Travel with Air Canada from Vancouver to Chicago (YVR - ORD) from CAD 285*
*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 | Aug 27, 2026 | From 12,500 pts + CAD 103 Viewed: 10 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Mar 29, 2026 | From 12,500 pts + CAD 112 Viewed: 2 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Mar 28, 2026 | From 12,500 pts + CAD 112 Viewed: 3 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jun 26, 2026 | From 23,200 pts + CAD 299 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Feb 19, 2026 | From 23,200 pts + CAD 298 Viewed: 5 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jun 27, 2026 | From 23,200 pts + CAD 299 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Dec 10, 2025 | From 25,000 pts + CAD 299 Viewed: 7 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.