Book Porter flights from Chicago to Canada starting at USD112*
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Great deals from Chicago to Canada
USD
| From | To | Dates | Fare Type | Price |
|---|---|---|---|---|
Chicago (MDW) | Toronto (YTZ) | Jun 19, 2026 | One-way fare/Economy | |
Chicago (MDW) | Toronto (YTO) | Jun 19, 2026 | One-way fare/Economy | |
Chicago (MDW) | Ottawa (YOW) | Jun 17, 2026 | One-way fare/Economy | |
Chicago (MDW) | Montreal (YUL) | Jun 13, 2026 | One-way fare/Economy | |
Chicago (MDW) | Fredericton (YFC) | Jul 20, 2026 | One-way fare/Economy | |
Chicago (MDW) | Thunder Bay (YQT) | Jul 28, 2026 | One-way fare/Economy | |
Chicago (MDW) | Sault Ste. Marie (YAM) | Jul 23, 2026 | One-way fare/Economy | |
Chicago (MDW) | Halifax (YHZ) | Jun 30, 2026 | One-way fare/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.
Great deals from Chicago to Canada
USD
From Chicago (MDW) to Toronto (YTZ)
May 31, 2026
Starting from
USD113*
Seen:1hourago
One-way fare/Economy
From Chicago (MDW) to Toronto (YTO)
Jun 06, 2026
Starting from
USD112*
Seen:2daysago
One-way fare/Economy
From Chicago (MDW) to Ottawa (YOW)
May 28, 2026
Starting from
USD181*
Seen:3daysago
One-way fare/Economy
From Chicago (MDW) to Montreal (YUL)
Jun 07, 2026
Starting from
USD152*
Seen:2daysago
One-way fare/Economy
From Chicago (MDW) to Thunder Bay (YQT)
Jun 05, 2026
Starting from
USD205*
Seen:6daysago
One-way fare/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.