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

Return flights

20 Jun - 24 Jun	Delta
25 Jun - 30 Jun	Delta
20 Jun - 28 Jun	Delta
28 Jun - 01 Jul	Delta
26 Jun - 30 Jun	Air Canada	direct
25 Jun - 30 Jun	Air Canada	direct
27 Jun - 30 Jun	Delta
28 Jun - 03 Jul	Delta
30 Jun - 01 Jul	Delta
29 Jun - 05 Jul	Delta
27 Jun - 01 Jul	Delta
28 Jun - 30 Jun	Delta
24 Jun - 01 Jul	WestJet
19 Jun - 23 Jun	Air Canada	direct
19 Jun - 25 Jun	Air Canada	direct
26 Jun - 01 Jul	Air Canada	direct
24 Jun - 01 Jul	Air Canada	direct
25 Jun - 02 Jul	Air Canada	direct
26 Jun - 03 Jul	Air Canada	direct
27 Jun - 30 Jun	Air Canada	direct

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

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 June from $276

Return flights