Cheapest return flights from Montreal to Chicago in October from $436

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

Return flights

29 Oct - 05 Nov Porter Airlines (Canada) Ltd
30 Oct - 06 Nov Porter Airlines (Canada) Ltd
31 Oct - 07 Nov Porter Airlines (Canada) Ltd
31 Oct - 03 Nov Porter Airlines (Canada) Ltd
31 Oct - 04 Nov Air Transat
29 Oct - 04 Nov Porter Airlines (Canada) Ltd
29 Oct - 03 Nov Porter Airlines (Canada) Ltd
30 Oct - 04 Nov Porter Airlines (Canada) Ltd
30 Oct - 03 Nov Porter Airlines (Canada) Ltd
29 Oct - 02 Nov Porter Airlines (Canada) Ltd
28 Oct - 28 Oct United
25 Oct - 31 Oct Porter Airlines (Canada) Ltd
25 Oct - 27 Oct Porter Airlines (Canada) Ltd
25 Oct - 28 Oct Air Transat
25 Oct - 31 Oct Air Canada direct
25 Oct - 28 Oct United direct
25 Oct - 27 Oct Air Canada direct

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

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