Cheapest return flights from Chicago to Montreal in October from 148€

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

Return flights

01 Oct - 06 Oct Porter Airlines (Canada) Ltd
02 Oct - 06 Oct Porter Airlines (Canada) Ltd
03 Oct - 06 Oct Porter Airlines (Canada) Ltd
05 Oct - 06 Oct Porter Airlines (Canada) Ltd
15 Oct - 17 Oct Porter Airlines (Canada) Ltd
15 Oct - 16 Oct Porter Airlines (Canada) Ltd
15 Oct - 19 Oct Porter Airlines (Canada) Ltd
15 Oct - 20 Oct Porter Airlines (Canada) Ltd
15 Oct - 21 Oct Porter Airlines (Canada) Ltd
15 Oct - 23 Oct Porter Airlines (Canada) Ltd
15 Oct - 01 Nov Porter Airlines (Canada) Ltd
15 Oct - 03 Nov Porter Airlines (Canada) Ltd
15 Oct - 05 Nov Porter Airlines (Canada) Ltd
15 Oct - 02 Nov Porter Airlines (Canada) Ltd
15 Oct - 04 Nov Porter Airlines (Canada) Ltd
18 Oct - 01 Nov Porter Airlines (Canada) Ltd
18 Oct - 03 Nov Porter Airlines (Canada) Ltd
18 Oct - 05 Nov Porter Airlines (Canada) Ltd
18 Oct - 02 Nov Porter Airlines (Canada) Ltd
18 Oct - 04 Nov Porter Airlines (Canada) Ltd

Also check the deals for one-way flights from Chicago to Montreal 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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