Cheapest one-way flights from Chicago to Punta Cana in December from $157

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

One-Way flights

07 Dec Delta
31 Dec Frontier Airlines
30 Dec Frontier Airlines
11 Dec Frontier Airlines
02 Dec Frontier Airlines
12 Dec Frontier Airlines
03 Dec Southwest Airlines
10 Dec Southwest Airlines
16 Dec Southwest Airlines
23 Dec Frontier Airlines

Also check the deals for return flights from Chicago to Punta Cana in December.

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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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