Cheapest return flights from Chicago to Punta Cana in July from $260

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

Return flights

11 Jul - 17 Jul Southwest Airlines direct
07 Jul - 16 Jul Southwest Airlines direct
19 Jul - 22 Jul Frontier Airlines
19 Jul - 22 Jul Southwest Airlines direct
04 Jul - 12 Jul Frontier Airlines
17 Jul - 22 Jul Frontier Airlines
26 Jul - 02 Aug Frontier Airlines
18 Jul - 21 Jul Frontier Airlines
11 Jul - 14 Jul Frontier Airlines
04 Jul - 11 Jul Frontier Airlines
17 Jul - 21 Jul Frontier Airlines
30 Jul - 04 Aug Frontier Airlines
01 Jul - 31 Aug Frontier Airlines
28 Jul - 06 Aug LATAM Airlines Group

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

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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