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

Return flights

04 Dec - 07 Dec	Porter Airlines (Canada) Ltd
07 Dec - 17 Dec	Delta
08 Dec - 17 Dec	Delta
08 Dec - 18 Dec	Delta
08 Dec - 19 Dec	Delta
05 Dec - 17 Dec	Delta
03 Dec - 09 Dec	Porter Airlines (Canada) Ltd
03 Dec - 07 Dec	Porter Airlines (Canada) Ltd
10 Dec - 14 Dec	Porter Airlines (Canada) Ltd
03 Dec - 17 Dec	Delta

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 $509

Return flights