Cheapest return flights from Chicago to Punta Cana in December from 393€

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

Return flights

09 Dec - 13 Dec Delta
15 Dec - 22 Dec Southwest Airlines
14 Dec - 18 Dec Southwest Airlines
04 Dec - 07 Dec Frontier Airlines
04 Dec - 08 Dec Porter Airlines (Canada) Ltd
11 Dec - 14 Dec Southwest Airlines
19 Dec - 24 Dec Delta
26 Dec - 30 Dec Frontier Airlines
26 Dec - 28 Dec Frontier Airlines
22 Dec - 26 Dec Frontier Airlines
30 Dec - 02 Jan Frontier Airlines
23 Dec - 02 Jan Frontier Airlines
29 Dec - 05 Jan Frontier Airlines
28 Dec - 01 Jan Frontier Airlines
26 Dec - 02 Jan Frontier Airlines
29 Dec - 06 Jan Southwest Airlines

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

Book a cheap hotel in Punta Cana

Cheap car rent in Punta Cana

Feel free to contact us with any feedback or request another flight research.