You will be redirected to the Canada Edition of aircanada.com as no local website edition is available for your selected country/region of residence. Learn more.
Travel with Air Canada from Winnipeg to Chicago (YWG - ORD) from CAD 427*
Testing promo modules
| Route | Discount DEN | % OFF | TC |
|---|---|---|---|
 From Denver (DEN) To Miami (MIA) | 15 | 0.2 | TC text |
 From Denver (DEN) To Seattle (SEA) | 15 | 0.2 | TC text |
 From Denver (DEN) To Las Vegas (LAS) | 15 | 0.2 | TC text |
From Las Vegas (LAS) To Miami (MIA) | 15 | 0.2 | TC text |
From Las Vegas (LAS) To Seattle (SEA) | 15 | 0.2 | TC text |
 From Las Vegas (LAS) To Orlando (MCO) | 15 | 0.2 | TC text |
From Orlando (MCO) To Las Vegas (LAS) | 15 | 0.2 | TC text |
From Orlando (MCO) To (null) | 15 | 0.2 | TC text |
From Orlando (MCO) To Seattle (SEA) | 15 | 0.2 | TC text |
This is a disclaimer.
This is a disclaimer
This is a disclaimer
Fly now between Winnipeg and Chicago
arrow_drop_down
location_on
location_on
*Fares displayed have been collected within the last 48 hours and may no longer be available at the time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.
Find low fares between Winnipeg and Chicago
flight_takeoff
flight_land
CAD
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Winnipeg (YWG) | Chicago (ORD) | One-way / Economy | Sep 08, 2026 | From CAD 451 Viewed: 9 hours ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.
Explore all routes from Winnipeg to Chicago
Testing VGA-2013 Ania
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Toronto (YYZ) | Vancouver (YVR) | One-way / Economy | Jun 20, 2026 | From CAD 216 Viewed: 2 hours ago |
| Toronto (YYZ) | Vancouver (YVR) | One-way / Economy | Jun 09, 2026 | From CAD 216 Viewed: 3 hours ago |
| Toronto (YYZ) | Vancouver (YVR) | One-way / Economy | Jun 29, 2026 | From CAD 216 Viewed: 1 hour ago |
| Toronto (YYZ) | Vancouver (YVR) | One-way / Economy | Jun 22, 2026 | From CAD 216 Viewed: 2 hours ago |
| Toronto (YYZ) | Vancouver (YVR) | One-way / Economy | Jun 21, 2026 | From CAD 216 Viewed: 2 hours ago |
| Toronto (YYZ) | Vancouver (YVR) | One-way / Economy | Jun 23, 2026 | From CAD 216 Viewed: 2 hours ago |
| Toronto (YYZ) | Vancouver (YVR) | One-way / Economy | Jun 28, 2026 | From CAD 216 Viewed: 1 hour ago |
| Toronto (YYZ) | Vancouver (YVR) | One-way / Economy | Jun 10, 2026 | From CAD 216 Viewed: 3 hours ago |
| Toronto (YYZ) | Vancouver (YVR) | One-way / Economy | Jun 11, 2026 | From CAD 216 Viewed: 3 hours ago |
| Toronto (YYZ) | Vancouver (YVR) | One-way / Economy | Jun 24, 2026 | From CAD 216 Viewed: 2 hours ago |
| Vancouver (YVR) | Toronto (YYZ) | One-way / Economy | Jun 22, 2026 | From CAD 185 Viewed: 1 hour ago |
| Vancouver (YVR) | Toronto (YYZ) | One-way / Economy | Jun 02, 2026 | From CAD 185 Viewed: 1 hour ago |
| Vancouver (YVR) | Toronto (YYZ) | One-way / Economy | Jun 24, 2026 | From CAD 185 Viewed: 43 minutes ago |
| Vancouver (YVR) | Toronto (YYZ) | One-way / Economy | Jun 09, 2026 | From CAD 185 Viewed: 44 minutes ago |
| Vancouver (YVR) | Toronto (YYZ) | One-way / Economy | Jun 16, 2026 | From CAD 185 Viewed: 28 minutes ago |
| Vancouver (YVR) | Toronto (YYZ) | One-way / Economy | Jun 23, 2026 | From CAD 185 Viewed: 43 minutes ago |
| Vancouver (YVR) | Toronto (YYZ) | One-way / Economy | Jun 18, 2026 | From CAD 185 Viewed: 28 minutes ago |
| Vancouver (YVR) | Toronto (YYZ) | One-way / Economy | Jul 07, 2026 | From CAD 202 Viewed: 59 minutes ago |
| Vancouver (YVR) | Toronto (YYZ) | One-way / Economy | Jul 10, 2026 | From CAD 202 Viewed: 59 minutes ago |
| Vancouver (YVR) | Toronto (YYZ) | One-way / Economy | Jul 01, 2026 | From CAD 202 Viewed: 43 minutes ago |