Cheapest one-way flights from Chicago to Montreal in May from $75

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

One-Way flights

07 May Porter Airlines (Canada) Ltd
04 May Porter Airlines (Canada) Ltd
06 May Porter Airlines (Canada) Ltd
03 May Porter Airlines (Canada) Ltd
11 May Porter Airlines (Canada) Ltd
23 May Delta
20 May Delta
13 May Porter Airlines (Canada) Ltd
08 May Porter Airlines (Canada) Ltd
10 May Porter Airlines (Canada) Ltd

Also check the deals for return flights from Chicago to Montreal in May.

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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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