Cheapest one-way flights from Chicago to Montego Bay in December from $310

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

One-Way flights

30 Dec Southwest 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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