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 188
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Jan 21, 2026
From
USD 199
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Jan 30, 2026
From
USD 143
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Dec 29, 2025
From
USD 150
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Feb 03, 2026
From
USD 64
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Feb 11, 2026
From
USD 64
One-way
Economy
Chicago (ORD)to
Québec (YQB) Jun 17, 2026
From
USD 218
One-way
Economy
Chicago (ORD)to
Québec (YQB) Jun 18, 2026
From
USD 218
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Apr 28, 2026
From
USD 73
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Mar 14, 2026
From
USD 73
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Feb 06, 2026
From
USD 249
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Feb 17, 2026
From
USD 256
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Sep 20, 2026
From
USD 150
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Sep 21, 2026
From
USD 150
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Mar 01, 2026
From
USD 120
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Apr 03, 2026
From
USD 148
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Feb 16, 2026
From
USD 262
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Apr 25, 2026
From
USD 354
One-way
Economy
Chicago (ORD)to
Winnipeg (YWG) Jan 10, 2026
From
USD 274
One-way
Economy
Chicago (ORD)to
Winnipeg (YWG) Jan 06, 2026
From
USD 311
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 | May 05, 2026 | From USD 188 Viewed: 1 hour ago |
| Chicago (ORD) | Montréal (YUL) | One-way / Economy | Dec 05, 2026 | From USD 172 Viewed: 8 hours ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 21, 2026 | From USD 150 Viewed: 20 hours ago |
| Chicago (ORD) | Québec (YQB) | One-way / Economy | Jun 17, 2026 | From USD 218 Viewed: 1 day ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | May 08, 2026 | From USD 73 Viewed: 20 hours ago |
| Chicago (ORD) | Ottawa, ON (YOW) | One-way / Economy | Jun 01, 2026 | From USD 317 Viewed: 12 hours ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Sep 20, 2026 | From USD 150 Viewed: 1 day ago |
| Chicago (ORD) | Edmonton (YEG) | One-way / Economy | Apr 03, 2026 | From USD 148 Viewed: 4 hours ago |
| Chicago (ORD) | Halifax (YHZ) | One-way / Economy | Apr 25, 2026 | From USD 354 Viewed: 4 hours ago |
| Chicago (ORD) | St. John’s, NL (YYT) | One-way / Economy | Jul 25, 2026 | From USD 277 Viewed: 1 hour ago |
| Chicago (ORD) | Deer Lake (YDF) | One-way / Economy | Jul 31, 2026 | From USD 282 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.