Cheapest return flights from Chicago to Toronto in September from $349

AirHint found the following cheapest return flights from Chicago (MDW) to Toronto (YTZ) in September 2026 (see full year).

Return flights

05 Sep - 16 Sep Porter Airlines (Canada) Ltd direct
05 Sep - 20 Sep Porter Airlines (Canada) Ltd direct
05 Sep - 22 Sep Porter Airlines (Canada) Ltd direct
05 Sep - 25 Sep Porter Airlines (Canada) Ltd direct
07 Sep - 16 Sep Porter Airlines (Canada) Ltd direct
07 Sep - 20 Sep Porter Airlines (Canada) Ltd direct
07 Sep - 22 Sep Porter Airlines (Canada) Ltd direct
07 Sep - 25 Sep Porter Airlines (Canada) Ltd direct

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

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