
Explore Air Canada flights from Chicago to Canada from USD 70*
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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) Feb 05, 2026
From
USD 70
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Feb 07, 2026
From
USD 70
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Apr 28, 2026
From
USD 216
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Jan 21, 2026
From
USD 228
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Feb 02, 2026
From
USD 70
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Feb 03, 2026
From
USD 70
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Apr 18, 2026
From
USD 78
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Apr 28, 2026
From
USD 78
One-way
Economy
Chicago (ORD)to
Québec (YQB) Mar 23, 2026
From
USD 223
One-way
Economy
Chicago (ORD)to
Québec (YQB) Mar 30, 2026
From
USD 223
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Feb 23, 2026
From
USD 130
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Feb 24, 2026
From
USD 130
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Feb 25, 2026
From
USD 241
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Feb 28, 2026
From
USD 241
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Feb 02, 2026
From
USD 259
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Feb 04, 2026
From
USD 259
One-way
Economy
Chicago (ORD)to
Regina (YQR) Jul 18, 2026
From
USD 332
One-way
Economy
Chicago (ORD)to
Regina (YQR) Jul 11, 2026
From
USD 332
One-way
Economy
Chicago (ORD)to
Saskatoon (YXE) Dec 25, 2025
From
USD 597
One-way
Economy
Chicago (ORD)to
Saskatoon (YXE) Dec 26, 2025
From
USD 597
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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flight_land
USD
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 07, 2026 | From USD 156 Viewed: 17 hours ago |
| Chicago (ORD) | Vancouver (YVR) | One-way / Economy | Apr 28, 2026 | From USD 216 Viewed: 13 hours ago |
| Chicago (ORD) | Montréal (YUL) | One-way / Economy | Mar 23, 2026 | From USD 148 Viewed: 13 hours ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | Apr 18, 2026 | From USD 78 Viewed: 21 hours ago |
| Chicago (ORD) | Québec (YQB) | One-way / Economy | Mar 23, 2026 | From USD 223 Viewed: 21 hours ago |
| Chicago (ORD) | Edmonton (YEG) | One-way / Economy | May 05, 2026 | From USD 130 Viewed: 13 hours ago |
| Chicago (ORD) | Halifax (YHZ) | One-way / Economy | Mar 26, 2026 | From USD 337 Viewed: 13 hours ago |
| Chicago (ORD) | Ottawa, ON (YOW) | One-way / Economy | Nov 24, 2026 | From USD 322 Viewed: 17 hours ago |
| Chicago (ORD) | Regina (YQR) | One-way / Economy | Jul 11, 2026 | From USD 332 Viewed: 1 hour 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.