Travel with Air Canada from Vancouver to Chicago (YVR - ORD) from CAD 295*
*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.
Flights between Vancouver and Chicago - our lowest fares in cash
*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.
Flights between Vancouver and Chicago - our lowest fares in points
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | May 28, 2026 | From 11,600 pts + CAD 149 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Apr 16, 2026 | From 11,600 pts + CAD 149 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Sep 23, 2026 | From 23,200 pts + CAD 297 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Mar 25, 2026 | From 25,000 pts + CAD 329 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Feb 28, 2026 | From 11,600 pts + CAD 149 Viewed: 22 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | May 25, 2026 | From 11,600 pts + CAD 149 Viewed: 15 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Mar 18, 2026 | From 11,600 pts + CAD 149 Viewed: 16 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Aug 01, 2026 | From 11,600 pts + CAD 195 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Nov 02, 2026 | From 11,600 pts + CAD 149 Viewed: 19 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Mar 19, 2026 | From 14,000 pts + CAD 149 Viewed: 15 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jun 30, 2026 | From 23,200 pts + CAD 297 Viewed: 17 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Mar 20, 2026 | From 23,300 pts + CAD 149 Viewed: 16 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Oct 31, 2026 | From 11,600 pts + CAD 149 Viewed: 1 hour ago |
*Points displayed do not reflect preferred pricing for Aeroplan Elite Status Members and/or Aeroplan Credit Cardholders. Prices have been collected within the past 48 hrs 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.