Travel with Air Canada from Calgary to Chicago (YYC - ORD) from CAD 197*
*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 | Sep 27, 2026 | From 10,800 pts + CAD 168 Viewed: 1 day ago |
| Calgary (YYC) | Chicago (ORD) | One-way / Economy | Jul 01, 2026 | From 43,200 pts + CAD 719 Viewed: 1 day ago |
| Calgary (YYC) | Chicago (ORD) | One-way / Economy | Aug 29, 2026 | From 10,800 pts + CAD 129 Viewed: 19 hours ago |
| Calgary (YYC) | Chicago (ORD) | One-way / Economy | Jul 19, 2026 | From 40,000 pts + CAD 258 Viewed: 13 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.