Cheapest one-way flights from Chicago to Punta Cana in January from $153

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

One-Way flights

01 Jan Frontier Airlines
30 Jan Frontier Airlines
29 Jan Frontier Airlines
27 Jan Delta
26 Jan Delta
28 Jan Frontier Airlines
16 Jan Frontier Airlines
15 Jan Porter Airlines (Canada) Ltd

Also check the deals for return flights from Chicago to Punta Cana in January.

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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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