$132 Cheap Flights from Punta Cana (PUJ) to Chicago (ORD)

View $132 flight on Fri, May 2, 2025Opens in a new window

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Find available prices by choosing your travel dates.

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

Prices were available within the past 7 days and start at $132 for one-way flights and $246 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Fri, May 16 - Tue, May 20
PUJ
Punta Cana
ORD
Chicago
$246 Roundtrip, just found
$246
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, May 16 from Punta Cana to Chicago, returning Tue, May 20, priced at $246 just found
Frontier Airlines
Thu, Aug 14 - Mon, Aug 18
PUJ
Punta Cana
ORD
Chicago
$248 Roundtrip, found 8 hours ago
$248
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Thu, Aug 14 from Punta Cana to Chicago, returning Mon, Aug 18, priced at $248 found 8 hours ago
United
Thu, May 15 - Sun, May 18
PUJ
Punta Cana
ORD
Chicago
$250 Roundtrip, found 4 hours ago
$250
Roundtrip
found 4 hours ago
Select United flight, departing Thu, May 15 from Punta Cana to Chicago, returning Sun, May 18, priced at $250 found 4 hours ago
Frontier Airlines
Tue, May 20 - Tue, Jun 10
PUJ
Punta Cana
ORD
Chicago
$253 Roundtrip, found 1 hour ago
$253
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, May 20 from Punta Cana to Chicago, returning Tue, Jun 10, priced at $253 found 1 hour ago
American Airlines
Thu, May 15 - Sun, May 18
PUJ
Punta Cana
ORD
Chicago
$255 Roundtrip, found 4 hours ago
$255
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Thu, May 15 from Punta Cana to Chicago, returning Sun, May 18, priced at $255 found 4 hours ago
Frontier Airlines
Thu, Jul 17 - Tue, Jul 22
PUJ
Punta Cana
ORD
Chicago
$256 Roundtrip, found 17 hours ago
$256
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Thu, Jul 17 from Punta Cana to Chicago, returning Tue, Jul 22, priced at $256 found 17 hours ago
Frontier Airlines
Wed, Jul 30 - Thu, Aug 7
PUJ
Punta Cana
ORD
Chicago
$257 Roundtrip, found 2 days ago
$257
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Jul 30 from Punta Cana to Chicago, returning Thu, Aug 7, priced at $257 found 2 days ago
United
Thu, Jul 10 - Sun, Jul 13
PUJ
Punta Cana
ORD
Chicago
$263 Roundtrip, found 6 hours ago
$263
Roundtrip
found 6 hours ago
Select United flight, departing Thu, Jul 10 from Punta Cana to Chicago, returning Sun, Jul 13, priced at $263 found 6 hours ago
Spirit Airlines
Sat, May 10 - Tue, May 13
PUJ
Punta Cana
ORD
Chicago
$276 Roundtrip, found 2 days ago
$276
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, May 10 from Punta Cana to Chicago, returning Tue, May 13, priced at $276 found 2 days ago
Delta
Sat, May 3 - Wed, May 7
PUJ
Punta Cana
ORD
Chicago
$360 Roundtrip, found 3 hours ago
$360
Roundtrip
found 3 hours ago
Select Delta flight, departing Sat, May 3 from Punta Cana to Chicago, returning Wed, May 7, priced at $360 found 3 hours ago
Flights from Punta Cana (PUJ) to Chicago (ORD)
Origin airport
Punta Cana Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, American Airlines, Copa, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, United, avianca
Roundtrip price
$246
Distance
1983 mi

Punta Cana to Chicago Flights

The cheapest times to fly from Punta Cana to Chicago

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 Punta Cana to Chicago are during the month of May. You can find some of the cheapest flights from Punta Cana to Chicago with Expedia's search tool and vast selection of airlines.

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

Sunday is one of the best days to book for cheap flights from Punta Cana to Chicago: 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 Punta Cana to Chicago

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 Punta Cana to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $132 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 Punta Cana to Chicago 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 Punta Cana to Chicago 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 Punta Cana Intl. Airport (PUJ) to O'Hare Intl. Airport (ORD) cost?
You can pick up cheap return fares starting at $263 from Punta Cana Intl. Airport (PUJ) to O’Hare Intl. Airport (ORD). 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 PUJ on May 8 2025 and touching down at ORD. The price was last updated on April 24 2025 and has not changed since.
What is the cheapest month to fly from PUJ to ORD?
The cheapest flights from PUJ to ORD 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 Punta Cana Intl. Airport (PUJ) to O'Hare Intl. Airport (ORD)?
Avoid the detours and travel nonstop to O’Hare Intl. Airport (ORD) from Punta Cana Intl. Airport (PUJ) with 3 carriers, including:

  • United Airlines
  • American Airlines
  • Frontier Airlines

What is the cheapest airline that flies from PUJ to ORD?
At the moment, the cheapest carrier operating one-way flights from PUJ to ORD is United. You can jet off on this route from $141. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from PUJ on July 16 2025. Prices were last updated on April 24 2025 and have not changed since.
How many flights per day from Punta Cana Intl. Airport (PUJ) to O'Hare Intl. Airport (ORD)?
With an average of 3 direct flights departing from Punta Cana Intl. Airport (PUJ) to O’Hare Intl. Airport (ORD) every day, you’ll be on your way in no time.
What are the most popular departure times for flights from Punta Cana Intl. Airport (PUJ) to O'Hare Intl. Airport (ORD)?
The 2 PM departures from PUJ to ORD are the top choice for many travelers. Prices can be higher for these popular slots. If you want to save money, pick a less crowded time to fly.
What day of the week has the most flights from PUJ to ORD?
Travel on a Saturday if you’re looking for the biggest selection of flights from Punta Cana Intl. Airport (PUJ) to O’Hare Intl. Airport (ORD).
What is the earliest flight from Punta Cana Intl. Airport (PUJ) to O'Hare Intl. Airport (ORD)?
Catch the earliest flight at around 2:50PM UTC-4, heading out of Punta Cana Intl. Airport (PUJ). You’ll be in the air for around 5h 10m, reaching O’Hare Intl. Airport (ORD) at approximately 6:00PM UTC-6.
How long does it take to fly from Punta Cana Intl. Airport (PUJ) to O'Hare Intl. Airport (ORD)?
Flights from PUJ to ORD have an average travel time of 5 hours and 13 minutes. The total distance between the two is 2,000 mi.
What airline has the least delays from PUJ to ORD?
With 91% of journeys usually landing on time, American Airlines has the best on-time performance for direct flights from Punta Cana Intl. Airport (PUJ) to O’Hare Intl. Airport (ORD). To monitor your flight status and get notified about any changes, head to the Expedia App.
What is the best time to fly from Punta Cana Intl. Airport (PUJ) to O'Hare Intl. Airport (ORD)?
To land at O’Hare Intl. Airport (ORD) on time, choose a flight that takes off from Punta Cana Intl. Airport (PUJ) 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 Chicago from Punta Cana Intl. Airport (PUJ)?
You can arrive at O’Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW) when you travel to Chicago on a direct flight from Punta Cana Intl. Airport (PUJ).
Is it cheaper to buy a plane ticket from Punta Cana Intl. Airport (PUJ) to O'Hare Intl. Airport (ORD) last-minute?
Holding off until right before your break to book a ticket from PUJ to ORD often results in higher prices. While you may find some last-minute discounts, they’re not always guaranteed. Be flexible with your itinerary for the best chance of scoring a bargain.
Is it cheaper to book a PUJ to ORD flight and hotel package?
Compared with arranging hotels and flights separately, booking a PUJ to ORD flight and hotel package with Expedia could result in significant savings. What’s more, managing everything in one place will take the stress out of travel planning. Just pick your flights and choose from our extensive range of stays, then tailor your trip with extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Punta Cana Intl. Airport (PUJ) to O'Hare Intl. Airport (ORD)?
Usually, it’s possible to cancel or reschedule your PUJ to ORD flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Check your airline’s policies in your itinerary to see what changes are possible and if any costs are involved. You’ll also find further details on our Customer Service portal.

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*Available to One Key members.