S$181 Cheap Flights from Chicago to Punta Cana

View S$181 flight on Sun, 10 Aug, 2025Opens in a new window

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

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Cheap Flights from Chicago to Punta Cana (ORD-PUJ)

Prices were available within the past 7 days and start at S$181 for one-way flights and S$393 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun, 10 Aug - Thu, 14 Aug
ORD
Chicago
PUJ
Punta Cana
S$393 Return, found 8 hours ago
S$393
Return
found 8 hours ago
Select American Airlines flight, departing Sun, 10 Aug from Chicago to Punta Cana, returning Thu, 14 Aug, priced at S$393 found 8 hours ago
American Airlines
Thu, 7 Aug - Thu, 14 Aug
ORD
Chicago
PUJ
Punta Cana
S$395 Return, found 3 days ago
S$395
Return
found 3 days ago
Select American Airlines flight, departing Thu, 7 Aug from Chicago to Punta Cana, returning Thu, 14 Aug, priced at S$395 found 3 days ago
American Airlines
Sat, 9 Aug - Sat, 16 Aug
ORD
Chicago
PUJ
Punta Cana
S$395 Return, found 1 day ago
S$395
Return
found 1 day ago
Select American Airlines flight, departing Sat, 9 Aug from Chicago to Punta Cana, returning Sat, 16 Aug, priced at S$395 found 1 day ago
Delta
Sat, 9 Aug - Sat, 16 Aug
ORD
Chicago
PUJ
Punta Cana
S$421 Return, found 1 day ago
S$421
Return
found 1 day ago
Select Delta flight, departing Sat, 9 Aug from Chicago to Punta Cana, returning Sat, 16 Aug, priced at S$421 found 1 day ago
American Airlines
Sat, 9 Aug - Sat, 16 Aug
ORD
Chicago
PUJ
Punta Cana
S$426 Return, found 1 day ago
S$426
Return
found 1 day ago
Select American Airlines flight, departing Sat, 9 Aug from Chicago to Punta Cana, returning Sat, 16 Aug, priced at S$426 found 1 day ago
American Airlines
Sun, 10 Aug - Thu, 14 Aug
ORD
Chicago
PUJ
Punta Cana
S$429 Return, found 8 hours ago
S$429
Return
found 8 hours ago
Select American Airlines flight, departing Sun, 10 Aug from Chicago to Punta Cana, returning Thu, 14 Aug, priced at S$429 found 8 hours ago
American Airlines
Sat, 9 Aug - Sat, 16 Aug
ORD
Chicago
PUJ
Punta Cana
S$433 Return, found 1 day ago
S$433
Return
found 1 day ago
Select American Airlines flight, departing Sat, 9 Aug from Chicago to Punta Cana, returning Sat, 16 Aug, priced at S$433 found 1 day ago
United
Sat, 9 Aug - Sat, 16 Aug
ORD
Chicago
PUJ
Punta Cana
S$464 Return, found 1 day ago
S$464
Return
found 1 day ago
Select United flight, departing Sat, 9 Aug from Chicago to Punta Cana, returning Sat, 16 Aug, priced at S$464 found 1 day ago
Copa
Sun, 10 Aug - Thu, 14 Aug
ORD
Chicago
PUJ
Punta Cana
S$649 Return, found 8 hours ago
S$649
Return
found 8 hours ago
Select Copa flight, departing Sun, 10 Aug from Chicago to Punta Cana, returning Thu, 14 Aug, priced at S$649 found 8 hours ago
Air Canada
Sun, 10 Aug - Thu, 14 Aug
ORD
Chicago
PUJ
Punta Cana
S$757 Return, found 8 hours ago
S$757
Return
found 8 hours ago
Select Air Canada flight, departing Sun, 10 Aug from Chicago to Punta Cana, returning Thu, 14 Aug, priced at S$757 found 8 hours ago

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

January is typically the cheapest month to fly

From S$255 - S$690 per traveller.

Graph displaying average flight prices per month

Chicago to Punta Cana route information
Origin airport
O'Hare Intl.
Destination airport
Punta Cana Intl.
Airlines serving
Aeromexico, Air Canada, American Airlines, Copa, Delta, United, avianca
Return price
S$392
Distance
3173 km
Average flight time
5 hours 40 mins

Perfect flights from Chicago to Punta Cana

Your Journey from Chicago to Punta Cana

Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to Punta Cana caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including American Airlines, Delta, United, Copa, Air Canada. Our selection of flights from O'Hare Intl. to Punta Cana Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Chicago to Punta Cana Flights

Experience the joy of finding cheap flights from O'Hare Intl. to Punta Cana Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$181 and roundtrip prices from S$393*.
 

Pre-Flight Essentials

Ensure a smooth journey from Chicago to Punta Cana with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Punta Cana

Picture yourself stepping off the plane in Punta Cana and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Chicago to Punta Cana Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to Punta Cana.
 

Beyond the Flight – Exploring Punta Cana

With Expedia, your adventure extends beyond the flight. Explore Punta Cana at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Chicago to Punta Cana with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Chicago to Punta Cana with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from O'Hare Intl. Airport (ORD) to PUJ?
Round-trip tickets between O'Hare Airport and PUJ start from S$393. This price is based on fares offered within the last 7 days on Expedia for flights departing within the next year --- book today so you don't miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to Punta Cana Intl. Airport (PUJ)?
The majority of flights can be cancelled online, but each airline has a different set of terms and conditions. If you do have to cancel your flight, visit our Customer Service Portal and follow the instructions.
How do I find cheap flights from ORD to Punta Cana Intl. Airport (PUJ) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for O'Hare Intl. Airport (ORD) to Punta Cana Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from ORD to PUJ?
The flight distance from ORD to Punta Cana Intl. Airport (PUJ) is 3,200 kilometres. Listen to your favourite tunes or bury your nose in a book and the trip will fly by.
Which airlines fly direct from ORD to Punta Cana Airport?
United Airlines (UA) will fly you from O'Hare Airport to PUJ comfortably and safely. You can choose from 34 flights every month along this route.
Are O'Hare Airport to Punta Cana Airport flight tickets cheaper when they're purchased at the last minute?
Booking your trip from O'Hare Airport to PUJ at the last minute could be your ticket to a cheap deal. However, it could end up costing a good deal more! If you'd rather avoid the risk, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains up to a year in advance. If your preferred carrier hasn't released tickets yet, check back regularly as deals are updated all the time on Expedia.

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