Cheapest return flights from Montreal to Chicago in January from $141
AirHint found the following cheapest return flights from Montreal (YUL) to Chicago (MDW)
in January 2026 (see full year ).
Return flights
12 Jan
- 19 Jan
Porter Airlines (Canada) Ltd
$ 141
22 Jan
- 26 Jan
Porter Airlines (Canada) Ltd
$ 142
23 Jan
- 26 Jan
Porter Airlines (Canada) Ltd
$ 142
16 Jan
- 23 Jan
Porter Airlines (Canada) Ltd
$ 142
09 Jan
- 29 Jan
Porter Airlines (Canada) Ltd
$ 185
09 Jan
- 27 Jan
Porter Airlines (Canada) Ltd
$ 185
26 Jan
- 29 Jan
Porter Airlines (Canada) Ltd
$ 185
26 Jan
- 30 Jan
Porter Airlines (Canada) Ltd
$ 185
26 Jan
- 27 Jan
Porter Airlines (Canada) Ltd
$ 185
29 Jan
- 30 Jan
Porter Airlines (Canada) Ltd
$ 185
26 Jan
- 01 Feb
Porter Airlines (Canada) Ltd
$ 185
26 Jan
- 02 Feb
Porter Airlines (Canada) Ltd
$ 185
26 Jan
- 06 Feb
Porter Airlines (Canada) Ltd
$ 185
26 Jan
- 09 Feb
Porter Airlines (Canada) Ltd
$ 185
29 Jan
- 01 Feb
Porter Airlines (Canada) Ltd
$ 185
29 Jan
- 02 Feb
Porter Airlines (Canada) Ltd
$ 185
29 Jan
- 06 Feb
Porter Airlines (Canada) Ltd
$ 185
29 Jan
- 09 Feb
Porter Airlines (Canada) Ltd
$ 185
12 Jan
- 01 Feb
Porter Airlines (Canada) Ltd
$ 185
22 Jan
- 01 Feb
Porter Airlines (Canada) Ltd
$ 185
Also check the deals for one-way flights from Montreal to Chicago in January .
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.
Find us on social media
Feel free to contact us with any feedback or request another flight research.
Find us on social media