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Cheap Flights from Chicago to Punta Cana

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Compare Chicago to Punta Cana flight deals

Find the cheapest month or even day of the year to fly to Punta Cana

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Flight deals from Chicago to Punta Cana

Looking for a cheap last-minute deal or the best return flight from Chicago to Punta Cana? Find the lowest prices on one-way and return tickets right here.
Punta Cana.$356 per passenger.Departing Fri, 25 Apr, returning Wed, 30 Apr.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Fri, 25 Apr, arriving in Punta Cana.Inbound direct flight with Frontier Airlines departs from Punta Cana on Wed, 30 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From $356, select.
Punta Cana.$356 per passenger.Departing Tue, 29 Apr, returning Fri, 2 May.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Tue, 29 Apr, arriving in Punta Cana.Inbound direct flight with Frontier Airlines departs from Punta Cana on Fri, 2 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $356, select.
Punta Cana.$356 per passenger.Departing Sat, 10 May, returning Tue, 13 May.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sat, 10 May, arriving in Punta Cana.Inbound direct flight with Frontier Airlines departs from Punta Cana on Tue, 13 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $356, select.
Punta Cana.$357 per passenger.Departing Tue, 5 Aug, returning Thu, 14 Aug.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Tue, 5 Aug, arriving in Punta Cana.Inbound direct flight with Frontier Airlines departs from Punta Cana on Thu, 14 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $357, select.
Punta Cana.$392 per passenger.Departing Sun, 13 Jul, returning Wed, 16 Jul.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sun, 13 Jul, arriving in Punta Cana.Inbound direct flight with United departs from Punta Cana on Wed, 16 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $392, select.
Punta Cana.$470 per passenger.Departing Tue, 27 May, returning Wed, 4 Jun.Return flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Tue, 27 May, arriving in Punta Cana.Inbound indirect flight with Spirit Airlines, departs from Punta Cana on Wed, 4 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $470, select.
Punta Cana.$514 per passenger.Departing Mon, 16 Jun, returning Tue, 24 Jun.Return flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Mon, 16 Jun, arriving in Punta Cana.Inbound indirect flight with Spirit Airlines, departs from Punta Cana on Tue, 24 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $514, select.
Punta Cana.$519 per passenger.Departing Wed, 4 Jun, returning Thu, 12 Jun.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 4 Jun, arriving in Punta Cana.Inbound direct flight with United departs from Punta Cana on Thu, 12 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $519, select.

Find the cheapest month to fly from Chicago to Punta Cana

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Punta Cana flights are currently cheapest in April.
Apr
from $356
May
from $356
Jun
from $514
Jul
from $392
Aug
from $357
Sep
from $596
Oct
from $799
Nov
from $773
Dec
from $785
Jan
from $846
Feb
from $824
Mar
from $1,124

Direct flights from Chicago to Punta Cana

Chicago to Punta Cana: Alternative routes

Compare routes from Chicago to Punta Cana below. You may find an airport to fly into that's cheaper, faster, or easier than Punta Cana.

Chicago to Punta Cana: Flight information

The things to know before you go.
Cheapest flight found$356
Cheapest month to flyApril
Average flight time4 hrs, 32 mins
Most popular airlineAmerican Airlines
Average flights per week24

Finding cheap flights from Chicago to Punta Cana: Frequently asked questions

The best price we found for a return flight from Chicago to Punta Cana is $356. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 32 minutes is the average flight time from Chicago to Punta Cana.
American Airlines, United and Frontier Airlines fly direct from Chicago to Punta Cana.
As of April 2025, there are 24 flights per week flying from Chicago to Punta Cana.
The cheapest month to fly from Chicago to Punta Cana is usually April 2025.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Punta Cana Airport on Friday, 25 April 2025.
Yes – the average flight time is 4 hours and 32 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Punta Cana but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Punta Cana is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Punta Cana is Frontier Airlines .

Travelling from Chicago to Punta Cana International Airport (PUJ): what you need to know

  • Chicago has a couple of airports where you can start your adventure. Explore your options for booking a flight from Chicago to Punta Cana International Airport (PUJ) leaving from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).

  • 4 hours 34 minutes is the average journey time for a direct flight from Chicago to Punta Cana International Airport.

  • Punta Cana is 1 hour ahead of Chicago. Punta Cana International Airport is located in Punta Cana, which operates on the UTC-4 timezone.

  • The most popular route is from O'Hare International Airport (ORD) to Punta Cana International Airport (PUJ), with 23 direct weekly services. If you want to get going as soon as possible, the earliest flight from ORD to PUJ is the 05:15 Frontier Airlines option. If you prefer travelling later, the final departure is at 10:45 with United.

  • Arrive at the airport on time so you don't miss your flight from Chicago to PUJ. Be there at least two hours ahead for international flights and an hour early for domestic departures to prevent a last-minute sprint to your gate.

  • If you're getting away during a popular month like August, be at the airport even earlier. It's wise to arrive up to four hours before an international flight and two hours ahead of domestic departures. Check-in and security lines are longer during holiday periods like Thanksgiving, Christmas and New Year.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) will have you travelling directly to your destination. Nonstop flights from Chicago to Punta Cana International Airport (PUJ) depart from this terminal.

  • Popular airlines that have direct flights from Chicago to Punta Cana International Airport leaving from ORD include:

  • Think about adding a stopover to potentially find a cheaper flight from Chicago to PUJ. Simply deselect 'Direct flights only' when searching for departures from O'Hare International Airport (ORD). Take a break (and maybe save some cash) by stopping at one of these popular airports:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Orlando International Airport (MCO)

    • Charlotte Douglas International Airport (CLT)

  • The distance from central Chicago to ORD is around 40 kilometres. Use travel apps like Google Maps for the fastest route, whether you prefer to drive or use public transport.

  • Planning to catch an early flight from Chicago to Punta Cana International Airport? Avoid the stress of rushing to the terminal (and enjoy a little extra shut-eye) by picking one of these hotels near O'Hare International Airport:

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) operates nonstop flights from Chicago to Punta Cana International Airport (PUJ).

  • You can pick from a variety of airlines that offer direct flights from Chicago to PUJ departing from MDW. Set off with any of these carriers and skip the connections:

  • Split up your flight from Chicago to Punta Cana International Airport with a stop so you can freshen up or cross a new place off your list. Some popular stopovers between Chicago Midway International Airport and PUJ include:

    • Charlotte Douglas International Airport (CLT)

    • Detroit Metropolitan Wayne County Airport (DTW)

    • Miami International Airport (MIA)

  • You can reach MDW from the centre of Chicago in approximately 21 minutes by car (depending on traffic conditions). The journey by public transport will take roughly 46 minutes to cover the 19 kilometres or so.

  • Kick off your holiday early with an extra night away from home. Before your flight from Chicago to PUJ, kick back in one of these hotels near Chicago Midway International Airport:

About Punta Cana International Airport (PUJ)

Getting from Punta Cana International Airport (PUJ) to central Punta Cana

  • Punta Cana International Airport to central Punta Cana is about 28 minutes by car. It's approximately 19 kilometres away. Find out what options are available, such as car rentals, cabs or ride-sharing services.

How to find the cheapest flights from Chicago to Punta Cana International Airport (PUJ)

  • $164 is the lowest price we've seen for a one-way ticket from Chicago to Punta Cana International Airport. Return flights start from $356. Prices may vary depending on availability at the time of booking.

  • You're more likely to score flight tickets from Chicago to PUJ when you book 8 months before your departure date. We crunched the flight price data and found that's when fares for this route tend to be at their lowest.

  • To snag the best deal on your tickets from Chicago to Punta Cana International Airport, book your trip for May (it's when flights are cheapest). Have flexibility with your dates? Use the 'Whole month' function to find the most affordable day to fly.

  • Finding a cheap ticket from Chicago to PUJ is a piece of cake with Price Alerts. All you need to do is set up one of these automatic alerts and we'll let you know as soon as the price has fallen.

  • Take advantage of the filters to find your ideal trip. To see the 'Best,' 'Fastest' or 'Cheapest' flights from Chicago to Punta Cana International Airport, use the 'Sort by' function. You can also filter results by departure and arrival times, airline, and journey duration.

The best time to fly from Chicago to Punta Cana International Airport (PUJ)

  • May is the quietest time to travel to Punta Cana. Alternatively, follow the crowds and go in July. This is the most popular month for flights from Chicago to Punta Cana International Airport, but the best time to go is your call.

  • The warmest month in Punta Cana is September, with the temperature ranging between 25ºC and 32ºC. Book your flights from Chicago to PUJ in this month if this is the type of weather you enjoy.

  • March sees average temperatures of between 22ºC and 28ºC. Search for cheap flights from Chicago to Punta Cana International Airport sometime around then if you'd rather travel in cooler conditions.

More about Punta Cana

Complete your Punta Cana trip with a car rental

  • Grab the keys to one of our car rentals in Punta Cana and explore on your own terms. Easily compare prices from trusted providers in one go after booking your hotel and cheap flights from Chicago to Punta Cana International Airport.

Plan the rest of your trip from Chicago to Punta Cana

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.