PUJ - CHI

$125 Find Cheap Flights from Punta Cana to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Punta Cana to Chicago departing on 5/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Punta Cana to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Punta Cana to Chicago, as well as popular online travel agencies
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Flights Deals
Expert advice
Useful Info
Flights Deals

Cheap Flight Deals from Punta Cana to Chicago (PUJ-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Punta Cana to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Punta Cana to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from Punta Cana to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
5:08 pm - 9:16 pmPUJ-ORD
5h 08mnonstop
Frontier Logo
6:45 am - 12:25 pmORD-PUJ
4h 40mnonstop
$234Frontier
Find Deal
Wed, Jul 16 - Wed, Aug 13
Frontier Logo
5:08 pm - 9:11 pmPUJ-ORD
5h 03mnonstop
Frontier Logo
6:45 am - 12:29 pmORD-PUJ
4h 44mnonstop
$300Frontier
Find Deal
Fri, May 30 - Sun, Jun 8
 Logo
5:08 pm - 9:16 pmPUJ-ORD
5h 08mnonstop
 Logo
8:00 am - 3:08 pmORD-PUJ
6h 08m1 stop
Wed, Jul 16 - Wed, Aug 6
Spirit Airlines Logo
3:22 pm - 11:04 pmPUJ-ORD
8h 42m1 stop
Spirit Airlines Logo
5:05 am - 2:10 pmORD-PUJ
8h 05m1 stop
$309Spirit Airlines
Find Deal
Wed, May 28 - Wed, Jun 25
United Airlines Logo
1:50 pm - 5:55 pmPUJ-ORD
5h 05mnonstop
United Airlines Logo
9:23 am - 3:05 pmORD-PUJ
4h 42mnonstop
$312United Airlines
Find Deal
Wed, Jul 16 - Wed, Aug 6
 Logo
5:08 pm - 9:16 pmPUJ-ORD
5h 08mnonstop
 Logo
5:05 am - 3:08 pmORD-PUJ
9h 03m1 stop
Wed, Jul 9 - Wed, Aug 6
United Airlines Logo
1:50 pm - 5:55 pmPUJ-ORD
5h 05mnonstop
United Airlines Logo
9:23 am - 3:05 pmORD-PUJ
4h 42mnonstop
$327United Airlines
Find Deal
Tue, May 13 - Mon, May 19
Delta Logo
2:52 pm - 12:09 amPUJ-ORD
10h 17m1 stop
Delta Logo
7:00 am - 2:51 pmORD-PUJ
6h 51m1 stop
$341Delta
Find Deal
Wed, Jul 9 - Wed, Aug 6
Spirit Airlines Logo
3:23 pm - 11:45 pmPUJ-ORD
9h 22m1 stop
Spirit Airlines Logo
7:39 pm - 2:10 pmORD-PUJ
17h 31m1 stop
$359Spirit Airlines
Find Deal
Mon, Jun 16 - Mon, Jun 23
Delta Logo
4:16 pm - 12:09 amPUJ-ORD
8h 53m1 stop
Delta Logo
7:00 am - 2:51 pmORD-PUJ
6h 51m1 stop
$369Delta
Find Deal
Wed, Jul 16 - Wed, Aug 6
Expert advice

Expert advice for your flight from Punta Cana to Chicago

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

Consider Main Cabin Extra for early boarding and complimentary drinks on longer flights.


Download the American Airlines app for access to inflight entertainment on your device.

United Airlines

Opt for Economy Plus for up to six inches more legroom than standard economy seats.


Check United's Wi-Fi coverage map before purchasing Wi-Fi for better connectivity.

Frontier

Purchase the Economy Bundle for a carry-on bag and seat selection included.


Avoid Basic Fare to prevent extra fees for carry-ons and seat selection.

Read more about Frontierby Stefanie Waldek
Airports
PUJ

Check in via your airline's app to bypass ticket counters and head straight to security at PUJ for a smoother departure.

Read more about PUJby Mark Chesnut
ORD

Take the CTA Blue Line from ORD to downtown Chicago for a 45-minute ride that avoids traffic and costs just $5.

Read more about ORDby Stefanie Waldek
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, Frontier and ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Mark Chesnut

Mark Chesnut

Expert on PUJ

Mark Chesnut

Mark Chesnut

Mark Chesnut is a travel writer and public speaker with more than 30 years of experience. The 2019 winner of the NLGJA Excellence in Travel Writing Award, Mark is the author of the book “Prepare for Departure” and has covered air travel for multiple top consumer and trade media outlets.

Read more
Useful Info

KAYAK's insights & trends for Punta Cana to Chicago flights

Get data-powered insights and trends into flights from Punta Cana to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Punta Cana to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Punta Cana to Chicago.

Our data shows that the cheapest route for a return flight from Punta Cana to Chicago cost $131 and was between Punta Cana (PUJ) and Chicago O'Hare Intl Airport (ORD). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $131.

What’s the cheapest day of the week to fly from Punta Cana to Chicago?

The average price of all round-trip flights from Punta Cana to Chicago clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Punta Cana to Chicago, look for departures on Fridays and avoid leaving on a Tuesday, as it's usually the priciest day. When flying back from Chicago, Tuesday is the cheapest day to fly and Saturday is the most expensive.

What is the cheapest month to fly from Punta Cana to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Punta Cana to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Punta Cana to Chicago is May, where tickets cost $313 (return) on average. On the other hand, the most expensive months are June and August, where the average cost of round-trip tickets is $619 and $554 respectively.

Can I save money by flying with a layover from Punta Cana to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $406, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Punta Cana to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Punta Cana to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Punta Cana to Chicago, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$125
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 19% lower on average.
Flight from Punta Cana to Chicago O'Hare Airport

When to book flights from Punta Cana to Chicago

Are your dates flexible? Find out the best times to travel from Punta Cana to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Punta Cana to Chicago

  • What is the cheapest flight from Punta Cana to Chicago?

    In the last 3 days, the lowest price for a flight from Punta Cana to Chicago was $125 for a one-way ticket and $234 for a round-trip.

  • Do I need a passport to fly between Punta Cana and Chicago?

    Yes, you’ll need a passport to travel to Chicago from Punta Cana.

  • Which airlines offer Wi-Fi service onboard planes from Punta Cana to Chicago?

    American Airlines, Delta, Air Canada, and Alaska Airlines offer inflight Wi-Fi service on the Punta Cana to Chicago flight route.

  • Which aircraft models fly most regularly from Punta Cana to Chicago?

    The Airbus A321neo is the aircraft model that flies most regularly on the Punta Cana to Chicago flight route.

  • Which airline alliances offer flights from Punta Cana to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Punta Cana and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Punta Cana to Chicago?

    There are nonstop flights from Punta Cana to Chicago on a daily basis.

  • Which is the best airline for flights from Punta Cana to Chicago, United Airlines or Frontier?

    The two airlines most popular with KAYAK users for flights from Punta Cana to Chicago are United Airlines and Frontier. With an average price for the route of $413 and an overall rating of 7.4, United Airlines is the most popular choice. Frontier is also a great choice for the route, with an average price of $459 and an overall rating of 5.9.

  • How does KAYAK find such low prices on flights from Punta Cana to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Punta Cana to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Punta Cana to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Punta Cana is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Punta Cana to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Punta Cana with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Punta Cana to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Punta Cana up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Punta Cana to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $367 or less one-way and $269 or less round-trip.

Prefer to fly direct from Punta Cana to Chicago?

Find which airlines fly direct from Punta Cana Airport to Chicago, which days they fly and book direct flights.

Direct departures

Punta Cana to Chicago

Monday

American Airlines, Frontier, United Airlines, +1 more

American Airlines, Frontier, +2 more

Tuesday

American Airlines, Frontier, United Airlines, +1 more

American Airlines, Frontier, +2 more

Wednesday

American Airlines, Frontier, United Airlines, +1 more

American Airlines, Frontier, +2 more

Thursday

American Airlines, Frontier, United Airlines, +1 more

American Airlines, Frontier, +2 more

Friday

American Airlines, Frontier, United Airlines, +1 more

American Airlines, Frontier, +2 more

Saturday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Sunday

American Airlines, Frontier, United Airlines, +1 more

American Airlines, Frontier, +2 more

See more direct flights

Direct returns

Chicago to Punta Cana

Monday

American Airlines, Frontier, United Airlines, +1 more

American Airlines, Frontier, +2 more

Tuesday

American Airlines, Frontier, United Airlines, +1 more

American Airlines, Frontier, +2 more

Wednesday

American Airlines, Frontier, United Airlines, +1 more

American Airlines, Frontier, +2 more

Thursday

American Airlines, Frontier, United Airlines, +1 more

American Airlines, Frontier, +2 more

Friday

American Airlines, Frontier, United Airlines, +1 more

American Airlines, Frontier, +2 more

Saturday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Sunday

American Airlines, Frontier, United Airlines, +1 more

American Airlines, Frontier, +2 more

See more direct flights
See more direct flights

Top airlines flying from Punta Cana to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Punta Cana to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Punta Cana to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8696 reviews
7.7Boarding
7.1Entertainment
8.1Crew
7.3Comfort
6.6Food
Airline reviews

So far so good but food and entertainment are not available for this flight

8.0 ExcellentAnonymous, Apr 2025YUL - ORD
Read more United Airlines reviews

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

I guess you get what you pay for. The seats are very uncomfortable and very little space. The snacks were pricey.

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

Everything you need to know for your flight from Punta Cana to Chicago

Information on your arrival and departure airports

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