$109 Cheap Flights from Chicago (ORD) to Punta Cana (PUJ)

View $109 flight on Tue, May 27, 2025Opens in a new window

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Find available prices by choosing your travel dates.

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

Prices were available within the past 7 days and start at $109 for one-way flights and $236 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Tue, May 27 - Thu, May 29
ORD
Chicago
PUJ
Punta Cana
$236 Roundtrip, just found
$236
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, May 27 from Chicago to Punta Cana, returning Thu, May 29, priced at $236 just found
Funjet Vacations
Fri, May 9 - Wed, May 14
ORD
Chicago
PUJ
Punta Cana
$240 Roundtrip, found 7 hours ago
$240
Roundtrip
found 7 hours ago
Select Funjet Vacations flight, departing Fri, May 9 from Chicago to Punta Cana, returning Wed, May 14, priced at $240 found 7 hours ago
United
Sun, Jul 13 - Wed, Jul 23
ORD
Chicago
PUJ
Punta Cana
$248 Roundtrip, found 4 hours ago
$248
Roundtrip
found 4 hours ago
Select United flight, departing Sun, Jul 13 from Chicago to Punta Cana, returning Wed, Jul 23, priced at $248 found 4 hours ago
Frontier Airlines
Mon, May 5 - Sat, May 10
ORD
Chicago
PUJ
Punta Cana
$249 Roundtrip, found 6 hours ago
$249
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Mon, May 5 from Chicago to Punta Cana, returning Sat, May 10, priced at $249 found 6 hours ago
United
Sun, Jul 13 - Wed, Jul 23
ORD
Chicago
PUJ
Punta Cana
$250 Roundtrip, found 4 hours ago
$250
Roundtrip
found 4 hours ago
Select United flight, departing Sun, Jul 13 from Chicago to Punta Cana, returning Wed, Jul 23, priced at $250 found 4 hours ago
American Airlines
Sun, May 25 - Fri, May 30
ORD
Chicago
PUJ
Punta Cana
$253 Roundtrip, just found
$253
Roundtrip
just found
Select American Airlines flight, departing Sun, May 25 from Chicago to Punta Cana, returning Fri, May 30, priced at $253 just found
United
Tue, Jun 10 - Thu, Jun 12
ORD
Chicago
PUJ
Punta Cana
$255 Roundtrip, found 21 hours ago
$255
Roundtrip
found 21 hours ago
Select United flight, departing Tue, Jun 10 from Chicago to Punta Cana, returning Thu, Jun 12, priced at $255 found 21 hours ago
United
Tue, Jul 22 - Wed, Jul 23
ORD
Chicago
PUJ
Punta Cana
$256 Roundtrip, just found
$256
Roundtrip
just found
Select United flight, departing Tue, Jul 22 from Chicago to Punta Cana, returning Wed, Jul 23, priced at $256 just found
American Airlines
Tue, May 27 - Thu, May 29
ORD
Chicago
PUJ
Punta Cana
$258 Roundtrip, just found
$258
Roundtrip
just found
Select American Airlines flight, departing Tue, May 27 from Chicago to Punta Cana, returning Thu, May 29, priced at $258 just found
Spirit Airlines
Tue, Jun 24 - Wed, Jun 25
ORD
Chicago
PUJ
Punta Cana
$324 Roundtrip, just found
$324
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Jun 24 from Chicago to Punta Cana, returning Wed, Jun 25, priced at $324 just found
Flights from Chicago (ORD) to Punta Cana (PUJ)
Origin airport
O'Hare Intl.
Destination airport
Punta Cana Intl.
Airlines serving
Air Canada, American Airlines, Copa, Delta, Frontier Airlines, Funjet Vacations, JetBlue Airways, Southwest Airlines, Spirit Airlines, United
Roundtrip price
$236
Distance
1983 mi

Chicago to Punta Cana Flights

The cheapest times to fly from Chicago to Punta Cana

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Punta Cana are during the month of May. You can find some of the cheapest flights from Chicago to Punta Cana with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Punta Cana

Sunday is one of the best days to book for cheap flights from Chicago to Punta Cana: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Punta Cana

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Punta Cana in 2025. You can also book with separate airlines for your outbound and return journeys, from $109 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Punta Cana flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Punta Cana airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Punta Cana Intl. Airport (PUJ) cost?
Snag cheap return flights starting from $250 from O’Hare Intl. Airport (ORD) to Punta Cana Intl. Airport (PUJ). This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a United flight leaving ORD on May 12 2025 and touching down at PUJ. The price was last updated on April 24 2025 and has not changed since.
What is the cheapest month to fly from ORD to PUJ?
The cheapest flights from ORD to PUJ are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Punta Cana Intl. Airport (PUJ)?
Fly straight to Punta Cana Intl. Airport (PUJ). 3 airlines offer direct flights from O’Hare Intl. Airport (ORD), including:

  • United Airlines
  • American Airlines
  • Frontier Airlines

What is the cheapest airline that flies from ORD to PUJ?
With prices starting from $116 for a one-way journey from ORD to PUJ, United is currently the cheapest airline operating this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on July 14 2025. Prices were last updated on April 24 2025 and have not changed since.
How many flights per day from O'Hare Intl. Airport (ORD) to Punta Cana Intl. Airport (PUJ)?
When taking off from O’Hare Intl. Airport (ORD), you can choose from an average of 3 daily direct flights to Punta Cana Intl. Airport (PUJ).
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Punta Cana Intl. Airport (PUJ)?
More passengers fly between ORD and PUJ at 8 AM than at any other time of day. Looking to skip the crowds? Pick a flight outside the busiest times and it’s possible you’ll save on your ticket as well.
What day of the week has the most flights from ORD to PUJ?
Fly on a Saturday if you’re looking for the biggest selection of flights from O’Hare Intl. Airport (ORD) to Punta Cana Intl. Airport (PUJ).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Punta Cana Intl. Airport (PUJ)?
Catch the earliest flight at around 6:10AM UTC-6, departing from O’Hare Intl. Airport (ORD). You’ll be in the air for roughly 4h 50m, touching down at Punta Cana Intl. Airport (PUJ) at approximately 1:00PM UTC-4.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Punta Cana Intl. Airport (PUJ)?
Flights from ORD to PUJ have an average travel time of 4 hours and 35 minutes. The distance between the two is 2,000 mi.
What airline has the least delays from ORD to PUJ?
With 90% of flights usually arriving as scheduled, United Airlines has the best on-time performance for nonstop flights from O’Hare Intl. Airport (ORD) to Punta Cana Intl. Airport (PUJ). To monitor your flight status and get notifications if anything changes, head to the Expedia App.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Punta Cana Intl. Airport (PUJ)?
To land at Punta Cana Intl. Airport (PUJ) on time, choose a flight that leaves O’Hare Intl. Airport (ORD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Punta Cana from O'Hare Intl. Airport (ORD)?
Punta Cana Intl. Airport (PUJ) is the only airport in Punta Cana with direct flights from O’Hare Intl. Airport (ORD). Explore the available options and find cheap fares on Expedia.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Punta Cana Intl. Airport (PUJ) last-minute?
Last-minute fares from ORD to PUJ are usually more expensive. To lock in the best prices, start looking for flights as early as possible. That said, if your travel plans are flexible, it’s possible to land a cheap fare right before your journey.
Is it cheaper to book an ORD to PUJ flight and hotel package?
Compared with arranging hotels and flights separately, booking an ORD to PUJ flight and hotel package with Expedia could result in significant savings. Better still, having everything in one convenient place will take the stress out of travel planning. Just pick your flights and select from our wide range of hotels, then personalize your trip with other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Punta Cana Intl. Airport (PUJ)?
If you reserved your ORD to PUJ flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of fare 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, visit our Customer Service portal for more information.

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*Available to One Key members.