Cheapest one-way flights from Montreal to Chicago in October from 95€

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

One-Way flights

06 Oct Porter Airlines (Canada) Ltd
08 Oct Porter Airlines (Canada) Ltd
05 Oct Porter Airlines (Canada) Ltd
15 Oct Porter Airlines (Canada) Ltd
17 Oct Porter Airlines (Canada) Ltd
02 Oct Porter Airlines (Canada) Ltd
03 Oct Porter Airlines (Canada) Ltd
19 Oct Porter Airlines (Canada) Ltd
20 Oct Porter Airlines (Canada) Ltd
22 Oct Porter Airlines (Canada) Ltd

Also check the deals for return 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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