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Flights to Chicago - our lowest fares in cash
Toronto (YYZ)to
Chicago (ORD)Montréal (YUL)to
Chicago (ORD)Vancouver (YVR)to
Chicago (ORD)Calgary (YYC)to
Chicago (ORD)Athens (ATH)to
Chicago (ORD)Ottawa, ON (YOW)to
Chicago (ORD)Edmonton (YEG)to
Chicago (ORD)Winnipeg (YWG)to
Chicago (ORD)Halifax (YHZ)to
Chicago (ORD)Québec (YQB)to
Chicago (ORD)Kelowna (YLW)to
Chicago (ORD)Regina (YQR)to
Chicago (ORD)Victoria (YYJ)to
Chicago (ORD)Saskatoon (YXE)to
Chicago (ORD)St. John’s, NL (YYT)to
Chicago (ORD)Moncton (YQM)to
Chicago (ORD)London, ON (YXU)to
Chicago (ORD)*Fares displayed have been collected within the last 48hrs 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.
Flights to Chicago - our lowest fares in points
| FromToronto (YYZ) | ToChicago (ORD) | One-way / Economy | Sep 13, 2024 | 6,000 pts + CAD 154 Viewed: 1 day ago |
| FromVancouver (YVR) | ToChicago (ORD) | One-way / Economy | Nov 09, 2024 | 12,500 pts + CAD 139 Viewed: 1 hour ago |
| FromCalgary (YYC) | ToChicago (ORD) | One-way / Economy | Dec 24, 2024 | 40,000 pts + CAD 595 Viewed: 1 day ago |
| FromOttawa, ON (YOW) | ToChicago (ORD) | One-way / Economy | Sep 19, 2024 | 10,000 pts + CAD 154 Viewed: 1 day ago |
| FromQuébec (YQB) | ToChicago (ORD) | One-way / Economy | Sep 26, 2024 | 20,000 pts + CAD 424 Viewed: 1 day ago |
| FromLiberia, Costa Rica (LIR) | ToChicago (ORD) | One-way / Economy | Jan 25, 2025 | 12,500 pts + CAD 152 Viewed: 1 hour ago |
| FromPunta Cana (PUJ) | ToChicago (ORD) | One-way / Economy | Mar 28, 2025 | 12,500 pts + CAD 167 Viewed: 1 day ago |
| FromOslo (OSL) | ToChicago (ORD) | Round-trip / Economy | Oct 10, 2024 - Oct 14, 2024 | 117,200 pts + CAD 417 Viewed: 1 day 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.