Cheapest one-way flights from Chicago to Toronto in September from 37€

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

One-Way flights

11 Sep Air Transat direct
14 Sep Porter Airlines (Canada) Ltd direct
29 Sep Porter Airlines (Canada) Ltd direct
19 Sep Porter Airlines (Canada) Ltd direct
13 Sep Porter Airlines (Canada) Ltd direct
18 Sep Porter Airlines (Canada) Ltd direct
12 Sep Porter Airlines (Canada) Ltd direct
04 Sep Porter Airlines (Canada) Ltd direct
25 Sep Porter Airlines (Canada) Ltd direct
17 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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