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

Return flights

10 Dec - 15 Dec	Frontier Airlines
04 Dec - 09 Dec	Frontier Airlines
25 Dec - 30 Dec	Frontier Airlines
30 Dec - 03 Jan	Frontier Airlines
23 Dec - 30 Dec	Frontier Airlines
24 Dec - 30 Dec	Frontier Airlines
23 Dec - 27 Dec	Frontier Airlines
26 Dec - 31 Dec	Frontier Airlines

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

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.

Book a cheap hotel in Montego Bay

Cheap car rent in Montego Bay

Cheapest return flights from Chicago to Montego Bay in December from $496

Return flights