Explore Air Canada flights from Chicago to Canada from USD 95*
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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
Montréal (YUL) Oct 30, 2026
From
USD 147
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Nov 05, 2026
From
USD 147
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Oct 13, 2026
From
USD 176
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Oct 09, 2026
From
USD 176
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Nov 05, 2026
From
USD 95
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Nov 19, 2026
From
USD 95
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Oct 20, 2026
From
USD 131
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Oct 21, 2026
From
USD 131
One-way
Economy
Chicago (ORD)to
Québec (YQB) Oct 24, 2026
From
USD 179
One-way
Economy
Chicago (ORD)to
Québec (YQB) Oct 26, 2026
From
USD 179
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Oct 07, 2026
From
USD 95
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Oct 03, 2026
From
USD 95
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Oct 11, 2026
From
USD 338
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Oct 19, 2026
From
USD 338
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Nov 10, 2026
From
USD 175
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Nov 12, 2026
From
USD 175
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Oct 17, 2026
From
USD 167
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Oct 20, 2026
From
USD 167
One-way
Economy
Chicago (ORD)to
Victoria (YYJ) Oct 16, 2026
From
USD 151
One-way
Economy
Chicago (ORD)to
Victoria (YYJ) Oct 17, 2026
From
USD 151
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) | Montréal (YUL) | One-way / Economy | Dec 17, 2026 | From USD 160 Viewed: 1 day ago |
| Chicago (ORD) | Vancouver (YVR) | One-way / Economy | Dec 17, 2026 | From USD 224 Viewed: 8 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Dec 17, 2026 | From USD 138 Viewed: 4 hours ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | Aug 21, 2027 | From USD 174 Viewed: 1 day ago |
| Chicago (ORD) | Québec (YQB) | One-way / Economy | Dec 17, 2026 | From USD 179 Viewed: 16 hours ago |
| Chicago (ORD) | Ottawa, ON (YOW) | One-way / Economy | Dec 17, 2026 | From USD 387 Viewed: 7 minutes ago |
| Chicago (ORD) | Halifax (YHZ) | One-way / Economy | Dec 17, 2026 | From USD 219 Viewed: 12 hours ago |
| Chicago (ORD) | Edmonton (YEG) | One-way / Economy | Feb 09, 2027 | From USD 187 Viewed: 16 hours ago |
| Chicago (ORD) | St. John’s, NL (YYT) | One-way / Economy | Aug 15, 2027 | From USD 427 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.