Explore Air Canada flights from Chicago to Canada from USD 75*
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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) Apr 28, 2026
From
USD 219
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) May 08, 2026
From
USD 91
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) May 11, 2026
From
USD 91
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Mar 17, 2026
From
USD 75
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Apr 01, 2026
From
USD 75
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Apr 14, 2026
From
USD 251
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Apr 28, 2026
From
USD 82
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Apr 25, 2026
From
USD 86
One-way
Economy
Chicago (ORD)to
Québec (YQB) Sep 13, 2026
From
USD 245
One-way
Economy
Chicago (ORD)to
Québec (YQB) Jan 02, 2027
From
USD 245
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Apr 26, 2026
From
USD 249
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Jun 04, 2026
From
USD 249
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Jun 13, 2026
From
USD 275
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Jun 14, 2026
From
USD 275
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Apr 25, 2026
From
USD 142
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) May 05, 2026
From
USD 147
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Aug 03, 2026
From
USD 166
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Jul 29, 2026
From
USD 166
One-way
Economy
Chicago (ORD)to
Kelowna (YLW) Feb 10, 2026
From
USD 367
One-way
Economy
Chicago (ORD)to
Kelowna (YLW) Feb 11, 2026
From
USD 434
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 | May 17, 2026 | From USD 91 Viewed: 1 day ago |
| Chicago (ORD) | Montréal (YUL) | One-way / Economy | May 16, 2026 | From USD 75 Viewed: 11 hours ago |
| Chicago (ORD) | Vancouver (YVR) | One-way / Economy | Nov 07, 2026 | From USD 269 Viewed: 1 day ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | May 09, 2026 | From USD 86 Viewed: 3 hours ago |
| Chicago (ORD) | Québec (YQB) | One-way / Economy | Sep 17, 2026 | From USD 245 Viewed: 1 day ago |
| Chicago (ORD) | Halifax (YHZ) | One-way / Economy | Jun 04, 2026 | From USD 249 Viewed: 3 hours ago |
| Chicago (ORD) | Ottawa, ON (YOW) | One-way / Economy | Jun 04, 2026 | From USD 275 Viewed: 3 hours ago |
| Chicago (ORD) | Edmonton (YEG) | One-way / Economy | May 09, 2026 | From USD 147 Viewed: 7 hours ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Jul 28, 2026 | From USD 166 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.