Explore Air Canada flights from Chicago to Canada from USD 110*
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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.
Best fares between Chicago and Canada
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USD
Chicago (ORD)to
Toronto (YYZ) Sep 08, 2026
From
USD 110
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Sep 11, 2026
From
USD 110
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Jan 07, 2027
From
USD 133
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Jan 09, 2027
From
USD 133
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Sep 12, 2026
From
USD 239
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Sep 15, 2026
From
USD 239
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Oct 24, 2026
From
USD 135
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Oct 10, 2026
From
USD 135
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Jul 18, 2026
From
USD 123
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Jul 20, 2026
From
USD 123
One-way
Economy
Chicago (ORD)to
Québec (YQB) Sep 24, 2026
From
USD 173
One-way
Economy
Chicago (ORD)to
Québec (YQB) Nov 29, 2026
From
USD 173
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Dec 25, 2026
From
USD 170
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Dec 30, 2026
From
USD 170
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Sep 08, 2026
From
USD 276
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Sep 02, 2026
From
USD 277
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Oct 16, 2026
From
USD 198
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Sep 06, 2026
From
USD 198
One-way
Economy
Chicago (ORD)to
Winnipeg (YWG) Jul 20, 2026
From
USD 349
One-way
Economy
Chicago (ORD)to
Winnipeg (YWG) Jul 18, 2026
From
USD 349
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.
Find low fares between Chicago and Canada
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USD
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Sep 28, 2026 | From USD 110 Viewed: 1 day ago |
| Chicago (ORD) | Montréal (YUL) | One-way / Economy | Jan 07, 2027 | From USD 133 Viewed: 9 hours ago |
| Chicago (ORD) | Vancouver (YVR) | One-way / Economy | Sep 28, 2026 | From USD 239 Viewed: 10 hours ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | Oct 20, 2026 | From USD 135 Viewed: 1 hour ago |
| Chicago (ORD) | Québec (YQB) | One-way / Economy | Sep 28, 2026 | From USD 173 Viewed: 1 day ago |
| Chicago (ORD) | Halifax (YHZ) | One-way / Economy | Jan 20, 2027 | From USD 170 Viewed: 1 day ago |
| Chicago (ORD) | Ottawa, ON (YOW) | One-way / Economy | Oct 21, 2026 | From USD 303 Viewed: 1 hour ago |
| Chicago (ORD) | Edmonton (YEG) | One-way / Economy | Sep 30, 2026 | From USD 198 Viewed: 1 day ago |
*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.