Cheapest return flights from Chicago to Toronto in October from $334

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

Return flights

23 Oct - 25 Oct Porter Airlines (Canada) Ltd direct
07 Oct - 12 Oct Porter Airlines (Canada) Ltd direct
03 Oct - 08 Oct Porter Airlines (Canada) Ltd direct
23 Oct - 08 Nov Porter Airlines (Canada) Ltd direct
08 Oct - 15 Oct Air Transat direct
08 Oct - 11 Oct Porter Airlines (Canada) Ltd direct
15 Oct - 26 Oct Porter Airlines (Canada) Ltd direct
15 Oct - 25 Oct Porter Airlines (Canada) Ltd direct

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

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