Cheapest return flights from Chicago to Montego Bay in October from 373€

AirHint found the following cheapest return flights from Chicago (MDW) to Montego Bay (MBJ) in October 2025 (see full year).

Return flights

27 Oct - 02 Nov Southwest Airlines
29 Oct - 01 Nov Delta
19 Oct - 22 Oct Southwest Airlines
21 Oct - 24 Oct Southwest Airlines
24 Oct - 31 Oct Southwest Airlines
23 Oct - 26 Oct Frontier Airlines
21 Oct - 28 Oct Frontier Airlines
17 Oct - 21 Oct Frontier Airlines
20 Oct - 27 Oct Southwest Airlines

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

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