Cheapest return flights from Chicago to Toronto in September from 480€

Best time to book flights for Chicago (MDW) to Toronto (YTZ) flights at AirHint

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

Return flights

01 Sep - 03 Sep Porter Airlines (Canada) Ltd direct
01 Sep - 07 Sep Porter Airlines (Canada) Ltd direct
07 Sep - 10 Sep Porter Airlines (Canada) Ltd direct
03 Sep - 07 Sep Porter Airlines (Canada) Ltd direct
17 Sep - 07 Oct Porter Airlines (Canada) Ltd direct
26 Sep - 07 Oct Porter Airlines (Canada) Ltd direct
26 Sep - 16 Oct Porter Airlines (Canada) Ltd direct
01 Sep - 05 Sep Porter Airlines (Canada) Ltd direct
01 Sep - 10 Sep Porter Airlines (Canada) Ltd direct
03 Sep - 05 Sep Porter Airlines (Canada) Ltd direct
03 Sep - 10 Sep Porter Airlines (Canada) Ltd direct

Also check the deals for one-way 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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