Book United Winnipeg to Chicago flight deals from $554

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Cruise ships and tour boats docked by a ferris wheel and urban buildings at Navy Pier in Chicago

Plan ahead for flights from Winnipeg to Chicago

Winnipeg (YWG)
to Chicago (ORD)
Depart Sun 11 Nov 2018
Return Wed 14 Nov 2018
from$ 554*Viewed: 3 hours ago
Winnipeg (YWG)
to Chicago (ORD)
Depart Wed 14 Nov 2018
Return Thu 22 Nov 2018
from$ 554*Viewed: 29 minutes ago
*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.

Weather in Chicago

49 °FSunday10/14/2018
44 °FMonday10/15/2018
48 °FTuesday10/16/2018
53 °FWednesday10/17/2018
48 °FThursday10/18/2018
54 °FFriday10/19/2018
61 °FSaturday10/20/2018
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