Cheapest one-way flights from Chicago to Punta Cana in May from 155€

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 May 2025 (see full year).

One-Way flights

12 May Frontier Airlines
11 May Frontier Airlines
05 May Delta
07 May Porter Airlines (Canada) Ltd
10 May Southwest Airlines
17 May Southwest Airlines
17 May Southwest Airlines direct
13 May Delta
14 May Frontier Airlines
10 May Southwest Airlines direct

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

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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