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

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
24 Dec - 30 Dec Frontier Airlines
05 Dec - 09 Dec Frontier Airlines
24 Dec - 31 Dec Frontier Airlines
06 Dec - 12 Dec Southwest Airlines
05 Dec - 11 Dec Southwest Airlines
03 Dec - 10 Dec Delta
12 Dec - 14 Dec Frontier Airlines
11 Dec - 14 Dec Frontier Airlines
27 Dec - 03 Jan Porter Airlines (Canada) Ltd
30 Dec - 03 Jan Frontier Airlines
26 Dec - 02 Jan Frontier Airlines
29 Dec - 03 Jan Porter Airlines (Canada) Ltd
26 Dec - 03 Jan Frontier Airlines
28 Dec - 05 Jan WestJet

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

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