
Find Porter Flights from Chicago starting at CAD123*
Book flights from Chicago in the next 30 days
CAD
From Chicago (MDW) to Toronto (YTZ)
Mar 10, 2025
Starting from
CAD123*
Seen:1hourago
One-way fare/Economy
From Chicago (MDW) to Toronto (YTO)
Mar 12, 2025
Starting from
CAD123*
Seen:45minutesago
One-way fare/Economy
From Chicago (MDW) to Montreal (YUL)
Mar 06, 2025
Starting from
CAD150*
Seen:6hoursago
One-way fare/Economy
From Chicago (MDW) to Ottawa (YOW)
Mar 05, 2025
Starting from
CAD165*
Seen:3hoursago
One-way fare/Economy
From Chicago (MDW) to Halifax (YHZ)
Mar 03, 2025
Starting from
CAD151*
Seen:2daysago
One-way fare/Economy
From Chicago (MDW) to Sault Ste. Marie (YAM)
Feb 19, 2025
Starting from
CAD352*
Seen:2daysago
One-way fare/Economy
From Chicago (MDW) to Moncton (YQM)
Mar 03, 2025
Starting from
CAD279*
Seen:3daysago
One-way fare/Economy
From Chicago (MDW) to Fredericton (YFC)
Feb 17, 2025
Starting from
CAD548*
Seen:4daysago
One-way fare/Economy
From Chicago (MDW) to Thunder Bay (YQT)
Feb 26, 2025
Starting from
CAD214*
Seen:4daysago
One-way fare/Economy
From Chicago (MDW) to Timmins (YTS)
Feb 18, 2025
Starting from
CAD472*
Seen:2daysago
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.

Find the best flight deals from Chicago
CAD
From | To | Dates | Fare Type | Price |
---|---|---|---|---|
Chicago (MDW) | Toronto (YTZ) | Apr 09, 2025 | One-way fare/Economy | |
Chicago (MDW) | Toronto (YTO) | Mar 27, 2025 | One-way fare/Economy | |
Chicago (MDW) | Montreal (YUL) | Mar 17, 2025 | One-way fare/Economy | |
Chicago (MDW) | Ottawa (YOW) | Mar 18, 2025 | One-way fare/Economy | |
Chicago (MDW) | Halifax (YHZ) | Mar 24, 2025 | One-way fare/Economy | |
Chicago (MDW) | Fredericton (YFC) | Apr 16, 2025 | One-way fare/Economy | |
Chicago (MDW) | Moncton (YQM) | Apr 22, 2025 | One-way fare/Economy | |
Chicago (MDW) | Timmins (YTS) | Apr 14, 2025 | One-way fare/Economy | |
Chicago (MDW) | Sault Ste. Marie (YAM) | Mar 18, 2025 | One-way fare/Economy | |
Chicago (MDW) | Thunder Bay (YQT) | Mar 13, 2025 | 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.