Explore Air Canada flights from Chicago to Canada from USD 101*
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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
Toronto (YYZ) Sep 12, 2026
From
USD 101
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Sep 13, 2026
From
USD 101
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Aug 29, 2026
From
USD 161
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Aug 30, 2026
From
USD 161
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Jul 28, 2027
From
USD 208
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Nov 04, 2026
From
USD 208
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Dec 07, 2026
From
USD 140
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Nov 03, 2026
From
USD 140
One-way
Economy
Chicago (ORD)to
Québec (YQB) Apr 06, 2027
From
USD 208
One-way
Economy
Chicago (ORD)to
Québec (YQB) Jul 27, 2027
From
USD 208
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Sep 29, 2026
From
USD 101
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Sep 01, 2026
From
USD 308
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Sep 08, 2026
From
USD 308
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Feb 09, 2027
From
USD 204
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Jun 09, 2027
From
USD 204
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Sep 15, 2026
From
USD 101
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Oct 26, 2026
From
USD 227
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Nov 23, 2026
From
USD 227
One-way
Economy
Chicago (ORD)to
Winnipeg (YWG) Sep 09, 2026
From
USD 298
One-way
Economy
Chicago (ORD)to
Winnipeg (YWG) Sep 11, 2026
From
USD 298
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 | Jul 27, 2027 | From USD 169 Viewed: 1 day ago |
| Chicago (ORD) | Montréal (YUL) | One-way / Economy | May 12, 2027 | From USD 163 Viewed: 17 hours ago |
| Chicago (ORD) | Vancouver (YVR) | One-way / Economy | Jul 27, 2027 | From USD 208 Viewed: 1 day ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | Dec 07, 2026 | From USD 140 Viewed: 13 hours ago |
| Chicago (ORD) | Québec (YQB) | One-way / Economy | Jul 27, 2027 | From USD 208 Viewed: 1 day ago |
| Chicago (ORD) | Ottawa, ON (YOW) | One-way / Economy | Nov 17, 2026 | From USD 388 Viewed: 13 hours ago |
| Chicago (ORD) | Halifax (YHZ) | One-way / Economy | Jul 27, 2027 | From USD 204 Viewed: 21 hours ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Dec 08, 2026 | From USD 169 Viewed: 1 day ago |
| Chicago (ORD) | Edmonton (YEG) | One-way / Economy | Nov 23, 2026 | From USD 227 Viewed: 5 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.