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

Click this link for Chicago Winnipeg flights

Find cheap airline tickets from Winnipeg to Chicago by date

Sorry! We haven't found any airline tickets from Winnipeg to Chicago. Try launching another search above.
Return
Departure
Availability of fares is not guaranteed for offers found in the last 7 days.
Find the cheapest Winnipeg Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Winnipeg - Chicago with these new dates, click on an offer. Want to depart from another city? Choose:

Airlines operating flights from Winnipeg to Chicago

Sorry! We haven't found any airline tickets from Winnipeg to Chicago. Try launching another search above.

Travel tips for flights Winnipeg - Chicago

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Chicago Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Sep 25, 2023 8:28 AM, GMT-5
  • Weather:
  • min. 62ºF, max. 71ºF
  • Departure city:
  • Winnipeg, Canada
  • Airport(s):
  • James Armstrong Richardson International Airport (YWG)
  • Local time:
  • Sep 25, 2023 8:28 AM, GMT-5
  • Weather:
  • min. 57ºF, max. 67ºF
Find a cheap rental car in Chicago