Book United Winnipeg to Chicago flight deals from $543

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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 Thu 18 Oct 2018
Return Mon 22 Oct 2018
from$ 543*Viewed: 1 day 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

81 °FSaturday08/18/2018
76 °FSunday08/19/2018
79 °FMonday08/20/2018
73 °FTuesday08/21/2018
75 °FWednesday08/22/2018
80 °FThursday08/23/2018
82 °FFriday08/24/2018
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