Cheapest one-way flights from Chicago to Punta Cana in June from $189

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

One-Way flights

11 Jun Frontier Airlines
15 Jun Frontier Airlines
05 Jun Porter Airlines (Canada) Ltd
12 Jun Porter Airlines (Canada) Ltd
07 Jun Frontier Airlines
14 Jun Southwest Airlines
26 Jun Southwest Airlines direct
17 Jun Southwest Airlines
12 Jun Southwest Airlines direct
15 Jun Southwest Airlines direct

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

Powered by

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.

Book a cheap hotel in Punta Cana

Cheap car rent in Punta Cana

Feel free to contact us with any feedback or request another flight research.