Book Porter flights from Chicago to Canada starting at CAD141*
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Great deals from Chicago to Canada
CAD
| From | To | Dates | Fare Type | Price |
|---|---|---|---|---|
Chicago (MDW) | Toronto (YTZ) | Jun 11, 2026 | One-way fare/Economy | |
Chicago (MDW) | Toronto (YTO) | Jun 24, 2026 | One-way fare/Economy | |
Chicago (MDW) | Ottawa (YOW) | Jun 11, 2026 | One-way fare/Economy | |
Chicago (MDW) | Montreal (YUL) | Jul 29, 2026 | One-way fare/Economy | |
Chicago (MDW) | Thunder Bay (YQT) | Aug 07, 2026 | One-way fare/Economy | |
Chicago (MDW) | Fredericton (YFC) | Jul 01, 2026 | One-way fare/Economy | |
Chicago (MDW) | Halifax (YHZ) | Jun 12, 2026 | One-way fare/Economy | |
Chicago (MDW) | Sault Ste. Marie (YAM) | Aug 06, 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
CAD
From Chicago (MDW) to Toronto (YTZ)
Jun 06, 2026
Starting from
CAD141*
Seen:2hoursago
One-way fare/Economy
From Chicago (MDW) to Toronto (YTO)
Jun 06, 2026
Starting from
CAD141*
Seen:3hoursago
One-way fare/Economy
From Chicago (MDW) to Ottawa (YOW)
Jun 01, 2026
Starting from
CAD280*
Seen:1dayago
One-way fare/Economy
From Chicago (MDW) to Montreal (YUL)
Jun 07, 2026
Starting from
CAD168*
Seen:2daysago
One-way fare/Economy
From Chicago (MDW) to Thunder Bay (YQT)
May 20, 2026
Starting from
CAD387*
Seen:4daysago
One-way fare/Economy
From Chicago (MDW) to Halifax (YHZ)
Jun 09, 2026
Starting from
CAD271*
Seen:2daysago
One-way fare/Economy
From Chicago (MDW) to Sault Ste. Marie (YAM)
May 22, 2026
Starting from
CAD324*
Seen:5daysago
One-way fare/Economy
From Chicago (MDW) to Fredericton (YFC)
May 20, 2026
Starting from
CAD312*
Seen:3daysago
One-way fare/Economy
From Chicago (MDW) to Moncton (YQM)
May 20, 2026
Starting from
CAD322*
Seen:3daysago
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.
URL Parameter Context to Context - Mary
flight_takeoff
flight_land
CAD
Chicago (MDW)to
Toronto (YTZ)Depart Jun 06, 2026
Starting from
CAD141
Seen: 2 hours ago
One-way fare
Economy
Chicago (MDW)to
Toronto (YTO)Depart Jun 24, 2026
Starting from
CAD141
Seen: 14 hours ago
One-way fare
Economy
Chicago (ORD)to
Toronto (YTZ)Depart Dec 05, 2026
Starting from
CAD165
Seen: 1 day ago
One-way fare
Economy
Chicago (MDW)to
Ottawa (YOW)Depart Jun 11, 2026
Starting from
CAD221
Seen: 7 hours ago
One-way fare
Economy
Chicago (ORD)to
Halifax (YHZ)Depart Nov 06, 2026
Starting from
CAD224
Seen: 1 day ago
One-way fare
Economy
Chicago (MDW)to
Montreal (YUL)Depart May 16, 2026
Starting from
CAD371
Seen: 1 day ago
One-way fare
Economy
Chicago (ORD)to
Montreal (YUL)Depart Oct 09, 2026
Starting from
CAD192
Seen: 1 day ago
One-way fare
Economy
Chicago (MDW)to
Halifax (YHZ)Depart Aug 14, 2026
Starting from
CAD371
Seen: 1 day ago
One-way fare
Economy
Chicago (ORD)to
Ottawa (YOW)Depart Sep 01, 2026
Starting from
CAD321
Seen: 12 hours ago
One-way fare
Economy
Chicago (ORD)to
Québec City (YQB)Depart Aug 07, 2026
Starting from
CAD573
Seen: 1 day ago
One-way fare
Economy
URL Parameter Context to Context - Mary
URL Parameter All to All - Mary
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Toronto (YYZ) | Vancouver (YVR) | One-way fare / Economy | Depart Jul 02, 2026 | Starting from CAD213 Seen: 54 minutes ago |
| Toronto (YTO) | Vancouver (YVR) | One-way fare / Economy | Depart Jul 03, 2026 | Starting from CAD189 Seen: 40 minutes ago |
| Toronto (YYZ) | Calgary (YYC) | One-way fare / Economy | Depart Jul 10, 2026 | Starting from CAD173 Seen: 41 minutes ago |
| Toronto (YTO) | Halifax (YHZ) | One-way fare / Economy | Depart Jun 17, 2026 | Starting from CAD113 Seen: 2 minutes ago |
| Vancouver (YVR) | Toronto (YYZ) | One-way fare / Economy | Depart Jun 05, 2026 | Starting from CAD136 Seen: 6 minutes ago |
| Toronto (YYZ) | Las Vegas (LAS) | One-way fare / Economy | Depart Oct 27, 2026 | Starting from CAD232 Seen: 17 hours ago |
| Toronto (YYZ) | Halifax (YHZ) | One-way fare / Economy | Depart Jun 06, 2026 | Starting from CAD124 Seen: 9 minutes ago |
| Toronto (YTO) | Calgary (YYC) | One-way fare / Economy | Depart May 24, 2026 | Starting from CAD120 Seen: 17 minutes ago |
| Ottawa (YOW) | Halifax (YHZ) | One-way fare / Economy | Depart Jun 14, 2026 | Starting from CAD219 Seen: 1 hour ago |
| Halifax (YHZ) | Toronto (YTO) | One-way fare / Economy | Depart Sep 21, 2026 | Starting from CAD105 Seen: 14 hours ago |
| Hamilton, CA (YHM) | Vancouver (YVR) | One-way fare / Economy | Depart Aug 07, 2026 | Starting from CAD149 Seen: 10 hours ago |
| Ottawa (YOW) | Vancouver (YVR) | One-way fare / Economy | Depart Jun 19, 2026 | Starting from CAD236 Seen: 3 hours ago |
| Edmonton (YEG) | Toronto (YYZ) | One-way fare / Economy | Depart Aug 23, 2026 | Starting from CAD161 Seen: 3 minutes ago |
| Vancouver (YVR) | Toronto (YTO) | One-way fare / Economy | Depart Jun 28, 2026 | Starting from CAD182 Seen: 40 minutes ago |
| Ottawa (YOW) | Calgary (YYC) | One-way fare / Economy | Depart Jun 17, 2026 | Starting from CAD163 Seen: 2 hours ago |
| Hamilton, CA (YHM) | Halifax (YHZ) | One-way fare / Economy | Depart Jun 17, 2026 | Starting from CAD112 Seen: 28 minutes ago |
| Calgary (YYC) | Toronto (YYZ) | One-way fare / Economy | Depart Jun 01, 2026 | Starting from CAD141 Seen: 58 minutes ago |
| Toronto (YYZ) | Edmonton (YEG) | One-way fare / Economy | Depart Sep 02, 2026 | Starting from CAD169 Seen: 3 minutes ago |
| Halifax (YHZ) | Toronto (YYZ) | One-way fare / Economy | Depart Jun 16, 2026 | Starting from CAD118 Seen: 55 minutes ago |
| Halifax (YHZ) | Ottawa (YOW) | One-way fare / Economy | Depart Jun 06, 2026 | Starting from CAD213 Seen: 24 minutes ago |
URL Parameter All to All - Mary