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Chicago (ORD)  »  Canada  »  ORD to YWG

Good to Know - Flights from Chicago to Winnipeg

Good Deal:
$ 488.41
or less (round trip)

Cheapest Day of the Month to Book Flights



Top Tips for Finding Cheap Flights from Chicago to Winnipeg

Looking for cheap airfare from Chicago to Winnipeg? 25% of our users found round-trip tickets to Winnipeg for the following price or less: $ 488.41 Book at least 4 weeks before departure in order to get a below-average price. Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago to Winnipeg flight deals.

FAQs - Booking from Chicago to Winnipeg flights

What is the cheapest flight Chicago to Winnipeg?:
The cheapest flight Chicago to Winnipeg found on flyus.com in the last 72 hours was $488.41 round-trip.
 
 

Find cheap flights from Chicago to Winnipeg and book discounted airfare from different cities all over the United States. Explore airline ticket deals on flight routes all over the World! At Flyus, we take pride in helping you discover and book the best flight deals for your next trip at the cheapest price. We make booking flights from different departures easy and provide you with peace of mind with our Best Purchase Guarantee.

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Cheapest Flights
from Chicago, United States (ORD) to:

  • Winnipeg, Canada (YWG)
    Apr 13, 25 - Apr 17, 25
    $488.41
    Search

  • Winnipeg, Canada (YWG)
    Mar 22, 25 - Mar 25, 25
    $549.18
    Search

  • Winnipeg, Canada (YWG)
    Feb 07, 25 - Feb 10, 25
    $554.78
    Search

  • Winnipeg, Canada (YWG)
    Feb 24, 25 - Mar 19, 25
    $572.79
    Search

  • Winnipeg, Canada (YWG)
    Jan 31, 25 - Feb 03, 25
    $572.79
    Search