Explore Air Canada flights from Chicago to Canada from USD 113*
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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
Vancouver (YVR) Nov 28, 2026
From
USD 258
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Jan 06, 2027
From
USD 258
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Nov 16, 2026
From
USD 113
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Dec 25, 2026
From
USD 124
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Nov 14, 2026
From
USD 166
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Nov 15, 2026
From
USD 166
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Nov 24, 2026
From
USD 176
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Dec 05, 2026
From
USD 176
One-way
Economy
Chicago (ORD)to
Québec (YQB) Nov 29, 2026
From
USD 254
One-way
Economy
Chicago (ORD)to
Québec (YQB) Dec 06, 2026
From
USD 254
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Nov 09, 2026
From
USD 161
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Dec 05, 2026
From
USD 236
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Dec 08, 2026
From
USD 236
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Nov 28, 2026
From
USD 161
One-way
Economy
Chicago (ORD)to
Kelowna (YLW) Jan 23, 2027
From
USD 244
One-way
Economy
Chicago (ORD)to
Kelowna (YLW) Jan 19, 2027
From
USD 244
One-way
Economy
Chicago (ORD)to
Winnipeg (YWG) Dec 17, 2026
From
USD 407
One-way
Economy
Chicago (ORD)to
Winnipeg (YWG) Dec 16, 2026
From
USD 407
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Dec 06, 2026
From
USD 375
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Dec 16, 2026
From
USD 375
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 | Feb 25, 2027 | From USD 163 Viewed: 17 hours ago |
| Chicago (ORD) | Vancouver (YVR) | One-way / Economy | Jan 28, 2027 | From USD 258 Viewed: 17 hours ago |
| Chicago (ORD) | Montréal (YUL) | One-way / Economy | Jul 16, 2027 | From USD 207 Viewed: 17 hours ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | Apr 20, 2027 | From USD 202 Viewed: 21 hours ago |
| Chicago (ORD) | Québec (YQB) | One-way / Economy | Jan 30, 2027 | From USD 258 Viewed: 17 hours ago |
| Chicago (ORD) | Edmonton (YEG) | One-way / Economy | Apr 24, 2027 | From USD 244 Viewed: 17 hours ago |
| Chicago (ORD) | Kelowna (YLW) | One-way / Economy | Jan 25, 2027 | From USD 244 Viewed: 3 hours ago |
| Chicago (ORD) | Ottawa, ON (YOW) | One-way / Economy | Jan 31, 2027 | From USD 438 Viewed: 13 hours ago |
| Chicago (ORD) | Halifax (YHZ) | One-way / Economy | Apr 07, 2027 | From USD 255 Viewed: 17 hours ago |
| Chicago (ORD) | Charlottetown (YYG) | One-way / Economy | Jun 07, 2027 | From USD 410 Viewed: 7 hours 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.