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 $646 round trip and CA $227 one way. Prices and availability subject to change. Additional terms may apply.

Wed., Sep. 17 - Sun., Sep. 21
MDW
Chicago
YWG
Winnipeg
CA $646 Roundtrip, found 5 hours ago
CA $646
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed., Sep. 17 from Chicago to Winnipeg, returning Sun., Sep. 21, priced at CA $646 found 5 hours ago
Wed., Sep. 17 - Sun., Sep. 21
MDW
Chicago
YWG
Winnipeg
CA $702 Roundtrip, found 5 hours ago
CA $702
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed., Sep. 17 from Chicago to Winnipeg, returning Sun., Sep. 21, priced at CA $702 found 5 hours ago
Wed., Sep. 17 - Sun., Sep. 21
MDW
Chicago
YWG
Winnipeg
CA $709 Roundtrip, found 5 hours ago
CA $709
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed., Sep. 17 from Chicago to Winnipeg, returning Sun., Sep. 21, priced at CA $709 found 5 hours ago
Wed., Sep. 17 - Sun., Sep. 21
MDW
Chicago
YWG
Winnipeg
CA $730 Roundtrip, found 5 hours ago
CA $730
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed., Sep. 17 from Chicago to Winnipeg, returning Sun., Sep. 21, priced at CA $730 found 5 hours ago
Wed., Sep. 17 - Sun., Sep. 21
MDW
Chicago
YWG
Winnipeg
CA $737 Roundtrip, found 5 hours ago
CA $737
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed., Sep. 17 from Chicago to Winnipeg, returning Sun., Sep. 21, priced at CA $737 found 5 hours ago
Wed., Sep. 17 - Sun., Sep. 21
MDW
Chicago
YWG
Winnipeg
CA $756 Roundtrip, found 5 hours ago
CA $756
Roundtrip
found 5 hours ago
Select WestJet flight, departing Wed., Sep. 17 from Chicago to Winnipeg, returning Sun., Sep. 21, priced at CA $756 found 5 hours ago
Wed., Sep. 17 - Sun., Sep. 21
MDW
Chicago
YWG
Winnipeg
CA $765 Roundtrip, found 5 hours ago
CA $765
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed., Sep. 17 from Chicago to Winnipeg, returning Sun., Sep. 21, priced at CA $765 found 5 hours ago
Wed., Sep. 17 - Sun., Sep. 21
MDW
Chicago
YWG
Winnipeg
CA $780 Roundtrip, found 5 hours ago
CA $780
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed., Sep. 17 from Chicago to Winnipeg, returning Sun., Sep. 21, priced at CA $780 found 5 hours ago
Tue., Jul. 8 - Wed., Jul. 16
MDW
Chicago
YWG
Winnipeg
CA $788 Roundtrip, found 3 days ago
CA $788
Roundtrip
found 3 days ago
Select Delta flight, departing Tue., Jul. 8 from Chicago to Winnipeg, returning Wed., Jul. 16, priced at CA $788 found 3 days ago
Wed., Sep. 17 - Sun., Sep. 21
MDW
Chicago
YWG
Winnipeg
CA $793 Roundtrip, found 5 hours ago
CA $793
Roundtrip
found 5 hours ago
Select WestJet flight, departing Wed., Sep. 17 from Chicago to Winnipeg, returning Sun., Sep. 21, priced at CA $793 found 5 hours 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.