Explore Air Canada flights from Chicago to Canada from CAD 137*
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
Toronto (YTZ)Chicago (ORD)to
Ottawa, ON (YOW)Chicago (ORD)to
Winnipeg (YWG)Chicago (ORD)to
Edmonton (YEG)Chicago (ORD)to
St. John’s, NL (YYT)Chicago (ORD)to
Saskatoon (YXE)Chicago (ORD)to
Victoria (YYJ)Chicago (ORD)to
Kelowna (YLW)Chicago (ORD)to
Moncton (YQM)Chicago (ORD)to
Deer Lake (YDF)*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) | ToToronto (YYZ) | One-way / Economy | Jun 28, 2025 | 6,000 pts + CAD 79 Viewed: 9 hours ago |
| FromChicago (ORD) | ToVancouver (YVR) | One-way / Economy | Mar 03, 2025 | 25,000 pts + CAD 157 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.