Cheapest return flights from Chicago to Punta Cana in November from $331

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

Return flights

01 Nov - 08 Nov Frontier Airlines
29 Nov - 06 Dec Frontier Airlines
01 Nov - 05 Nov Southwest Airlines
15 Nov - 19 Nov Delta
29 Nov - 07 Dec Frontier Airlines
07 Nov - 09 Nov Frontier Airlines
16 Nov - 23 Nov Southwest Airlines
15 Nov - 18 Nov Southwest Airlines
16 Nov - 20 Nov Frontier Airlines
06 Nov - 11 Nov Frontier Airlines
14 Nov - 18 Nov Southwest Airlines
13 Nov - 18 Nov Frontier Airlines
20 Nov - 22 Dec Delta
25 Nov - 02 Dec Delta
24 Nov - 01 Dec Frontier Airlines
28 Nov - 01 Dec Frontier Airlines
24 Nov - 02 Dec Delta

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

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