Cheap Flights From Midway Intl. (MDW) To Winnipeg James Armstrong Richardson Intl. (YWG)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly

Cheapest Flights from Chicago (MDW) to Winnipeg (YWG)

The cheapest flights to Winnipeg James Armstrong Richardson Intl. found within the past 7 days were CA $815 round trip and CA $355 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Feb 20 - Sun, Feb 22
MDW
Chicago
YWG
Winnipeg
CA $815 Roundtrip, found 6 days ago
CA $815
Roundtrip
found 6 days ago
Select WestJet flight, departing Fri, Feb 20 from Chicago to Winnipeg, returning Sun, Feb 22, priced at CA $815 found 6 days ago
Sun, Mar 1 - Tue, Mar 17
MDW
Chicago
YWG
Winnipeg
CA $901 Roundtrip, found 1 day ago
CA $901
Roundtrip
found 1 day ago
Select WestJet flight, departing Sun, Mar 1 from Chicago to Winnipeg, returning Tue, Mar 17, priced at CA $901 found 1 day ago
Sun, Mar 1 - Tue, Mar 17
MDW
Chicago
YWG
Winnipeg
CA $910 Roundtrip, found 1 day ago
CA $910
Roundtrip
found 1 day ago
Select WestJet flight, departing Sun, Mar 1 from Chicago to Winnipeg, returning Tue, Mar 17, priced at CA $910 found 1 day ago
Sun, Mar 1 - Tue, Mar 17
MDW
Chicago
YWG
Winnipeg
CA $933 Roundtrip, found 1 day ago
CA $933
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Mar 1 from Chicago to Winnipeg, returning Tue, Mar 17, priced at CA $933 found 1 day ago
Sun, Mar 1 - Tue, Mar 17
MDW
Chicago
YWG
Winnipeg
CA $938 Roundtrip, found 1 day ago
CA $938
Roundtrip
found 1 day ago
Select WestJet flight, departing Sun, Mar 1 from Chicago to Winnipeg, returning Tue, Mar 17, priced at CA $938 found 1 day ago
Fri, Feb 20 - Sun, Feb 22
MDW
Chicago
YWG
Winnipeg
CA $955 Roundtrip, found 6 days ago
CA $955
Roundtrip
found 6 days ago
Select WestJet flight, departing Fri, Feb 20 from Chicago to Winnipeg, returning Sun, Feb 22, priced at CA $955 found 6 days ago
Sun, Mar 1 - Tue, Mar 17
MDW
Chicago
YWG
Winnipeg
CA $964 Roundtrip, found 1 day ago
CA $964
Roundtrip
found 1 day ago
Select WestJet flight, departing Sun, Mar 1 from Chicago to Winnipeg, returning Tue, Mar 17, priced at CA $964 found 1 day ago
Sun, Mar 1 - Tue, Mar 17
MDW
Chicago
YWG
Winnipeg
CA $972 Roundtrip, found 1 day ago
CA $972
Roundtrip
found 1 day ago
Select WestJet flight, departing Sun, Mar 1 from Chicago to Winnipeg, returning Tue, Mar 17, priced at CA $972 found 1 day ago
Sun, Mar 1 - Tue, Mar 17
MDW
Chicago
YWG
Winnipeg
CA $995 Roundtrip, found 1 day ago
CA $995
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Mar 1 from Chicago to Winnipeg, returning Tue, Mar 17, priced at CA $995 found 1 day ago
Sun, Mar 1 - Tue, Mar 17
MDW
Chicago
YWG
Winnipeg
CA $1,000 Roundtrip, found 1 day ago
CA $1,000
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Mar 1 from Chicago to Winnipeg, returning Tue, Mar 17, priced at CA $1,000 found 1 day ago

Popular Flight Routes from Chicago (MDW)

Travelers at MDW love to visit these top cities. Roam to the top destinations from Chicago (MDW) today with the cheap prices from Travelocity!

Popular Flight Routes from Winnipeg (YWG)

Travelers at YWG love to visit these top cities. Roam to the top destinations from Winnipeg(YWG) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.