Cheapest one-way flights from Chicago to Montreal in October from $131

AirHint found the following cheapest one-way flights from Chicago (MDW) to Montreal (YUL) in October 2026 (see full year).

One-Way flights

02 Oct Porter Airlines (Canada) Ltd
04 Oct Porter Airlines (Canada) Ltd
05 Oct Porter Airlines (Canada) Ltd
06 Oct Porter Airlines (Canada) Ltd
07 Oct Porter Airlines (Canada) Ltd
09 Oct Porter Airlines (Canada) Ltd
11 Oct Porter Airlines (Canada) Ltd
13 Oct Porter Airlines (Canada) Ltd
14 Oct Porter Airlines (Canada) Ltd
15 Oct Porter Airlines (Canada) Ltd

Also check the deals for return 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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