CA $227 Cheap Flights from Chicago (ORD) to Punta Cana (PUJ)

View CA $227 flight on Fri, Oct 9, 2026Opens in a new window

Popular airlines from Chicago O'Hare International Airport (ORD) to Punta Cana Intl. Airport (PUJ)

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Cheap flights from Chicago (ORD) to Punta Cana (PUJ)

Prices were available within the past 7 days and start at CA $227 for one-way flights and CA $491 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Arajet
Mon, Sep 28 - Sun, Oct 4
ORD
Chicago
PUJ
Punta Cana
CA $491 Roundtrip, found 2 days ago
CA $491
Roundtrip
found 2 days ago
Select Arajet flight, departing Mon, Sep 28 from Chicago to Punta Cana, returning Sun, Oct 4, priced at CA $491 found 2 days ago
JetBlue Airways
Wed, Sep 9 - Fri, Sep 11
ORD
Chicago
PUJ
Punta Cana
CA $511 Roundtrip, just found
CA $511
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Sep 9 from Chicago to Punta Cana, returning Fri, Sep 11, priced at CA $511 just found
Arajet
Fri, Sep 25 - Thu, Oct 1
ORD
Chicago
PUJ
Punta Cana
CA $553 Roundtrip, found 2 days ago
CA $553
Roundtrip
found 2 days ago
Select Arajet flight, departing Fri, Sep 25 from Chicago to Punta Cana, returning Thu, Oct 1, priced at CA $553 found 2 days ago
Arajet
Fri, Aug 21 - Sun, Aug 30
ORD
Chicago
PUJ
Punta Cana
CA $555 Roundtrip, found 5 days ago
CA $555
Roundtrip
found 5 days ago
Select Arajet flight, departing Fri, Aug 21 from Chicago to Punta Cana, returning Sun, Aug 30, priced at CA $555 found 5 days ago
Arajet
Sat, May 16 - Sat, May 23
ORD
Chicago
PUJ
Punta Cana
CA $570 Roundtrip, found 3 hours ago
CA $570
Roundtrip
found 3 hours ago
Select Arajet flight, departing Sat, May 16 from Chicago to Punta Cana, returning Sat, May 23, priced at CA $570 found 3 hours ago
JetBlue Airways
Wed, Sep 9 - Fri, Sep 11
ORD
Chicago
PUJ
Punta Cana
CA $587 Roundtrip, just found
CA $587
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Sep 9 from Chicago to Punta Cana, returning Fri, Sep 11, priced at CA $587 just found
Arajet
Fri, Sep 25 - Sat, Oct 3
ORD
Chicago
PUJ
Punta Cana
CA $594 Roundtrip, found 2 days ago
CA $594
Roundtrip
found 2 days ago
Select Arajet flight, departing Fri, Sep 25 from Chicago to Punta Cana, returning Sat, Oct 3, priced at CA $594 found 2 days ago
Air Canada
Sat, Jun 13 - Sat, Jun 20
ORD
Chicago
PUJ
Punta Cana
CA $618 Roundtrip, found 6 days ago
CA $618
Roundtrip
found 6 days ago
Select Air Canada flight, departing Sat, Jun 13 from Chicago to Punta Cana, returning Sat, Jun 20, priced at CA $618 found 6 days ago
Delta
Mon, Sep 28 - Sun, Oct 4
ORD
Chicago
PUJ
Punta Cana
CA $626 Roundtrip, found 2 days ago
CA $626
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Sep 28 from Chicago to Punta Cana, returning Sun, Oct 4, priced at CA $626 found 2 days ago
American Airlines
Mon, Sep 28 - Sun, Oct 4
ORD
Chicago
PUJ
Punta Cana
CA $634 Roundtrip, found 2 days ago
CA $634
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Sep 28 from Chicago to Punta Cana, returning Sun, Oct 4, priced at CA $634 found 2 days ago

Find the cheapest month to fly from Chicago (ORD) to Punta Cana (PUJ)

September is typically the cheapest month to fly

From CA $312 - CA $865 per traveller.

Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.) cost?
One-way flights typically cost between £249 and £520 and return flights often range between £249 and £520. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Anaa (AAA) to Toronto, ON (YYZ-Pearson Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.)?
January is typically the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.), with average return fares of approximately £326. This is about 15% lower than the average price throughout the year. January sees lower prices because it falls after the busy holiday travel season, when demand often drops. Other cheap months to fly from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.) include February and September.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.)?
Enter ORD to PUJ and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.)?
The best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) (ORD) to Punta Cana (PUJ-Punta Cana Intl.) (PUJ) will differ from traveller to traveller. If you like to fly early, UA offers early morning flights. If price is the most important factor, DM typically offers the lowest fares. AA offers the most daily flights from Chicago, IL (ORD-O'Hare Intl.) (ORD) to Punta Cana (PUJ-Punta Cana Intl.) (PUJ), which is brilliant if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.)?
Based on booking data from the past year, the cheapest months to fly from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.) are typically January and September, with average return flights costing around £326. While July is the most popular month for this route, offering plenty of flight options, it's not the cheapest. If you're looking for the best value, aiming for January or September will help you find more affordable fares.*Prices based on flights available on Expedia in the last year.
How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.)?
When flying from Chicago O'Hare Intl. (ORD) to Punta Cana Intl. (PUJ), you'll find approximately 3 nonstop flights per day. For even more choice, look at flights that include layovers, as there are around 113 connecting flights daily. Some common connection points include John F. Kennedy Intl. (JFK), Pearson Intl. (YYZ), and Charlotte-Douglas Intl. (CLT).
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.)?
The earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.) typically departs at approximately 12:00 AM local time, operated by American Airlines. This is a seasonal service active in December. An early departure like this can help you maximise your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.)?
You'll typically find the most flights from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.) on a Saturday, with around 79 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include American Airlines, United Airlines, and Delta Air Lines. Flight options on Saturday are notably more than other days, offering you a good selection.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.)?
The most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.) are in the early morning, from 6am to 9am. Approximately 47% of passengers prefer this time window. American Airlines and Frontier Airlines offer flights during this window. Many travelers prefer these early flights because they allow you to arrive at your destination with plenty of time to settle in and start your holiday.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.)?
Flying nonstop from ORD to PUJ takes around 4 hours 50 minutes, with the route covering approximately 1,984 miles. Flights with a layover typically take 13 hours 30 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.)?
Select the "Business class" and "First class" filters when looking for ORD to PUJ flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Punta Cana from O'Hare Intl. (ORD)?
From O'Hare Intl. (ORD), you can fly into Punta Cana Intl. (PUJ) to reach Punta Cana. Some flights may connect through major hubs like Ronald Reagan Washington National (DCA), Charlotte-Douglas Intl. (CLT), Pearson Intl. (YYZ) before reaching Punta Cana. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to Punta Cana (PUJ-Punta Cana Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Punta Cana Intl.
Airlines serving
Air Canada, American Airlines, Delta, JetBlue Airways
Roundtrip price
CA $491
Distance
3173 km
Average flight time
5 hours 41 mins

Book with confidence

Chicago to Punta Cana Flights

The easy way to book your flights from Chicago to Punta Cana 

With Expedia, it’s simple to find and book flights to Punta Cana from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Punta Cana Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Punta Cana today, tomorrow, or this week.  

 

Save dollars with cheap flights from O'Hare Intl., ORD to Punta Cana Intl., PUJ 

Sort your search results by price to find great deals on your flight from Chicago to Punta Cana—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Punta Cana from Chicago currently is just CA $491 rising to CA $634.  

Here are more money-saving tips: 

  • Fly in September when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Punta Cana  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Punta Cana from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Punta Cana with Expedia today.

Chicago to Punta Cana Flights

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*Available to Expedia members.