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) May 05, 2026
From
USD 211
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Apr 28, 2026
From
USD 211
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) May 09, 2026
From
USD 85
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) May 10, 2026
From
USD 85
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Apr 13, 2026
From
USD 75
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Apr 17, 2026
From
USD 75
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Apr 28, 2026
From
USD 78
One-way
Economy
Chicago (ORD)to
Calgary (YYC) May 02, 2026
From
USD 83
One-way
Economy
Chicago (ORD)to
Québec (YQB) Oct 31, 2026
From
USD 228
One-way
Economy
Chicago (ORD)to
Québec (YQB) Nov 02, 2026
From
USD 228
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Apr 09, 2026
From
USD 246
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Apr 14, 2026
From
USD 246
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Apr 09, 2026
From
USD 269
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Apr 10, 2026
From
USD 269
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Apr 15, 2026
From
USD 123
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Apr 24, 2026
From
USD 123
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Jun 02, 2026
From
USD 85
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Jun 07, 2026
From
USD 85
One-way
Economy
Chicago (ORD)to
Saskatoon (YXE) Apr 25, 2026
From
USD 117
One-way
Economy
Chicago (ORD)to
Saskatoon (YXE) Apr 04, 2026
From
USD 117
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) | Vancouver (YVR) | One-way / Economy | May 28, 2026 | From USD 228 Viewed: 4 minutes ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | May 28, 2026 | From USD 85 Viewed: 8 hours ago |
| Chicago (ORD) | Montréal (YUL) | One-way / Economy | May 30, 2026 | From USD 75 Viewed: 18 hours ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | Jul 30, 2026 | From USD 84 Viewed: 4 minutes ago |
| Chicago (ORD) | Québec (YQB) | One-way / Economy | Nov 26, 2026 | From USD 228 Viewed: 1 day ago |
| Chicago (ORD) | Ottawa, ON (YOW) | One-way / Economy | Jun 13, 2026 | From USD 280 Viewed: 16 hours ago |
| Chicago (ORD) | Halifax (YHZ) | One-way / Economy | May 30, 2026 | From USD 268 Viewed: 4 hours ago |
| Chicago (ORD) | Edmonton (YEG) | One-way / Economy | Jun 03, 2026 | From USD 124 Viewed: 8 hours ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Jun 04, 2026 | From USD 85 Viewed: 8 hours ago |
| Chicago (ORD) | Deer Lake (YDF) | One-way / Economy | Jun 13, 2026 | From USD 244 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.