Cheapest return flights from Chicago to Punta Cana in August from $342

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

Return flights

17 Aug - 20 Aug Southwest Airlines
09 Aug - 12 Aug Frontier Airlines
16 Aug - 21 Aug Frontier Airlines
10 Aug - 16 Aug Frontier Airlines
08 Aug - 12 Aug Frontier Airlines
18 Aug - 27 Aug Southwest Airlines
10 Aug - 14 Aug Frontier Airlines
19 Aug - 26 Aug Southwest Airlines
30 Aug - 04 Sep Frontier Airlines
15 Aug - 22 Aug Frontier Airlines
02 Aug - 09 Aug Frontier Airlines
24 Aug - 02 Sep Southwest Airlines
27 Aug - 02 Sep Southwest Airlines
27 Aug - 01 Sep Southwest Airlines

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

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.

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