Cheapest return flights from Montreal to Chicago in September from 148€

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

Return flights

25 Sep - 28 Sep Air Canada direct
23 Sep - 29 Sep Air Canada direct
25 Sep - 29 Sep Air Canada direct
23 Sep - 24 Sep Air Canada direct
16 Sep - 23 Sep United direct
17 Sep - 24 Sep United direct
20 Sep - 27 Sep Air Canada direct
22 Sep - 29 Sep United direct
23 Sep - 30 Sep Air Canada direct
20 Sep - 27 Sep United
24 Sep - 01 Oct United direct
30 Sep - 07 Oct United direct
28 Sep - 05 Oct United direct
06 Sep - 11 Oct Delta
06 Sep - 11 Oct Air Canada direct
07 Sep - 12 Oct United direct
08 Sep - 05 Oct Air Canada direct
08 Sep - 12 Oct Air Canada direct
27 Sep - 04 Oct Air Canada direct
29 Sep - 06 Oct Air Canada direct

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

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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