Flights from Winnipeg to Chicago from $ 632*
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1 Passenger, Economy
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today
today
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 | 07/24/26 - 07/25/26 | from $ 632 Viewed: 5 hours ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 07/24/26 - 07/25/26 | from $ 703 Viewed: 5 hours ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 06/12/26 - 06/15/26 | from $ 682 Viewed: 23 hours ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 06/13/26 - 06/15/26 | from $ 682 Viewed: 23 hours ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 05/18/26 - 05/20/26 | from $ 706 Viewed: 17 hours ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 06/12/26 - 06/15/26 | from $ 753 Viewed: 23 hours ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 06/13/26 - 06/15/26 | from $ 753 Viewed: 23 hours ago |
| Winnipeg (YWG) | Chicago (ORD) | Roundtrip | Economy | 05/18/26 - 05/20/26 | from $ 777 Viewed: 17 hours 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.
