Travel with Air Canada from Vancouver to Chicago (YVR - ORD) from CAD 289*
*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 | Feb 15, 2027 | From 11,300 pts + CAD 149 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jul 27, 2026 | From 11,600 pts + CAD 149 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | May 14, 2026 | From 12,500 pts + CAD 149 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Aug 16, 2026 | From 12,500 pts + CAD 149 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | May 23, 2026 | From 23,200 pts + CAD 297 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Aug 03, 2026 | From 46,400 pts + CAD 594 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jul 19, 2026 | From 50,000 pts + CAD 594 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Mar 27, 2027 | From 50,100 pts + CAD 455 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jul 18, 2026 | From 58,000 pts + CAD 452 Viewed: 1 day ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Aug 20, 2026 | From 11,600 pts + CAD 149 Viewed: 20 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Aug 07, 2026 | From 11,600 pts + CAD 149 Viewed: 9 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Aug 21, 2026 | From 11,600 pts + CAD 149 Viewed: 20 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jun 17, 2026 | From 11,600 pts + CAD 141 Viewed: 8 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jun 16, 2026 | From 12,500 pts + CAD 149 Viewed: 8 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Aug 08, 2026 | From 17,800 pts + CAD 149 Viewed: 9 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Oct 25, 2026 | From 23,200 pts + CAD 297 Viewed: 22 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | May 04, 2026 | From 23,200 pts + CAD 297 Viewed: 17 hours ago |
| Vancouver (YVR) | Chicago (ORD) | One-way / Economy | Jun 14, 2026 | From 32,700 pts + CAD 152 Viewed: 8 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.