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 02, 2026
From
USD 64
One-way
Economy
Chicago (ORD)to
Montréal (YUL) Feb 03, 2026
From
USD 64
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Jan 21, 2026
From
USD 215
One-way
Economy
Chicago (ORD)to
Vancouver (YVR) Jan 28, 2026
From
USD 215
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Feb 01, 2026
From
USD 64
One-way
Economy
Chicago (ORD)to
Toronto (YYZ) Feb 02, 2026
From
USD 64
One-way
Economy
Chicago (ORD)to
Calgary (YYC) Jan 17, 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) Feb 23, 2026
From
USD 218
One-way
Economy
Chicago (ORD)to
Québec (YQB) Nov 29, 2026
From
USD 218
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Feb 11, 2026
From
USD 249
One-way
Economy
Chicago (ORD)to
Ottawa, ON (YOW) Feb 04, 2026
From
USD 249
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Jun 21, 2026
From
USD 150
One-way
Economy
Chicago (ORD)to
Toronto (YTZ) Jun 16, 2026
From
USD 150
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Feb 25, 2026
From
USD 120
One-way
Economy
Chicago (ORD)to
Edmonton (YEG) Feb 28, 2026
From
USD 120
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Feb 04, 2026
From
USD 242
One-way
Economy
Chicago (ORD)to
Halifax (YHZ) Feb 05, 2026
From
USD 242
One-way
Economy
Chicago (ORD)to
Moncton (YQM) Jun 28, 2026
From
USD 286
One-way
Economy
Chicago (ORD)to
Moncton (YQM) Jun 26, 2026
From
USD 286
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 | Apr 02, 2026 | From USD 143 Viewed: 1 day ago |
| Chicago (ORD) | Vancouver (YVR) | One-way / Economy | Apr 11, 2026 | From USD 220 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YYZ) | One-way / Economy | Jun 21, 2026 | From USD 150 Viewed: 3 hours ago |
| Chicago (ORD) | Calgary (YYC) | One-way / Economy | Apr 28, 2026 | From USD 73 Viewed: 7 hours ago |
| Chicago (ORD) | Québec (YQB) | One-way / Economy | Nov 29, 2026 | From USD 218 Viewed: 23 hours ago |
| Chicago (ORD) | Ottawa, ON (YOW) | One-way / Economy | Oct 16, 2026 | From USD 317 Viewed: 1 day ago |
| Chicago (ORD) | Toronto (YTZ) | One-way / Economy | Jun 21, 2026 | From USD 150 Viewed: 1 day ago |
| Chicago (ORD) | Edmonton (YEG) | One-way / Economy | Apr 11, 2026 | From USD 120 Viewed: 1 day ago |
| Chicago (ORD) | Halifax (YHZ) | One-way / Economy | Mar 31, 2026 | From USD 340 Viewed: 1 day ago |
| Chicago (ORD) | Moncton (YQM) | One-way / Economy | Jun 28, 2026 | From USD 286 Viewed: 1 day ago |
| Chicago (ORD) | Deer Lake (YDF) | One-way / Economy | Jul 31, 2026 | From USD 282 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.