Cheapest one-way flights from Chicago to Punta Cana in August from $240

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 August 2025 (see full year).

One-Way flights

11 Aug Delta
20 Aug Delta
17 Aug Delta
26 Aug Delta
13 Aug Delta
31 Aug Delta
19 Aug Delta
12 Aug Delta
25 Aug Delta
18 Aug Delta

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

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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