Cheapest one-way flights from Chicago to Punta Cana in June from $259

AirHint found the following cheapest one-way flights from Chicago (MDW) to Punta Cana (PUJ) in June 2026 (see full year).

One-Way flights

30 Jun Southwest Airlines
15 Jun Southwest Airlines direct
30 Jun Southwest Airlines direct
01 Jun Southwest Airlines

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

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