Travel with Air Canada from Calgary to Chicago (YYC - ORD) from CAD 210*
*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 Calgary 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 Calgary and Chicago - our lowest fares in points
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Calgary (YYC) | Chicago (ORD) | One-way / Economy | Apr 07, 2026 | From 11,600 pts + CAD 185 Viewed: 2 hours ago |
| Calgary (YYC) | Chicago (ORD) | One-way / Economy | Jun 23, 2026 | From 54,500 pts + CAD 644 Viewed: 8 hours ago |
| Calgary (YYC) | Chicago (ORD) | One-way / Economy | Apr 08, 2026 | From 11,600 pts + CAD 129 Viewed: 1 day ago |
| Calgary (YYC) | Chicago (ORD) | One-way / Economy | Sep 07, 2026 | From 11,600 pts + CAD 168 Viewed: 23 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.