Cheapest return flights from Chicago to Montreal in May from $359

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

Return flights

07 May - 10 May Air Canada direct
15 May - 29 May WestJet
13 May - 16 May WestJet
23 May - 26 May WestJet
22 May - 26 May WestJet
13 May - 16 May Air Canada direct
15 May - 29 May Air Canada direct
23 May - 26 May United direct
23 May - 25 May WestJet
21 May - 24 May WestJet

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

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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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