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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)Barcelona (BCN)to
Chicago (ORD)Ottawa, ON (YOW)to
Chicago (ORD)Edmonton (YEG)to
Chicago (ORD)Halifax (YHZ)to
Chicago (ORD)Winnipeg (YWG)to
Chicago (ORD)Québec (YQB)to
Chicago (ORD)Saskatoon (YXE)to
Chicago (ORD)Victoria (YYJ)to
Chicago (ORD)St. John’s, NL (YYT)to
Chicago (ORD)Regina (YQR)to
Chicago (ORD)Kelowna (YLW)to
Chicago (ORD)Moncton (YQM)to
Chicago (ORD)Charlottetown (YYG)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 26, 2024 | 6,000 pts + CAD 154 Viewed: 11 hours ago |
| FromVancouver (YVR) | ToChicago (ORD) | One-way / Economy | Oct 14, 2024 | 12,500 pts + CAD 139 Viewed: 1 day ago |
| FromCalgary (YYC) | ToChicago (ORD) | One-way / Economy | Oct 18, 2024 | 10,200 pts + CAD 157 Viewed: 1 day ago |
| FromEdmonton (YEG) | ToChicago (ORD) | One-way / Economy | Sep 22, 2024 | 13,500 pts + CAD 118 Viewed: 1 day ago |
| FromLiberia, Costa Rica (LIR) | ToChicago (ORD) | One-way / Economy | Jan 25, 2025 | 12,500 pts + CAD 152 Viewed: 9 hours ago |
| FromPunta Cana (PUJ) | ToChicago (ORD) | One-way / Economy | Mar 28, 2025 | 12,500 pts + CAD 167 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.