Cheapest return flights from Chicago to Montego Bay in July from $370

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

Return flights

15 Jul - 18 Jul Southwest Airlines direct
11 Jul - 18 Jul Southwest Airlines direct
05 Jul - 12 Jul Frontier Airlines
22 Jul - 25 Jul Frontier Airlines
28 Jul - 05 Aug Frontier Airlines
31 Jul - 05 Aug Frontier Airlines
26 Jul - 30 Jul Southwest Airlines
11 Jul - 15 Jul Frontier Airlines
25 Jul - 30 Jul Frontier Airlines
25 Jul - 29 Jul Southwest Airlines direct
04 Jul - 07 Jul Frontier Airlines
14 Jul - 20 Jul Frontier Airlines

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

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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