Explore Air Canada flights from Chicago to Canada from USD 64*
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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) May 05, 2026
From
USD 204
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Apr 28, 2026
From
USD 204
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Feb 10, 2026
From
USD 64
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Feb 22, 2026
From
USD 64
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Feb 05, 2026
From
USD 75
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Feb 07, 2026
From
USD 75
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Apr 18, 2026
From
USD 73
One-way
Economy
Chicago (ORD)to
Québec (YQB) Jun 07, 2026
From
USD 194
One-way
Economy
Chicago (ORD)to
Québec (YQB) Jun 03, 2026
From
USD 194
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Jan 17, 2026
From
USD 73
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) May 06, 2026
From
USD 121
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) May 09, 2026
From
USD 121
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Feb 02, 2026
From
USD 237
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Feb 03, 2026
From
USD 237
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Feb 02, 2026
From
USD 224
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Feb 04, 2026
From
USD 224
One-way
Economy
Chicago (ORD)to
Victoria (YYJ) Feb 19, 2026
From
USD 142
One-way
Economy
Chicago (ORD)to
Victoria (YYJ) Feb 24, 2026
From
USD 142
One-way
Economy
Chicago (ORD)to
Regina (YQR) Jun 13, 2026
From
USD 158
One-way
Economy
Chicago (ORD)to
Regina (YQR) Jun 18, 2026
From
USD 158
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) | Vancouver (YVR) | One-way / Economy | Apr 28, 2026 | From USD 204 Viewed: 22 hours ago |
| Chicago (ORD) | Montréal (YUL) | One-way / Economy | Apr 01, 2026 | From USD 124 Viewed: 18 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Apr 08, 2026 | From USD 103 Viewed: 1 day ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | Apr 18, 2026 | From USD 73 Viewed: 6 hours ago |
| Chicago (ORD) | Québec (YQB) | One-way / Economy | Jun 07, 2026 | From USD 194 Viewed: 14 hours ago |
| Chicago (ORD) | Edmonton (YEG) | One-way / Economy | May 06, 2026 | From USD 121 Viewed: 1 day ago |
| Chicago (ORD) | Halifax (YHZ) | One-way / Economy | Apr 08, 2026 | From USD 266 Viewed: 1 day ago |
| Chicago (ORD) | Ottawa, ON (YOW) | One-way / Economy | Mar 31, 2026 | From USD 253 Viewed: 22 hours ago |
| Chicago (ORD) | Regina (YQR) | One-way / Economy | Jun 16, 2026 | From USD 158 Viewed: 23 hours ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Jun 12, 2026 | From USD 134 Viewed: 1 day ago |
| Chicago (ORD) | Winnipeg (YWG) | One-way / Economy | Mar 29, 2026 | From USD 291 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.