Explore Air Canada flights from Chicago to Canada from CAD 173*
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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) Apr 29, 2027
From
CAD 173
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Apr 26, 2027
From
CAD 173
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Dec 24, 2026
From
CAD 363
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Nov 10, 2026
From
CAD 363
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Jan 31, 2027
From
CAD 191
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Feb 02, 2027
From
CAD 191
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Nov 23, 2026
From
CAD 250
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Nov 26, 2026
From
CAD 250
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Nov 09, 2026
From
CAD 410
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Nov 07, 2026
From
CAD 410
One-way
Economy
Chicago (ORD)to
Québec (YQB) Jul 02, 2027
From
CAD 356
One-way
Economy
Chicago (ORD)to
Québec (YQB) Jul 03, 2027
From
CAD 356
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Dec 10, 2026
From
CAD 173
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Dec 06, 2026
From
CAD 173
One-way
Economy
Chicago (ORD)to
Winnipeg (YWG) Nov 10, 2026
From
CAD 571
One-way
Economy
Chicago (ORD)to
Winnipeg (YWG) Nov 09, 2026
From
CAD 615
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Dec 13, 2026
From
CAD 352
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Dec 08, 2026
From
CAD 352
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Nov 03, 2026
From
CAD 910
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Nov 04, 2026
From
CAD 910
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) | Toronto (YYZ) | One-way / Economy | Mar 18, 2027 | From 6,918 pts + CAD 80 Viewed: 1 day ago |
| Chicago (ORD) | Vancouver (YVR) | One-way / Economy | Jul 08, 2027 | From 14,413 pts + CAD 80 Viewed: 1 day ago |
| Chicago (ORD) | Montréal (YUL) | One-way / Economy | Jul 07, 2027 | From 23,062 pts + CAD 160 Viewed: 18 hours ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | Mar 12, 2027 | From 25,559 pts + CAD 96 Viewed: 1 day ago |
| Chicago (ORD) | Winnipeg (YWG) | One-way / Economy | Mar 04, 2027 | From 15,000 pts + CAD 80 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.