Travel with Air Canada from Calgary to Chicago (YYC - ORD) from CAD 224*
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1 Passenger
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*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
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*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
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From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Calgary (YYC) | Chicago (ORD) | One-way / Economy | Aug 11, 2026 | From 11,300 pts + CAD 169 Viewed: 5 hours ago |
| Calgary (YYC) | Chicago (ORD) | One-way / Economy | Aug 12, 2026 | From 11,300 pts + CAD 124 Viewed: 5 hours ago |
| Calgary (YYC) | Chicago (ORD) | One-way / Economy | Jul 22, 2026 | From 45,200 pts + CAD 725 Viewed: 4 hours ago |
| Calgary (YYC) | Chicago (ORD) | One-way / Economy | Jul 23, 2026 | From 45,200 pts + CAD 521 Viewed: 4 hours ago |
| Calgary (YYC) | Chicago (ORD) | One-way / Economy | Jul 24, 2026 | From 50,000 pts + CAD 677 Viewed: 4 hours ago |
| Calgary (YYC) | Chicago (ORD) | One-way / Economy | Nov 10, 2026 | From 11,300 pts + CAD 124 Viewed: 22 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.