Flights From Winnipeg (YWG) to Rosemont (CHI)

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

Selected fares from Winnipeg to Rosemont

The cheapest prices found with in the last 7 days for return flights were CA $475 and CA $271 for one-way flights to Rosemont for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Wed, Oct. 1 - Sat, Oct. 4
YWG
Winnipeg James Armstrong Richardson Intl.
ORD
O'Hare Intl.
CA $475 Roundtrip, found 11 hours ago
CA $475
Roundtrip
found 11 hours ago
Select WestJet flight, departing Wed, Oct. 1 from Winnipeg James Armstrong Richardson Intl. to O'Hare Intl., returning Sat, Oct. 4, priced at CA $475 found 11 hours ago
Delta
Wed, Oct. 1 - Sat, Oct. 4
YWG
Winnipeg James Armstrong Richardson Intl.
MDW
Midway Intl.
CA $493 Roundtrip, found 11 hours ago
CA $493
Roundtrip
found 11 hours ago
Select Delta flight, departing Wed, Oct. 1 from Winnipeg James Armstrong Richardson Intl. to Midway Intl., returning Sat, Oct. 4, priced at CA $493 found 11 hours ago
Delta
Sat, Sep. 27 - Tue, Sep. 30
YWG
Winnipeg James Armstrong Richardson Intl.
ORD
O'Hare Intl.
CA $494 Roundtrip, found 5 days ago
CA $494
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Sep. 27 from Winnipeg James Armstrong Richardson Intl. to O'Hare Intl., returning Tue, Sep. 30, priced at CA $494 found 5 days ago