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Cheap Flights from Chicago to Punta Cana

Travellers and cabin class

Compare Chicago to Punta Cana flight deals

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

Book the best Punta Cana fare with no extra fees

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.SAR 409 per passenger.Departing Mon, 21 Jul.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Mon, 21 Jul, arriving in Punta Cana.Price includes taxes and charges.From SAR 409, select.
Punta Cana.SAR 413 per passenger.Departing Sun, 4 May.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Chicago O'Hare International on Sun, 4 May, arriving in Punta Cana.Price includes taxes and charges.From SAR 413, select.
Punta Cana.SAR 435 per passenger.Departing Fri, 8 Aug.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 8 Aug, arriving in Punta Cana.Price includes taxes and charges.From SAR 435, select.
Punta Cana.SAR 510 per passenger.Departing Tue, 22 Apr.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue, 22 Apr, arriving in Punta Cana.Price includes taxes and charges.From SAR 510, select.
Punta Cana.SAR 571 per passenger.Departing Mon, 16 Jun.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Mon, 16 Jun, arriving in Punta Cana.Price includes taxes and charges.From SAR 571, select.
Punta Cana.SAR 676 per passenger.Departing Mon, 15 Sep.One-way flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Mon, 15 Sep, arriving in Punta Cana.Price includes taxes and charges.From SAR 676, select.
Punta Cana.SAR 692 per passenger.Departing Sat, 4 Oct.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sat, 4 Oct, arriving in Punta Cana.Price includes taxes and charges.From SAR 692, select.
Punta Cana.SAR 766 per passenger.Departing Sat, 6 Sep.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 6 Sep, arriving in Punta Cana.Price includes taxes and charges.From SAR 766, 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 July.
Apr
from SAR 510
May
from SAR 413
Jun
from SAR 571
Jul
from SAR 409
Aug
from SAR 435
Sep
from SAR 676
Oct
from SAR 692
Nov
from SAR 783
Dec
from SAR 921
Jan
from SAR 904
Feb
Find prices
Mar
Find prices

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 foundSAR 409
Cheapest month to flyJuly
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 SAR 861. 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 Sunday, 20 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 .

How to find cheap flights to Punta Cana from Chicago

Looking for cheap tickets from Chicago to Punta Cana? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

  • Simply hit 'search'. From British Airways to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Chicago to Punta Cana. And with us there are no hidden fees - what you see is what you pay.
  • Compare flight deals to Punta Cana from Chicago from over 1,000 providers. Then choose the cheapest or fastest plane tickets.
  • Flex your dates to find the best Chicago-Punta Cana ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to Punta Cana from Chicago.
  • Set up a Price Alert. You can easily track the fare of your cheap Chicago-Punta Cana flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
  • Fly without stops. Only interested in direct flights between Chicago and Punta Cana? Make sure to tick 'Direct flights only' when performing a search. If there are direct flights available on the route, these will appear in the results.
  • Find the cheapest Business class flights from Chicago and Punta Cana. We scour the internet for the best Business, Premium Economy and First Class flight fares to Punta Cana, too. Check the difference in price as you search – you might just chance upon a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
  • Include nearby airports in your search. Widen your search for Chicago to Punta Cana flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.

    • Combine your flight to Punta Cana from Chicago with hotels and car hire

    Once you've secured your cheap flight ticket from Chicago to Punta Cana, discover the best prices and exclusive rates for hotels in Punta Cana or nearby. You can also compare hundreds of car hire companies in one go so that you get the best car hire price for your trip.


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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.