AirHint found the following cheapest return flights from Montreal (YUL) to Chicago (ORD) in December 2025 (see full year).

Return flights

02 Dec - 09 Dec	United	direct
07 Dec - 14 Dec	United	direct
17 Dec - 24 Dec	United	direct
18 Dec - 25 Dec	United	direct
23 Dec - 30 Dec	United	direct
04 Dec - 11 Dec	United
05 Dec - 12 Dec	United
09 Dec - 16 Dec	United
10 Dec - 17 Dec	United
03 Dec - 10 Dec	Air Canada	direct
25 Dec - 01 Jan	Air Canada	direct
26 Dec - 02 Jan	Air Canada	direct
27 Dec - 03 Jan	Air Canada	direct
30 Dec - 06 Jan	Air Canada	direct
28 Dec - 04 Jan	Air Canada	direct
31 Dec - 07 Jan	Air Canada	direct
29 Dec - 05 Jan	WestJet
29 Dec - 05 Jan	Air Canada	direct

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

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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Cheapest return flights from Montreal to Chicago in December from 278€

Return flights