Cheapest one-way flights from Chicago to Toronto in September from 38€

AirHint found the following cheapest one-way flights from Chicago (MDW) to Toronto (YTZ) in September 2025 (see full year).

One-Way flights

19 Sep Porter Airlines (Canada) Ltd direct
08 Sep Porter Airlines (Canada) Ltd direct
24 Sep Porter Airlines (Canada) Ltd direct
27 Sep Porter Airlines (Canada) Ltd direct
18 Sep Porter Airlines (Canada) Ltd direct
21 Sep Porter Airlines (Canada) Ltd direct
03 Sep Porter Airlines (Canada) Ltd direct
07 Sep Porter Airlines (Canada) Ltd direct
11 Sep Porter Airlines (Canada) Ltd direct
14 Sep Porter Airlines (Canada) Ltd direct

Also check the deals for return flights from Chicago to Toronto in September.

Skyscanner

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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