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.
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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More than 7 airlines operate flights from Chicago to Punta Cana, including American Airlines, Asian Air, Frontier Airlines, United Airlines, JetBlue Airways, Spirit Airlines, and Air Canada. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $119, 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.
Chicago — Punta Cana
CHI — PUJ
02/09/2026
Departure
Direct flight
AA2256
starting at $303
Chicago — Punta Cana
CHI — PUJ
02/14/2026
Departure
Direct flight
DM5421
starting at $166
Chicago — Punta Cana
CHI — PUJ
03/14/2026
Departure
Direct flight
F980
starting at $407
Chicago — Punta Cana
CHI — PUJ
04/05/2026
Departure
Direct flight
F980
starting at $126
Chicago — Punta Cana
CHI — PUJ
02/24/2026
Departure
Direct flight
UA1862
starting at $267
Chicago — Punta Cana
CHI — PUJ
02/25/2026
Departure
Direct flight
UA1862
starting at $2,810
Chicago — Punta Cana
CHI — PUJ
02/26/2026
Departure
Direct flight
UA1862
starting at $414
Unable to find information about the schedule of direct flights from
The cheapest one-way flight from Chicago to Punta Cana departs on 02/25/2026, is operated by JetBlue Airways and costs $119
Cheapest round trip flight
$306
Air Canada
1 layover
1d 4h 33m
03/22/2026
The cheapest roundtrip flight from Chicago to Punta Cana departs on 03/22/2026, is operated by Air Canada and costs $306
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 6 days a week: Su, Mo, Tu, We, Th, and Sa
Earliest flight
5:45 AM
Latest flight
9:50 AM
Direct flights count
12
Distance
3168km
Timezone difference
2h
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
What is the cheapest price 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 $119
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: February.
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: American Airlines, Asian Air, Frontier Airlines
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
