Cheapest return flights from Montreal to Chicago in December from $272

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 Air Canada direct
03 Dec - 10 Dec Air Canada direct
04 Dec - 11 Dec Air Canada direct
05 Dec - 12 Dec Air Canada direct
06 Dec - 13 Dec Air Canada direct
09 Dec - 16 Dec Air Canada direct
10 Dec - 17 Dec Air Canada direct
11 Dec - 18 Dec Air Canada direct
16 Dec - 23 Dec Air Canada direct
24 Dec - 31 Dec Air Canada direct
25 Dec - 01 Jan WestJet
25 Dec - 01 Jan Air Canada direct
27 Dec - 03 Jan Air Canada direct
31 Dec - 07 Jan WestJet
30 Dec - 06 Jan Air Canada direct
26 Dec - 02 Jan Air Canada direct
28 Dec - 04 Jan Air Canada direct
29 Dec - 05 Jan WestJet
29 Dec - 05 Jan United direct

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

Skyscanner

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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