Cheapest return flights from Chicago to Montego Bay in August from $437

Best time to book flights for Chicago (MDW) to Montego Bay (MBJ) flights at AirHint

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

Return flights

15 Aug - 18 Aug Frontier Airlines
30 Aug - 01 Sep Frontier Airlines
10 Aug - 14 Aug Frontier Airlines
07 Aug - 14 Aug Frontier Airlines
02 Aug - 06 Aug Frontier Airlines
06 Aug - 10 Aug Frontier Airlines
19 Aug - 23 Aug WestJet

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

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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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