Cheapest return flights from Chicago to Punta Cana in January from $568

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

Return flights

24 Jan - 31 Jan Frontier Airlines
22 Jan - 28 Jan Delta
25 Jan - 29 Jan Delta
22 Jan - 27 Jan Delta
29 Jan - 01 Feb Frontier Airlines
24 Jan - 31 Jan Southwest Airlines direct
25 Jan - 01 Feb Southwest Airlines

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

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