Cheapest return flights from Montreal to Chicago in October from 110€

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

Return flights

15 Oct - 22 Oct Porter Airlines (Canada) Ltd
17 Oct - 24 Oct Porter Airlines (Canada) Ltd
01 Oct - 08 Oct Porter Airlines (Canada) Ltd
21 Oct - 28 Oct Porter Airlines (Canada) Ltd
23 Oct - 30 Oct Porter Airlines (Canada) Ltd
21 Oct - 29 Oct Porter Airlines (Canada) Ltd
01 Oct - 02 Oct Porter Airlines (Canada) Ltd
01 Oct - 06 Oct Porter Airlines (Canada) Ltd
01 Oct - 16 Oct Porter Airlines (Canada) Ltd
01 Oct - 20 Oct 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
17 Oct - 03 Nov Porter Airlines (Canada) Ltd
17 Oct - 05 Nov Porter Airlines (Canada) Ltd
17 Oct - 07 Nov Porter Airlines (Canada) Ltd
17 Oct - 02 Nov Porter Airlines (Canada) Ltd
17 Oct - 04 Nov Porter Airlines (Canada) Ltd
17 Oct - 06 Nov Porter Airlines (Canada) Ltd

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

Skyscanner

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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