Explore Air Canada flights from Chicago to Canada from CAD 127*
*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 Chicago and Canada - our lowest fares in cash
Chicago (ORD)to
Toronto (YYZ)Chicago (ORD)to
Vancouver (YVR)Chicago (ORD)to
Montréal (YUL)Chicago (ORD)to
Calgary (YYC)Chicago (ORD)to
Québec (YQB)Chicago (ORD)to
Halifax (YHZ)Chicago (ORD)to
Ottawa, ON (YOW)Chicago (ORD)to
Winnipeg (YWG)Chicago (ORD)to
Toronto (YTZ)Chicago (ORD)to
St. John’s, NL (YYT)Chicago (ORD)to
Edmonton (YEG)Chicago (ORD)to
Saskatoon (YXE)Chicago (ORD)to
Victoria (YYJ)Chicago (ORD)to
Moncton (YQM)Chicago (ORD)to
Charlottetown (YYG)Chicago (ORD)to
Kelowna (YLW)Chicago (ORD)to
Sudbury (YSB)Chicago (ORD)to
London, ON (YXU)*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 from Chicago to Canada | Air Canada](https://www.aircanada.com/en-ca/media-em/ac/countries/canada-CA.jpg?width=1200&quality=80&fit=crop&format=auto&opt=true)
Flights between Chicago and Canada - our lowest fares in points
From | To | Fare Type | Departure | Price |
---|---|---|---|---|
FromChicago (ORD) | ToToronto (YYZ) | One-way / Economy | Sep 03, 2025 | 6,000 pts + CAD 80 Viewed: 9 hours ago |
FromChicago (ORD) | ToVancouver (YVR) | One-way / Economy | Jun 15, 2025 | 13,200 pts + CAD 80 Viewed: 1 day ago |
FromChicago (ORD) | ToMontréal (YUL) | One-way / Economy | Dec 03, 2025 | 20,000 pts + CAD 160 Viewed: 1 day ago |
FromChicago (ORD) | ToCalgary (YYC) | One-way / Economy | Nov 21, 2025 | 23,100 pts + CAD 93 Viewed: 15 hours ago |
FromChicago (ORD) | ToSt. John’s, NL (YYT) | One-way / Economy | May 18, 2025 | 19,900 pts + CAD 84 Viewed: 2 hours ago |
FromChicago (ORD) | ToEdmonton (YEG) | One-way / Economy | May 21, 2025 | 34,900 pts + CAD 50 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.