Cheapest one-way flights from Montreal to Chicago in January from $155

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

One-Way flights

30 Jan Delta
08 Jan Porter Airlines (Canada) Ltd
15 Jan Porter Airlines (Canada) Ltd
19 Jan Porter Airlines (Canada) Ltd
22 Jan Porter Airlines (Canada) Ltd
23 Jan Porter Airlines (Canada) Ltd
26 Jan Porter Airlines (Canada) Ltd
29 Jan Porter Airlines (Canada) Ltd
18 Jan Porter Airlines (Canada) Ltd
25 Jan Porter Airlines (Canada) Ltd

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

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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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