Explore Air Canada flights from Chicago to Canada from CAD 156*
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1 Passenger
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*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
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CAD
Chicago (ORD)to
Toronto (YYZ) Sep 18, 2026
From
CAD 156
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Sep 22, 2026
From
CAD 156
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Sep 29, 2026
From
CAD 307
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Oct 06, 2026
From
CAD 307
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Sep 28, 2026
From
CAD 233
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Sep 27, 2026
From
CAD 233
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Nov 28, 2026
From
CAD 205
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Nov 26, 2026
From
CAD 205
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Sep 14, 2026
From
CAD 156
One-way
Economy
Chicago (ORD)to
Québec (YQB) Oct 13, 2026
From
CAD 300
One-way
Economy
Chicago (ORD)to
Québec (YQB) Oct 27, 2026
From
CAD 300
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Sep 16, 2026
From
CAD 156
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Sep 16, 2026
From
CAD 289
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Sep 17, 2026
From
CAD 289
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Sep 26, 2026
From
CAD 412
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Sep 30, 2026
From
CAD 412
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Sep 21, 2026
From
CAD 230
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Sep 22, 2026
From
CAD 230
One-way
Economy
Chicago (ORD)to
Winnipeg (YWG) Sep 01, 2026
From
CAD 738
One-way
Economy
Chicago (ORD)to
Winnipeg (YWG) Sep 02, 2026
From
CAD 769
One-way
Economy
*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
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pts
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Chicago (ORD) | Montréal (YUL) | One-way / Economy | Feb 13, 2027 | From 10,000 pts + CAD 80 Viewed: 19 hours ago |
| Chicago (ORD) | Vancouver (YVR) | One-way / Economy | Aug 14, 2027 | From 20,200 pts + CAD 104 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.