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

10 dates in October, from $ 146. Book in one tap, or check whether to buy now or wait.

One-wayReturn
Dates, airline, and price
Dates Airline Price
30 Oct Delta
31 Oct Delta
24 Oct Delta
23 Oct Delta
17 Oct Delta
14 Oct Delta
20 Oct Delta
13 Oct Delta
19 Oct Frontier Airlines
16 Oct Delta
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Deals for return flights from Chicago to Toronto in October.

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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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