Take off on cheap flights from Milwaukee to Chicago, your adventure starts now!

Find cheap airline tickets from Milwaukee to Chicago by date

  • any
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • any
  • March 2020
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  • price
  • month of departure
  • month of return
$264
American Airlines outward: May 23, 2020
3:09p MKE » 4:06p ORD
American Airlines direct (57m)
American Airlines inbound: May 26, 2020
4:55p ORD » 5:54p MKE
American Airlines direct (59m)
$276
American Airlines outward: Jun 12, 2020
1:20a MKE » 2:20a ORD
American Airlines direct (1h)
American Airlines inbound: Jun 21, 2020
3:50a ORD » 4:39a MKE
American Airlines direct (49m)
$365
United Airlines outward: May 16, 2020
4:20p MKE » 5:19p ORD
United Airlines direct (59m)
United Airlines inbound: May 16, 2020
10:35p ORD » 11:23p MKE
United Airlines direct (48m)
$365
United Airlines outward: May 16, 2020
4:20p MKE » 5:19p ORD
United Airlines direct (59m)
United Airlines inbound: May 17, 2020
12:50a ORD » 1:38a MKE
United Airlines direct (48m)
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Choose when you'd like to depart to Chicago (USA):
Find the cheapest Milwaukee Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Milwaukee - Chicago with these new dates, click on an offer. Want to depart from another city? Choose:

Airlines operating flights from Milwaukee to Chicago

  • any
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • all
  • Alaska Airlines
  • United Airlines
United Airlines
outbound: Apr 16, 2020
United Airlines direct
return: Apr 19, 2020
United Airlines direct
Alaska Airlines
outbound: Jun 11, 2020
Alaska Airlines 1 stop
return: Jun 20, 2020
Alaska Airlines 1 stop

Travel tips for flights Milwaukee - Chicago

Average flight duration: 53m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Mar 30, 2020 9:26 PM, GMT-5
  • Weather:
  • min. 36ºF, max. 44ºF
  • Departure city:
  • Milwaukee, USA
  • Airport(s):
  • General Mitchell International Airport (MKE)
  • Lawrence J. Timmerman Airport (MWC)
  • Local time:
  • Mar 30, 2020 9:26 PM, GMT-5
  • Weather:
  • min. 34ºF, max. 42ºF