A direct 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.
Schedule of direct flights from Chicago to Punta Cana
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Punta Cana:
Chicago airports overview
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Punta Cana airports overview
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Frequently asked questions (FAQ)
Answers to questions about the route that travelers are most interested in.
Special offers and sales on air tickets from Chicago to Punta Cana
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.
Alternative routes
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Cheapest one way flight
$112
Asian Air
Direct flight
4h 45m
02/18/2026
The cheapest one-way flight from Chicago to Punta Cana departs on 02/18/2026, is operated by Asian Air and costs $112
Cheapest round trip flight
$260
JetBlue Airways
1 transfer
18h 11m
09/17/2026
The cheapest roundtrip flight from Chicago to Punta Cana departs on 09/17/2026, is operated by JetBlue Airways and costs $260
The fastest flight
4h 45m
Fastest flight from Chicago to Punta Cana takes 4h 45m
Direct flights
Several times a week
There are direct flights on this route 2 days a week: Mo and We
Earliest flight
7:52 AM
Latest flight
9:30 AM
Direct flights count
11
Distance
3168km
Timezone difference
2h
The distance between Chicago and Punta Cana is 3168km (1964 miles). There are 11 direct flights from Chicago to Punta Cana. The time difference between Chicago and Punta Cana is 2h. Flights from Chicago begin at 7:52 AM. The latest flight from Chicago departs at 9:30 AM
More than 4 airlines operate flights from Chicago to Punta Cana, including Frontier Airlines, Asian Air, JetBlue Airways, and Spirit Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $112, and our service lets you instantly compare all options. The variety of offers simplifies planning: you can choose budget fares or more comfortable options with baggage included or extra services. We help you find the best deals so your trip is cost-efficient.
How much is the cheapest flight ticket from Chicago to Punta Cana?
The cheapest flight ticket from Chicago to Punta Cana according to data for the last 48 hours costs $112
When is the best time to buy air tickets on the route Chicago — Punta Cana?
Often the best time to buy tickets from Chicago to Punta Cana is 2 months before departure.
When is the cheapest time of year to fly from Chicago to Punta Cana?
Based on statistics over the past years, the lowest prices for flights from Chicago to Punta Cana can be found flying in these months: January.
How long does it take to fly from Chicago to Punta Cana?
The fastest flights from Chicago to Punta Cana start from 4 hours 45 minutes in the air.
Which airline can fly direct from Chicago to Punta Cana?
The following airlines operate direct flights on the route Chicago — Punta Cana: Frontier Airlines, Asian Air
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to Punta Cana
