Cheapest one-way flights from Chicago (MDW) to Toronto (YTZ), October

10 dates in October, from $ 147. Book in one tap, or check whether to buy now or wait.

One-wayReturn
Dates, airline, and price
Dates Airline Price
13 Oct Porter Airlines (Canada) Ltd
Direct Flight
22 Oct Porter Airlines (Canada) Ltd
Direct Flight
24 Oct Porter Airlines (Canada) Ltd
Direct Flight
23 Oct Porter Airlines (Canada) Ltd
Direct Flight
30 Oct Frontier Airlines
31 Oct Frontier Airlines
11 Oct Porter Airlines (Canada) Ltd
Direct Flight
28 Oct Frontier Airlines
14 Oct Porter Airlines (Canada) Ltd
Direct Flight
26 Oct Frontier Airlines
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Updated Oct 10, 2026.

About these fares

These results come from our latest search across airlines for your currency. Prices change quickly and are not locked until you complete booking—always confirm the total and fare rules on the partner site.

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