Flights from Winnipeg to Chicago from $ 497*
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1 Passenger, Economy
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today
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Featured daily fares for flights from Winnipeg (YWG) to Chicago (ORD)
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More United deals on Winnipeg (YWG) to Chicago (ORD) flights
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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 09/10/26 - 09/14/26 | from $Â 516 Viewed: 22 minutes ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 09/10/26 - 09/14/26 | from $Â 573 Viewed: 22 minutes ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 03/13/26 - 03/16/26 | from $Â 574 Viewed: 23 minutes ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 03/13/26 - 03/16/26 | from $Â 646 Viewed: 23 minutes ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 03/21/26 - 03/28/26 | from $Â 497 Viewed: 1 day ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 03/21/26 - 03/29/26 | from $Â 497 Viewed: 1 day ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 03/21/26 - 03/28/26 | from $Â 554 Viewed: 1 day ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 03/21/26 - 03/29/26 | from $Â 554 Viewed: 1 day ago |
*Prices have been available for round trips within the last 48 hours and may not be currently available. For Economy class, 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. Schedules are subject to change without notice.
