Explore Air Canada flights from Chicago to Canada from CAD 203*
Flights between Chicago and Canada - our lowest fares in cash
Chicago (ORD)to
Vancouver (YVR)Chicago (ORD)to
Montréal (YUL)Chicago (ORD)to
Toronto (YYZ)Chicago (ORD)to
Calgary (YYC)Chicago (ORD)to
Québec (YQB)Chicago (ORD)to
Halifax (YHZ)Chicago (ORD)to
Ottawa, ON (YOW)Chicago (ORD)to
Saskatoon (YXE)Chicago (ORD)to
Edmonton (YEG)Chicago (ORD)to
St. John’s, NL (YYT)Chicago (ORD)to
Deer Lake (YDF)Chicago (ORD)to
London, ON (YXU)Chicago (ORD)to
Kelowna (YLW)*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 between Chicago and Canada - our lowest fares in points
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| FromChicago (ORD) | ToVancouver (YVR) | One-way / Economy | Oct 05, 2025 | 12,500 pts + CAD 79 Viewed: 1 day ago |
| FromChicago (ORD) | ToToronto (YYZ) | One-way / Economy | Apr 27, 2025 | 6,000 pts + CAD 79 Viewed: 1 day ago |
| FromChicago (ORD) | ToQuébec (YQB) | One-way / Economy | Sep 12, 2025 | 24,100 pts + CAD 90 Viewed: 7 hours ago |
| FromChicago (ORD) | ToOttawa, ON (YOW) | One-way / Economy | Apr 27, 2025 | 10,000 pts + CAD 80 Viewed: 12 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.