Cheapest return flights from Chicago to Montego Bay in August from $384

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

Return flights

18 Aug - 21 Aug Southwest Airlines
09 Aug - 16 Aug Frontier Airlines
06 Aug - 13 Aug Frontier Airlines
09 Aug - 13 Aug Frontier Airlines
05 Aug - 13 Aug Frontier Airlines
02 Aug - 09 Aug Frontier Airlines
10 Aug - 13 Aug Frontier Airlines
18 Aug - 23 Aug Frontier Airlines
15 Aug - 18 Aug Frontier Airlines
11 Aug - 15 Aug Frontier Airlines
29 Aug - 05 Sep Frontier Airlines
24 Aug - 01 Sep Frontier Airlines

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

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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