Cheapest return flights from Chicago to Toronto in October from 146€

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

Return flights

07 Oct - 16 Oct Porter Airlines (Canada) Ltd direct
08 Oct - 16 Oct Porter Airlines (Canada) Ltd direct
31 Oct - 03 Nov Porter Airlines (Canada) Ltd direct
22 Oct - 27 Oct Porter Airlines (Canada) Ltd direct
24 Oct - 27 Oct Porter Airlines (Canada) Ltd direct
14 Oct - 18 Oct Porter Airlines (Canada) Ltd direct
14 Oct - 17 Oct Porter Airlines (Canada) Ltd direct
29 Oct - 04 Nov Porter Airlines (Canada) Ltd direct
29 Oct - 03 Nov Porter Airlines (Canada) Ltd direct
24 Oct - 26 Oct Porter Airlines (Canada) Ltd direct
17 Oct - 20 Oct Porter Airlines (Canada) Ltd direct
23 Oct - 26 Oct Porter Airlines (Canada) Ltd direct
03 Oct - 08 Oct Porter Airlines (Canada) Ltd direct
16 Oct - 05 Nov Porter Airlines (Canada) Ltd direct
16 Oct - 04 Nov Porter Airlines (Canada) Ltd direct
16 Oct - 06 Nov Porter Airlines (Canada) Ltd direct
27 Oct - 07 Nov Porter Airlines (Canada) Ltd direct
27 Oct - 05 Nov Porter Airlines (Canada) Ltd direct
27 Oct - 04 Nov Porter Airlines (Canada) Ltd direct
27 Oct - 06 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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