Cheapest return flights from Chicago to Punta Cana in May from $221

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

11 May - 15 May Frontier Airlines direct
05 May - 08 May Frontier Airlines direct
12 May - 16 May Frontier Airlines direct
05 May - 14 May Frontier Airlines direct
06 May - 14 May Frontier Airlines direct
10 May - 14 May American Airlines
10 May - 13 May American Airlines
03 May - 09 May American Airlines
09 May - 12 May American Airlines
08 May - 12 May American Airlines
27 May - 03 Jun American Airlines
30 May - 03 Jun Frontier Airlines direct
28 May - 03 Jun Frontier Airlines direct
27 May - 03 Jun Frontier Airlines direct
28 May - 12 Jun Frontier Airlines direct
28 May - 02 Jun Frontier Airlines
29 May - 02 Jun American Airlines
28 May - 02 Jun Frontier Airlines direct
30 May - 02 Jun Frontier Airlines
29 May - 01 Jun Spirit Airlines

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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