Cheapest return flights from Montreal to Chicago in May from 278€

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

Return flights

05 May - 12 May United direct
06 May - 13 May United direct
20 May - 27 May United
02 May - 09 May Air Canada direct
24 May - 31 May Air Canada direct
30 May - 06 Jun Air Canada direct
23 May - 30 May Air Canada direct
27 May - 03 Jun Air Canada direct
20 May - 27 May Air Canada direct
26 May - 02 Jun Air Canada direct
09 May - 16 May Air Canada direct
04 May - 11 May WestJet
08 May - 15 May WestJet
28 May - 04 Jun WestJet
29 May - 05 Jun WestJet
31 May - 07 Jun WestJet
31 May - 07 Jun Air Canada direct
28 May - 04 Jun Air Canada direct
29 May - 05 Jun Air Canada direct
25 May - 01 Jun WestJet

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

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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