Cheapest return flights from Chicago to Toronto in October from 122€

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

Return flights

01 Oct - 07 Oct Porter Airlines (Canada) Ltd direct
29 Oct - 03 Nov Porter Airlines (Canada) Ltd direct
31 Oct - 02 Nov Porter Airlines (Canada) Ltd direct
01 Oct - 06 Oct Porter Airlines (Canada) Ltd direct
21 Oct - 25 Oct Porter Airlines (Canada) Ltd direct
04 Oct - 25 Oct Porter Airlines (Canada) Ltd direct
04 Oct - 06 Oct Porter Airlines (Canada) Ltd direct
04 Oct - 07 Oct Porter Airlines (Canada) Ltd direct
05 Oct - 25 Oct Porter Airlines (Canada) Ltd direct
05 Oct - 06 Oct Porter Airlines (Canada) Ltd direct
05 Oct - 07 Oct Porter Airlines (Canada) Ltd direct
24 Oct - 25 Oct Porter Airlines (Canada) Ltd direct
21 Oct - 03 Nov Porter Airlines (Canada) Ltd direct
21 Oct - 02 Nov Porter Airlines (Canada) Ltd direct
24 Oct - 03 Nov Porter Airlines (Canada) Ltd direct
24 Oct - 02 Nov Porter Airlines (Canada) Ltd direct
15 Oct - 03 Nov Porter Airlines (Canada) Ltd direct
15 Oct - 02 Nov Porter Airlines (Canada) Ltd direct
26 Oct - 02 Nov Porter Airlines (Canada) Ltd direct
29 Oct - 02 Nov Porter Airlines (Canada) Ltd direct

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

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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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