Cheapest return flights from Chicago (MDW) to Toronto (YTZ), October

Select a price to book. see full year.

Dates, airline, and price
Dates Airline Price
17 Oct 20 Oct Porter Airlines (Canada) Ltd
Direct Flight
14 Oct 15 Oct Porter Airlines (Canada) Ltd
Direct Flight
01 Oct 04 Oct Porter Airlines (Canada) Ltd
Direct Flight
02 Oct 04 Oct Porter Airlines (Canada) Ltd
Direct Flight
05 Oct 07 Oct Porter Airlines (Canada) Ltd
Direct Flight
07 Oct 14 Oct Porter Airlines (Canada) Ltd
Direct Flight
02 Oct 03 Oct Porter Airlines (Canada) Ltd
Direct Flight
10 Oct 19 Oct Porter Airlines (Canada) Ltd
Direct Flight
10 Oct 15 Oct Porter Airlines (Canada) Ltd
Direct Flight
10 Oct 24 Oct Porter Airlines (Canada) Ltd
Direct Flight
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deals for one-way flights from Chicago to Toronto in October.

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Updated Aug 25, 2026.

About these fares

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