Cheapest one-way flights from Chicago to Montego Bay in December from $195

AirHint found the following cheapest one-way flights from Chicago (MDW) to Montego Bay (MBJ) in December 2025 (see full year).

One-Way flights

15 Dec Frontier Airlines
14 Dec Frontier Airlines
13 Dec Southwest Airlines
12 Dec Frontier Airlines
18 Dec Frontier Airlines
17 Dec Frontier Airlines
16 Dec Southwest Airlines
20 Dec Frontier Airlines

Also check the deals for return flights from Chicago to Montego Bay in December.

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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