Cheapest one-way flights from Montreal to Chicago in December from $147

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

One-Way flights

06 Dec Porter Airlines (Canada) Ltd
05 Dec Porter Airlines (Canada) Ltd
12 Dec Porter Airlines (Canada) Ltd
01 Dec Porter Airlines (Canada) Ltd
11 Dec Porter Airlines (Canada) Ltd
09 Dec Porter Airlines (Canada) Ltd
10 Dec Porter Airlines (Canada) Ltd
13 Dec Porter Airlines (Canada) Ltd
16 Dec Porter Airlines (Canada) Ltd
07 Dec Delta

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

Powered by

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.

Book a cheap hotel in Chicago

Cheap car rent in Chicago

Feel free to contact us with any feedback or request another flight research.