Cheapest return flights from Chicago to Montego Bay in May from $317

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

Return flights

12 May - 13 May Spirit Airlines
10 May - 13 May Delta
10 May - 13 May American Airlines direct
20 May - 25 May Spirit Airlines
12 May - 18 May Spirit Airlines
07 May - 13 May Spirit Airlines
30 May - 06 Jun Air Canada
28 May - 31 May Air Canada
12 May - 17 May United
08 May - 11 May Air Canada
14 May - 18 May Air Canada
20 May - 09 Jun Spirit Airlines
30 May - 06 Jun United direct
30 May - 09 Jun Spirit Airlines
30 May - 10 Jun Spirit Airlines
30 May - 18 Jun Spirit Airlines
31 May - 09 Jun Spirit Airlines
20 May - 06 Jun Spirit Airlines
31 May - 10 Jun Spirit Airlines
31 May - 18 Jun Spirit Airlines

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

Powered by

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.

Book a cheap hotel in Montego Bay

Cheap car rent in Montego Bay

Feel free to contact us with any feedback or request another flight research.