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

Return flights

24 Aug - 31 Aug	Frontier Airlines
27 Aug - 30 Aug	Frontier Airlines
09 Aug - 13 Aug	Frontier Airlines
09 Aug - 12 Aug	Frontier Airlines
02 Aug - 06 Aug	Frontier Airlines
11 Aug - 15 Aug	Frontier Airlines
08 Aug - 15 Aug	Frontier Airlines
07 Aug - 11 Aug	Frontier Airlines
01 Aug - 08 Aug	Frontier Airlines
29 Aug - 03 Sep	Delta
15 Aug - 19 Aug	Porter Airlines (Canada) Ltd

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

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 August from $346

Return flights