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A non-stop flight is the most convenient and comfortable way to fly from Chicago to Punta Cana, despite the fact that sometimes flights with transfers can cost significantly less.
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Punta Cana:
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Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
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Unable to find information about the schedule of direct flights from
Chicago — Punta Cana
06/18/2026
Departure
Direct flight
UA1270
starting at $283
Chicago — Punta Cana
06/19/2026
Departure
Direct flight
DM5481
starting at $154
Chicago — Punta Cana
03/24/2026
Departure
Direct flight
F9080
starting at $272
Flights from Chicago to Punta Cana are operated by several airlines — United Airlines, Asian Air, and Frontier Airlines. This allows passengers to flexibly choose flights based on departure time, cost, and additional services. The minimum ticket price starts at $154, making this destination accessible to travelers with different budgets. We help compare all available options in real time, so you can book tickets at the best value for money. The service ensures transparent search and lets you book affordable flights in just a few clicks.
The cheapest one-way flight from Chicago to Punta Cana departs on 06/19/2026, is operated by Asian Air and costs $154
The cheapest roundtrip flight from Chicago to Punta Cana departs on 04/18/2026, is operated by Asian Air and costs $268
Fastest flight from Chicago to Punta Cana takes 4h 45m
There are direct flights on this route 3 days a week: Tu, Th, and Fr
The distance between Chicago and Punta Cana is 3168km (1964 miles). There are 12 direct flights from Chicago to Punta Cana. The time difference between Chicago and Punta Cana is 2h. Flights from Chicago begin at 5:45 AM. The latest flight from Chicago departs at 9:50 AM
We couldn't find any special offers for flights from Chicago to Punta Cana
The cheapest flight ticket from Chicago to Punta Cana according to data for the last 48 hours costs $154
Often the best time to buy tickets from Chicago to Punta Cana is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Punta Cana can be found flying in these months: June, March.
The fastest flights from Chicago to Punta Cana start from 4 hours 45 minutes in the air.
The following airlines operate direct flights on the route Chicago — Punta Cana: United Airlines, Asian Air, Frontier Airlines
The cost of a one-way flight from Chicago to Punta Cana ranges from $154 (June 2026) to $195 (March 2026). On average, the ticket price is about $174–$195.