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 16, 2026
From
USD 101
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Sep 18, 2026
From
USD 101
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Jul 03, 2027
From
USD 152
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Aug 19, 2026
From
USD 152
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Apr 13, 2027
From
USD 198
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Apr 21, 2027
From
USD 198
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Dec 05, 2026
From
USD 129
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Dec 08, 2026
From
USD 129
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Nov 08, 2026
From
USD 122
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Nov 11, 2026
From
USD 122
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Sep 02, 2026
From
USD 287
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Sep 03, 2026
From
USD 287
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Mar 24, 2027
From
USD 193
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Dec 02, 2026
From
USD 193
One-way
Economy
Chicago (ORD)to
Québec (YQB) May 05, 2027
From
USD 198
One-way
Economy
Chicago (ORD)to
Québec (YQB) Jun 09, 2027
From
USD 198
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Aug 19, 2026
From
USD 209
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Aug 22, 2026
From
USD 209
One-way
Economy
Chicago (ORD)to
St. John’s, NL (YYT) Jul 31, 2026
From
USD 436
One-way
Economy
Chicago (ORD)to
St. John’s, NL (YYT) Jul 29, 2026
From
USD 528
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 | Oct 23, 2026 | From USD 110 Viewed: 1 day ago |
| Chicago (ORD) | Montréal (YUL) | One-way / Economy | Jun 23, 2027 | From USD 152 Viewed: 1 day ago |
| Chicago (ORD) | Vancouver (YVR) | One-way / Economy | Jun 08, 2027 | From USD 198 Viewed: 1 day ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | Dec 05, 2026 | From USD 129 Viewed: 10 hours ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Nov 10, 2026 | From USD 122 Viewed: 11 hours ago |
| Chicago (ORD) | Ottawa, ON (YOW) | One-way / Economy | Oct 19, 2026 | From USD 318 Viewed: 10 hours ago |
| Chicago (ORD) | Halifax (YHZ) | One-way / Economy | Mar 24, 2027 | From USD 193 Viewed: 1 day ago |
| Chicago (ORD) | Québec (YQB) | One-way / Economy | Jun 22, 2027 | From USD 198 Viewed: 1 day ago |
| Chicago (ORD) | Edmonton (YEG) | One-way / Economy | Nov 24, 2026 | From USD 217 Viewed: 18 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.