AirHint found the following cheapest return flights from Chicago (MDW) to Punta Cana (PUJ) in December 2025 (see full year).

Return flights

02 Dec - 10 Dec	Delta
05 Dec - 10 Dec	Frontier Airlines
10 Dec - 15 Dec	Delta
06 Dec - 13 Dec	Frontier Airlines
05 Dec - 09 Dec	Frontier Airlines
06 Dec - 10 Dec	Frontier Airlines
10 Dec - 14 Dec	Southwest Airlines
11 Dec - 15 Dec	Delta
03 Dec - 10 Dec	Delta
13 Dec - 20 Dec	Frontier Airlines
13 Dec - 10 Jan	WestJet
30 Dec - 03 Jan	Frontier Airlines
31 Dec - 03 Jan	Frontier Airlines
29 Dec - 03 Jan	Frontier Airlines
20 Dec - 01 Jan	Frontier Airlines
27 Dec - 03 Jan	Frontier Airlines
26 Dec - 02 Jan	Frontier Airlines
22 Dec - 03 Jan	Frontier Airlines
26 Dec - 03 Jan	Frontier Airlines

Also check the deals for one-way flights from Chicago to Punta Cana 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.

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Cheapest return flights from Chicago to Punta Cana in December from $367

Return flights