Cheapest return flights from Chicago to Punta Cana in January from 284€

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

Return flights

31 Jan - 07 Feb Southwest Airlines direct
06 Jan - 13 Jan Southwest Airlines
18 Jan - 23 Jan Southwest Airlines
10 Jan - 24 Jan Southwest Airlines
02 Jan - 12 Jan Southwest Airlines
09 Jan - 24 Jan Delta
07 Jan - 14 Jan Southwest Airlines
07 Jan - 10 Jan Frontier Airlines

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

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