Flights from Chicago to Punta Cana from $119

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Airfare Deals Chicago to Punta Cana

On HolidayPrice.com you will find 4 direct and 4 connecting flights from Chicago to Punta Cana at a price of from $119. You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out CHI - PUJ flight schedule to find best flight time, convenient departure and arrival airports.

Sun

The cost of airline tickets from Chicago to Punta Cana (Dominican Republic) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Punta Cana.

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Cheap flights to Punta Cana
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One way flight from Chicago to Punta Cana

Below are the prices of tickets for direct one-way flights from Chicago to Punta Cana. The cheapest flight from Chicago to Punta Cana starts from $119 – the departure date for this flight is 22 May 2025.

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05.06.2025 Thursday

from $233 Kupi.com

Economy Found yesterday

1 Stopover 34 hours 54 min

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*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Chicago to Punta Cana

You can buy a round-trip ticket from Chicago to Punta Cana (Dominican Republic) and back using the table below. The best offer starts from $370, the flight dates are: there on 22 May 2025 year and back on 25 May 2025 year.

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Frontier Airlines F9 80 Day flight

Departure 26.05.25 11:45, Mo

1 Stopover Trip 5 days

Return 31.05.25 16:42, Sa

Find Flights from $302

*Prices include: baggage, hand luggage, airline fees and charges.

Not found promotions and sales.

Flight Schedule Chicago to Punta Cana 2025

The current flight schedule for the route from Chicago to Punta Cana for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

More than 4 flights every day, from 4hours 25min. Local departure and arrival times are indicated.

06:00 → 11:36

Frontier Airlines F980

ORD → PUJ

Mo Tu We Th Fr Sa Su

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06:00 → 11:29

Frontier Airlines F980

ORD → PUJ

- Tu We Th - - -

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06:10 → 12:00

Frontier Airlines F980

ORD → PUJ

Mo - We - - - -

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08:05 → 13:30

American Airlines AA2841

ORD → PUJ

Mo Tu We Th - - Su

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08:25 → 13:55

American Airlines AA2841

ORD → PUJ

Mo Tu We Th Fr Sa Su

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08:30 → 13:55

Southwest Airlines WN2682

MDW → PUJ

- - - - - Sa -

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09:05 → 14:30

Southwest Airlines WN2682

MDW → PUJ

Mo Tu We Th Fr - Su

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09:23 → 15:05

United Airlines UA1270

ORD → PUJ

Mo Tu We Th Fr Sa Su

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*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Punta Cana from Chicago takes 04:45 minutes (excluding transfers). The distance between Chicago and Punta Cana is 1965 miles (3164 kilometers). Planes depart from Chicago between 07:35 and 18:20. The fastest flight from the company American Airlines with flight number AA 317. Flies for just 04:18 minutes with departure from O'Hare and arrival in .

Airlines

Direct flight

There are 4 airlines that fly directly from Chicago to Punta Cana. The most popular company carrying out non-stop flights is Southwest Airlines.

Southwest Airlines: WN 226, WN 2682, WN 2692
Frontier Airlines: F9 80
American Airlines: AA 317
United Airlines: UA 1663, UA 1828

*Flight number

Flights with Transfers

Flights with transfers from Chicago to Punta Cana can be bought from 4 airlines:

Southwest Airlines: Detroit, Philadelphia
United Airlines: Philadelphia, Hamilton, Detroit
Copa Airlines: Panama City
American Airlines: Philadelphia

*Transit cities

Airports

Airports serving the air communication between Chicago and Punta Cana. You can fly to Punta Cana from 2 Chicago airports. Planes arrive at 1 airport in Punta Cana.

Chicago airports:

Chicago Midway ~ 14 km* from $ 220O'Hare ~ 25 km* from $ 138

Punta Cana airports:

~ km*

*Distance from the airport to the city center

Aircraft

You can fly from Chicago to Punta Cana on board of 4 airlines that utilize 4 aircraft models.

Airbus A320
Boeing 737-700

Boeing 737-800
Boeing 737-900

Connecting cities

The list of cities on transfer flights to Punta Cana from Chicago. The best options are to fly through: Detroit, Philadelphia, Panama City, New York.

Detroit
Philadelphia

Panama City
New York

Cheap airline tickets from Chicago to Dominican Republic

Here is a list of flights from Chicago to Dominican Republic purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

Chicago - Punta Cana AA 317 American Airlines Boeing 737-800

17:25 O'Hare

in a way 4 hours 18 min Direct

21:43

Flights
from $119 22 May 2025

Chicago - Santo Domingo AA 1308 American Airlines Airbus A321

20:55 O'Hare

in a way 7 hours 3 min 1 Stopover

03:58 Las Americas

Flights
from $166 26 May 2025

Chicago - Puerto Plata AC 7610 Air Canada Embraer EMB 175

15:25 O'Hare

in a way 8 hours 20 min 1 Stopover

23:45 La Union Airport

Flights
from $222 26 May 2025

Chicago - La Romana AA 975 American Airlines Boeing 737-800

14:45 O'Hare

in a way 7 hours 25 min 1 Stopover

22:10 La Romana Airport

Flights
from $417 26 May 2025

All flights from Chicago

Flights from United States to Punta Cana

Here are the cheapest flight bookings from United States to Punta Cana made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

New York - Punta Cana B6 869 JetBlue Airways Airbus A320

12:55 John F. Kennedy

in a way 3 hours 42 min Direct