Travel with Air Canada from Vancouver to Chicago (YVR - ORD) from CAD 294*
*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 | Jan 04, 2027 | From 11,600 pts + CAD 150 Viewed: 15 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jun 16, 2026 | From 11,600 pts + CAD 150 Viewed: 5 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Sep 07, 2026 | From 12,500 pts + CAD 154 Viewed: 12 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jan 03, 2027 | From 13,900 pts + CAD 150 Viewed: 15 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jan 02, 2027 | From 21,500 pts + CAD 153 Viewed: 15 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Oct 25, 2026 | From 23,200 pts + CAD 300 Viewed: 15 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | May 01, 2026 | From 23,200 pts + CAD 300 Viewed: 17 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Apr 30, 2026 | From 25,000 pts + CAD 300 Viewed: 17 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Sep 27, 2026 | From 13,900 pts + CAD 150 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jun 20, 2026 | From 13,900 pts + CAD 153 Viewed: 1 day 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.