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
Montréal (YUL) Feb 18, 2026
From
USD 64
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Feb 19, 2026
From
USD 64
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) May 05, 2026
From
USD 204
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Apr 28, 2026
From
USD 204
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Feb 05, 2026
From
USD 75
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Feb 07, 2026
From
USD 75
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Apr 25, 2026
From
USD 73
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Apr 28, 2026
From
USD 73
One-way
Economy
Chicago (ORD)to
Québec (YQB) Mar 18, 2026
From
USD 194
One-way
Economy
Chicago (ORD)to
Québec (YQB) Mar 23, 2026
From
USD 194
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) May 05, 2026
From
USD 121
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) May 26, 2026
From
USD 121
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Feb 05, 2026
From
USD 224
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Feb 10, 2026
From
USD 224
One-way
Economy
Chicago (ORD)to
Victoria (YYJ) Dec 31, 2025
From
USD 591
One-way
Economy
Chicago (ORD)to
Victoria (YYJ) Dec 28, 2025
From
USD 597
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Feb 02, 2026
From
USD 237
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Feb 03, 2026
From
USD 237
One-way
Economy
Chicago (ORD)to
Saskatoon (YXE) Jan 17, 2026
From
USD 134
One-way
Economy
Chicago (ORD)to
Saskatoon (YXE) Jan 15, 2026
From
USD 134
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) | Montréal (YUL) | One-way / Economy | Mar 30, 2026 | From USD 124 Viewed: 1 day ago |
| Chicago (ORD) | Vancouver (YVR) | One-way / Economy | Apr 28, 2026 | From USD 204 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Apr 02, 2026 | From USD 103 Viewed: 52 minutes ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | Apr 25, 2026 | From USD 73 Viewed: 8 hours ago |
| Chicago (ORD) | Québec (YQB) | One-way / Economy | Apr 21, 2026 | From USD 194 Viewed: 4 hours ago |
| Chicago (ORD) | Edmonton (YEG) | One-way / Economy | May 05, 2026 | From USD 121 Viewed: 52 minutes ago |
| Chicago (ORD) | Halifax (YHZ) | One-way / Economy | Apr 08, 2026 | From USD 266 Viewed: 52 minutes ago |
| Chicago (ORD) | Ottawa, ON (YOW) | One-way / Economy | Mar 29, 2026 | From USD 253 Viewed: 52 minutes ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Jun 10, 2026 | From USD 134 Viewed: 20 hours ago |
| Chicago (ORD) | Winnipeg (YWG) | One-way / Economy | Mar 29, 2026 | From USD 291 Viewed: 19 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.