKEMilwaukee General Mitchell Intl Airport 18:29 - ORD 19:29 1h Direct
  • MKEMilwaukee General Mitchell Intl Airport 18:29
  • ORDChicago O'Hare International Airport 19:29
  • 1h
  • Direct
  • American Airlines (AA 6021)Crj Canadair Regional
  • American Airlines (AA 6021)
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    • S
  • Crj Canadair Regional
  • 05:15 MKE
    06:23 ORD
    1Hrs, 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 05:15 - ORD 06:23 1h 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 05:15
  • ORDChicago O'Hare International Airport 06:23
  • 1h 08m
  • Direct
  • United Airlines (UA 5799)Crj Canadair Regional
  • United Airlines (UA 5799)
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  • Crj Canadair Regional
  • 06:00 MKE
    07:08 ORD
    1Hrs, 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 06:00 - ORD 07:08 1h 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 06:00
  • ORDChicago O'Hare International Airport 07:08
  • 1h 08m
  • Direct
  • United Airlines (UA 5285)Crj Canadair Regional
  • United Airlines (UA 5285)
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    • S
  • Crj Canadair Regional
  • 06:05 MKE
    07:07 ORD
    1Hrs, 02m Direct
  • MKEMilwaukee General Mitchell Intl Airport 06:05 - ORD 07:07 1h 02m Direct
  • MKEMilwaukee General Mitchell Intl Airport 06:05
  • ORDChicago O'Hare International Airport 07:07
  • 1h 02m
  • Direct
  • American Airlines (AA 6138)Crj Canadair Regional
  • American Airlines (AA 6138)
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  • Crj Canadair Regional
  • 06:10 MKE
    07:12 ORD
    1Hrs, 02m Direct
  • MKEMilwaukee General Mitchell Intl Airport 06:10 - ORD 07:12 1h 02m Direct
  • MKEMilwaukee General Mitchell Intl Airport 06:10
  • ORDChicago O'Hare International Airport 07:12
  • 1h 02m
  • Direct
  • American Airlines (AA 6138)Crj Canadair Regional
  • American Airlines (AA 6138)
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  • Crj Canadair Regional
  • 07:02 MKE
    08:10 ORD
    1Hrs, 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 07:02 - ORD 08:10 1h 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 07:02
  • ORDChicago O'Hare International Airport 08:10
  • 1h 08m
  • Direct
  • United Airlines (UA 4803)Crj Canadair Regional
  • United Airlines (UA 4803)
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  • Crj Canadair Regional
  • 08:25 MKE
    09:33 ORD
    1Hrs, 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 08:25 - ORD 09:33 1h 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 08:25
  • ORDChicago O'Hare International Airport 09:33
  • 1h 08m
  • Direct
  • United Airlines (UA 5402)Crj Canadair Regional
  • United Airlines (UA 5402)
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  • Crj Canadair Regional
  • 10:40 MKE
    11:37 ORD
    57m Direct
  • MKEMilwaukee General Mitchell Intl Airport 10:40 - ORD 11:37 57m Direct
  • MKEMilwaukee General Mitchell Intl Airport 10:40
  • ORDChicago O'Hare International Airport 11:37
  • 57m
  • Direct
  • American Airlines (AA 6138)Crj Canadair Regional
  • American Airlines (AA 6138)
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  • Crj Canadair Regional
  • 10:40 MKE
    11:37 ORD
    57m Direct
  • MKEMilwaukee General Mitchell Intl Airport 10:40 - ORD 11:37 57m Direct
  • MKEMilwaukee General Mitchell Intl Airport 10:40
  • ORDChicago O'Hare International Airport 11:37
  • 57m
  • Direct
  • American Airlines (AA 6144)Crj Canadair Regional
  • American Airlines (AA 6144)
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  • Crj Canadair Regional
  • 10:45 MKE
    11:53 ORD
    1Hrs, 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 10:45 - ORD 11:53 1h 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 10:45
  • ORDChicago O'Hare International Airport 11:53
  • 1h 08m
  • Direct
  • United Airlines (UA 3702)Embraer 170
  • United Airlines (UA 3702)
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  • Embraer 170
  • 10:45 MKE
    11:53 ORD
    1Hrs, 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 10:45 - ORD 11:53 1h 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 10:45
  • ORDChicago O'Hare International Airport 11:53
  • 1h 08m
  • Direct
  • United Airlines (UA 3702)Embraer 175
  • United Airlines (UA 3702)
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  • Embraer 175
  • 10:45 MKE
    11:54 ORD
    1Hrs, 09m Direct
  • MKEMilwaukee General Mitchell Intl Airport 10:45 - ORD 11:54 1h 09m Direct
  • MKEMilwaukee General Mitchell Intl Airport 10:45
  • ORDChicago O'Hare International Airport 11:54
  • 1h 09m
  • Direct
  • United Airlines (UA 5300)Crj Canadair Regional
  • United Airlines (UA 5300)
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  • Crj Canadair Regional
  • 12:00 MKE
    13:08 ORD
    1Hrs, 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 12:00 - ORD 13:08 1h 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 12:00
  • ORDChicago O'Hare International Airport 13:08
  • 1h 08m
  • Direct
  • United Airlines (UA 4740)Crj Canadair Regional
  • United Airlines (UA 4740)
    • -
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  • Crj Canadair Regional
  • 12:07 MKE
    13:15 ORD
    1Hrs, 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 12:07 - ORD 13:15 1h 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 12:07
  • ORDChicago O'Hare International Airport 13:15
  • 1h 08m
  • Direct
  • United Airlines (UA 4740)Crj Canadair Regional
  • United Airlines (UA 4740)
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  • Crj Canadair Regional
  • 14:00 MKE
    14:59 ORD
    59m Direct
  • MKEMilwaukee General Mitchell Intl Airport 14:00 - ORD 14:59 59m Direct
  • MKEMilwaukee General Mitchell Intl Airport 14:00
  • ORDChicago O'Hare International Airport 14:59
  • 59m
  • Direct
  • American Airlines (AA 6046)Crj Canadair Regional
  • American Airlines (AA 6046)
    • -
    • -
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  • Crj Canadair Regional
  • 14:05 MKE
    15:04 ORD
    59m Direct
  • MKEMilwaukee General Mitchell Intl Airport 14:05 - ORD 15:04 59m Direct
  • MKEMilwaukee General Mitchell Intl Airport 14:05
  • ORDChicago O'Hare International Airport 15:04
  • 59m
  • Direct
  • American Airlines (AA 6045)Crj Canadair Regional
  • American Airlines (AA 6045)
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  • Crj Canadair Regional
  • 14:17 MKE
    15:25 ORD
    1Hrs, 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 14:17 - ORD 15:25 1h 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 14:17
  • ORDChicago O'Hare International Airport 15:25
  • 1h 08m
  • Direct
  • United Airlines (UA 5600)Canadair Regional Jet 550
  • United Airlines (UA 5600)
    • -
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  • Canadair Regional Jet 550
  • 14:17 MKE
    15:25 ORD
    1Hrs, 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 14:17 - ORD 15:25 1h 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 14:17
  • ORDChicago O'Hare International Airport 15:25
  • 1h 08m
  • Direct
  • United Airlines (UA 5600)Crj Canadair Regional
  • United Airlines (UA 5600)
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  • Crj Canadair Regional
  • 16:02 MKE
    17:10 ORD
    1Hrs, 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 16:02 - ORD 17:10 1h 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 16:02
  • ORDChicago O'Hare International Airport 17:10
  • 1h 08m
  • Direct
  • United Airlines (UA 3576)Embraer 175
  • United Airlines (UA 3576)
    • -
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  • Embraer 175
  • 16:02 MKE
    17:10 ORD
    1Hrs, 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 16:02 - ORD 17:10 1h 08m Direct
  • MKEMilwaukee General Mitchell Intl Airport 16:02
  • ORDChicago O'Hare International Airport 17:10
  • 1h 08m
  • Direct
  • United Airlines (UA 3576)Embraer 170
  • United Airlines (UA 3576)
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  • Embraer 170
  • 17:34 MKE
    18:43 ORD
    1Hrs, 09m Direct
  • MKEMilwaukee General Mitchell Intl Airport 17:34 - ORD 18:43 1h 09m Direct
  • MKEMilwaukee General Mitchell Intl Airport 17:34
  • ORDChicago O'Hare International Airport 18:43
  • 1h 09m
  • Direct
  • United Airlines (UA 5648)Crj Canadair Regional
  • United Airlines (UA 5648)
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  • Crj Canadair Regional
  • 17:37 MKE
    18:46 ORD
    1Hrs, 09m Direct
  • MKEMilwaukee General Mitchell Intl Airport 17:37 - ORD 18:46 1h 09m Direct
  • MKEMilwaukee General Mitchell Intl Airport 17:37
  • ORDChicago O'Hare International Airport 18:46
  • 1h 09m
  • Direct
  • United Airlines (UA 5648)Canadair Regional Jet 550
  • United Airlines (UA 5648)
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  • Canadair Regional Jet 550
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What’s the fastest flight time from Milwaukee to Chicago?

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

How far is Chicago from Milwaukee?

The flight distance between Milwaukee and Chicago is 131km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 05:15. The last flight of the day departs at 18:29. See the full list of flight times on Wego.

How many airlines offer direct flights from Milwaukee to Chicago?

There are 2 airlines that offer direct flights from Milwaukee to Chicago. Find out the list of airlines on Wego.