S$151 Cheap Flights from Chicago to Punta Cana

View S$151 flight on Sat, 17 Jan, 2026Opens 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$151 for one-way flights and S$681 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, 12 Feb - Mon, 16 Feb
ORD
Chicago
PUJ
Punta Cana
S$681 Return, found 4 hours ago
S$681
Return
found 4 hours ago
Select American Airlines flight, departing Thu, 12 Feb from Chicago to Punta Cana, returning Mon, 16 Feb, priced at S$681 found 4 hours ago
American Airlines
Thu, 12 Feb - Mon, 16 Feb
ORD
Chicago
PUJ
Punta Cana
S$699 Return, found 4 hours ago
S$699
Return
found 4 hours ago
Select American Airlines flight, departing Thu, 12 Feb from Chicago to Punta Cana, returning Mon, 16 Feb, priced at S$699 found 4 hours ago
American Airlines
Thu, 12 Feb - Mon, 16 Feb
ORD
Chicago
PUJ
Punta Cana
S$709 Return, found 4 hours ago
S$709
Return
found 4 hours ago
Select American Airlines flight, departing Thu, 12 Feb from Chicago to Punta Cana, returning Mon, 16 Feb, priced at S$709 found 4 hours ago
American Airlines
Thu, 12 Feb - Mon, 16 Feb
ORD
Chicago
PUJ
Punta Cana
S$718 Return, found 4 hours ago
S$718
Return
found 4 hours ago
Select American Airlines flight, departing Thu, 12 Feb from Chicago to Punta Cana, returning Mon, 16 Feb, priced at S$718 found 4 hours ago
avianca
Fri, 13 Feb - Mon, 16 Feb
ORD
Chicago
PUJ
Punta Cana
S$720 Return, found 4 hours ago
S$720
Return
found 4 hours ago
Select avianca flight, departing Fri, 13 Feb from Chicago to Punta Cana, returning Mon, 16 Feb, priced at S$720 found 4 hours ago
Copa
Thu, 12 Feb - Mon, 16 Feb
ORD
Chicago
PUJ
Punta Cana
S$749 Return, found 4 hours ago
S$749
Return
found 4 hours ago
Select Copa flight, departing Thu, 12 Feb from Chicago to Punta Cana, returning Mon, 16 Feb, priced at S$749 found 4 hours ago
American Airlines
Thu, 12 Feb - Mon, 16 Feb
ORD
Chicago
PUJ
Punta Cana
S$767 Return, found 4 hours ago
S$767
Return
found 4 hours ago
Select American Airlines flight, departing Thu, 12 Feb from Chicago to Punta Cana, returning Mon, 16 Feb, priced at S$767 found 4 hours ago
American Airlines
Thu, 12 Feb - Mon, 16 Feb
ORD
Chicago
PUJ
Punta Cana
S$774 Return, found 4 hours ago
S$774
Return
found 4 hours ago
Select American Airlines flight, departing Thu, 12 Feb from Chicago to Punta Cana, returning Mon, 16 Feb, priced at S$774 found 4 hours ago
United
Fri, 13 Feb - Mon, 16 Feb
ORD
Chicago
PUJ
Punta Cana
S$795 Return, found 4 hours ago
S$795
Return
found 4 hours ago
Select United flight, departing Fri, 13 Feb from Chicago to Punta Cana, returning Mon, 16 Feb, priced at S$795 found 4 hours ago
Air Canada
Fri, 13 Feb - Mon, 16 Feb
ORD
Chicago
PUJ
Punta Cana
S$809 Return, found 4 hours ago
S$809
Return
found 4 hours ago
Select Air Canada flight, departing Fri, 13 Feb from Chicago to Punta Cana, returning Mon, 16 Feb, priced at S$809 found 4 hours ago

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

January is typically the cheapest month to fly

From S$261 - S$543 per traveller.
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$681
Distance
3173 km
Average flight time
6 hours 37 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 Arajet, Air Canada, American Airlines, United, Copa, avianca. 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$151 and roundtrip prices from S$681*.
 

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$681. 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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