Cheapest return flights from Chicago to Toronto in September from 108€

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

Return flights

29 Sep - 01 Oct Porter Airlines (Canada) Ltd direct
11 Sep - 14 Sep Porter Airlines (Canada) Ltd direct
04 Sep - 11 Sep Porter Airlines (Canada) Ltd direct
05 Sep - 11 Sep Porter Airlines (Canada) Ltd direct
22 Sep - 28 Sep Porter Airlines (Canada) Ltd direct
02 Sep - 08 Sep Porter Airlines (Canada) Ltd direct
26 Sep - 28 Sep Porter Airlines (Canada) Ltd direct
10 Sep - 15 Sep Porter Airlines (Canada) Ltd direct
15 Sep - 18 Sep Porter Airlines (Canada) Ltd direct
10 Sep - 13 Sep Porter Airlines (Canada) Ltd direct
19 Sep - 29 Sep Porter Airlines (Canada) Ltd direct
30 Sep - 07 Oct Porter Airlines (Canada) Ltd direct
23 Sep - 01 Oct Porter Airlines (Canada) Ltd direct
23 Sep - 13 Oct Porter Airlines (Canada) Ltd direct
19 Sep - 01 Oct Porter Airlines (Canada) Ltd direct
14 Sep - 01 Oct Porter Airlines (Canada) Ltd direct
20 Sep - 01 Oct Porter Airlines (Canada) Ltd direct
15 Sep - 01 Oct Porter Airlines (Canada) Ltd direct
18 Sep - 01 Oct Porter Airlines (Canada) Ltd direct
22 Sep - 01 Oct Porter Airlines (Canada) Ltd direct

Also check the deals for one-way flights from Chicago to Toronto in September.

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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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