Cheapest return flights from Chicago to Punta Cana in May from $244

AirHint found the following cheapest return flights from Chicago (ORD) to Punta Cana (PUJ) in May 2026 (see full year).

Return flights

09 May - 16 May Arajet direct
22 May - 30 May Arajet direct
04 May - 10 May Arajet direct
01 May - 03 May Arajet direct
18 May - 23 May Arajet direct
16 May - 23 May Arajet direct
23 May - 30 May Arajet direct
13 May - 17 May Spirit Airlines
01 May - 01 May Arajet
25 May - 29 May Arajet
26 May - 09 Jun Spirit Airlines
26 May - 05 Jun Spirit Airlines
31 May - 05 Jun American Airlines
26 May - 11 Jun Spirit Airlines
26 May - 12 Jun Spirit Airlines
31 May - 09 Jun Spirit Airlines
26 May - 01 Jun Spirit Airlines
13 May - 01 Jun Spirit Airlines
14 May - 01 Jun Spirit Airlines
23 May - 09 Jun Spirit Airlines

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

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