Cheapest return flights from Montreal to Chicago in June from $185

AirHint found the following cheapest return flights from Montreal (YUL) to Chicago (MDW) in June 2026 (see full year).

Return flights

03 Jun - 04 Jun Porter Airlines (Canada) Ltd
03 Jun - 05 Jun Porter Airlines (Canada) Ltd
03 Jun - 07 Jun Porter Airlines (Canada) Ltd
05 Jun - 07 Jun Porter Airlines (Canada) Ltd
01 Jun - 03 Jun Porter Airlines (Canada) Ltd
01 Jun - 04 Jun Porter Airlines (Canada) Ltd
03 Jun - 08 Jun Porter Airlines (Canada) Ltd
03 Jun - 09 Jun Porter Airlines (Canada) Ltd
07 Jun - 08 Jun Porter Airlines (Canada) Ltd
07 Jun - 09 Jun Porter Airlines (Canada) Ltd
26 Jun - 03 Jul WestJet
27 Jun - 04 Jul WestJet
28 Jun - 05 Jul WestJet
29 Jun - 06 Jul WestJet
30 Jun - 07 Jul WestJet
11 Jun - 02 Jul Porter Airlines (Canada) Ltd
11 Jun - 01 Jul Porter Airlines (Canada) Ltd
15 Jun - 02 Jul Porter Airlines (Canada) Ltd
15 Jun - 01 Jul Porter Airlines (Canada) Ltd
15 Jun - 03 Jul Porter Airlines (Canada) Ltd

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

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.