Cheapest return flights from Chicago to Punta Cana in May from $310

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

AirHint found the following cheapest return flights from Chicago (ORD) to Punta Cana (PUJ) in May 2025 (see full year).

Return flights

16 May - 21 May United direct
15 May - 20 May American Airlines direct
16 May - 23 May United direct
14 May - 20 May American Airlines
17 May - 20 May American Airlines
27 May - 31 May Spirit Airlines
29 May - 04 Jun Spirit Airlines
28 May - 30 May Spirit Airlines
24 May - 31 May Spirit Airlines
31 May - 05 Jun Spirit Airlines
30 May - 03 Jun Spirit Airlines
31 May - 03 Jun Spirit Airlines
25 May - 30 May American Airlines
21 May - 25 May American Airlines
30 May - 02 Jun Spirit Airlines
29 May - 02 Jun Spirit Airlines
31 May - 05 Jun United direct
31 May - 03 Jun Frontier Airlines direct
30 May - 02 Jun United direct

Also check the deals for one-way flights from Chicago to Punta Cana in May.

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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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