Travel with Air Canada from Vancouver to Chicago (YVR - ORD) from CAD 310*
*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 21, 2026 | From 11,600 pts + CAD 149 Viewed: 21 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | May 22, 2026 | From 11,600 pts + CAD 149 Viewed: 21 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Aug 19, 2026 | From 11,600 pts + CAD 149 Viewed: 21 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Aug 04, 2026 | From 11,600 pts + CAD 149 Viewed: 14 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | May 26, 2026 | From 11,600 pts + CAD 149 Viewed: 12 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jul 04, 2026 | From 11,600 pts + CAD 141 Viewed: 11 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jul 12, 2026 | From 12,500 pts + CAD 149 Viewed: 21 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | May 20, 2026 | From 12,500 pts + CAD 149 Viewed: 6 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jul 03, 2026 | From 16,000 pts + CAD 149 Viewed: 11 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Aug 23, 2026 | From 11,600 pts + CAD 149 Viewed: 2 hours 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.