Cheapest one-way flights from Chicago to Punta Cana in June from $150

Best time to book flights for Chicago (MDW) to Punta Cana (PUJ) flights at AirHint

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

One-Way flights

03 Jun Frontier Airlines
02 Jun Frontier Airlines
11 Jun Frontier Airlines
09 Jun Southwest Airlines
13 Jun Southwest Airlines
09 Jun Southwest Airlines direct
18 Jun Southwest Airlines direct
13 Jun Southwest Airlines direct
11 Jun Southwest Airlines direct
12 Jun Southwest Airlines

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

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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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