Cheapest return flights from Chicago to Montego Bay in April from $369

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

Return flights

11 Apr - 18 Apr Frontier Airlines
11 Apr - 18 Apr Southwest Airlines direct
09 Apr - 13 Apr Frontier Airlines
07 Apr - 13 Apr Southwest Airlines
02 Apr - 06 Apr Frontier Airlines
08 Apr - 10 Apr Southwest Airlines
25 Apr - 28 Apr Delta
06 Apr - 11 Apr Frontier Airlines
05 Apr - 08 Apr Southwest Airlines
02 Apr - 05 Apr Frontier Airlines
29 Apr - 03 May Southwest Airlines
23 Apr - 03 May Porter Airlines (Canada) Ltd

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

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