Cheapest return flights from Montreal to Chicago in February from $185

AirHint found the following cheapest return flights from Montreal (YUL) to Chicago (MDW) in February 2026 (see full year).

Return flights

02 Feb - 06 Feb Porter Airlines (Canada) Ltd
02 Feb - 09 Feb Porter Airlines (Canada) Ltd
02 Feb - 20 Feb Porter Airlines (Canada) Ltd
05 Feb - 06 Feb Porter Airlines (Canada) Ltd
05 Feb - 20 Feb Porter Airlines (Canada) Ltd
18 Feb - 20 Feb Porter Airlines (Canada) Ltd
18 Feb - 01 Mar Porter Airlines (Canada) Ltd
22 Feb - 01 Mar Porter Airlines (Canada) Ltd
24 Feb - 01 Mar Porter Airlines (Canada) Ltd
18 Feb - 06 Mar Porter Airlines (Canada) Ltd
22 Feb - 06 Mar Porter Airlines (Canada) Ltd
24 Feb - 06 Mar Porter Airlines (Canada) Ltd
02 Feb - 05 Feb Porter Airlines (Canada) Ltd
09 Feb - 20 Feb Porter Airlines (Canada) Ltd
09 Feb - 01 Mar Porter Airlines (Canada) Ltd
02 Feb - 19 Feb Porter Airlines (Canada) Ltd
02 Feb - 22 Feb Porter Airlines (Canada) Ltd
18 Feb - 03 Mar Porter Airlines (Canada) Ltd
18 Feb - 04 Mar Porter Airlines (Canada) Ltd
22 Feb - 03 Mar Porter Airlines (Canada) Ltd

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

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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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