Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

PUJ - CHI

$143 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 6/12. 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
0 bags
Wed 6/12
Wed 6/19

Search 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
In the last 7 days travelers have searched 41,771,603 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
3:57 pm - 11:29 pmPUJ-ORD
8h 32m1 stop
5:05 am - 3:07 pmORD-PUJ
9h 02m1 stop
$263Spirit Airlines
Find Deal
Sat, May 25 - Mon, Jun 10
6:10 pm - 8:21 amPUJ-ORD
15h 11m1 stop
8:50 pm - 9:16 amORD-PUJ
11h 26m1 stop
Tue, Jun 11 - Tue, Jun 18
4:52 pm - 7:55 amPUJ-MDW
16h 03m1 stop
12:34 pm - 9:48 amMDW-PUJ
20h 14m1 stop
$281Frontier
Find Deal
Fri, Jun 28 - Mon, Jul 29
4:35 pm - 11:14 pmPUJ-ORD
7h 39m1 stop
10:43 am - 4:11 pmORD-PUJ
4h 28mnonstop
$311United Airlines
Find Deal
Thu, Oct 24 - Mon, Oct 28
4:35 pm - 11:14 pmPUJ-ORD
7h 39m1 stop
8:55 am - 4:35 pmORD-PUJ
6h 40m1 stop
$315United Airlines
Find Deal
Thu, Oct 24 - Mon, Oct 28
6:21 pm - 10:54 amPUJ-ORD
17h 33m1 stop
6:40 am - 2:42 pmORD-PUJ
7h 02m1 stop
$317American Airlines
Find Deal
Thu, Sep 19 - Tue, Sep 24
4:52 pm - 1:08 amPUJ-ORD
9h 16m1 stop
11:28 am - 11:22 amORD-PUJ
22h 54m1 stop
$321Frontier
Find Deal
Fri, Jun 28 - Mon, Jul 29
4:51 pm - 10:10 amPUJ-ORD
18h 19m2 stops
1:42 pm - 10:40 amORD-PUJ
19h 58m2 stops
$430American Airlines
Find Deal
Wed, Oct 23 - Sun, Oct 27
4:23 pm - 9:17 amPUJ-MDW
17h 54m1 stop
6:00 am - 3:03 pmMDW-PUJ
8h 03m1 stop
$461Delta
Find Deal
Thu, Sep 19 - Tue, Sep 24
4:23 pm - 7:26 amPUJ-ORD
16h 03m2 stops
7:10 am - 3:03 pmORD-PUJ
6h 53m1 stop
$461Delta
Find Deal
Thu, Sep 19 - Tue, Sep 24

Flights from Punta Cana to Chicago - Travel Insights & Trends

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 one-way flights from Punta Cana to Chicago.
Our data shows that the cheapest route for a one-way flight from Punta Cana to Chicago cost $124 and was between Punta Cana and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $112.

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

The average price of all flights from Punta Cana to Chicago clicked on KAYAK for each day over the last 12 months.
When flying from Punta Cana to Chicago, you should consider leaving on a Monday and avoid Sundays if you are looking for the best rates. For your return to Punta Cana, you’ll find the best rates on Tuesdays and the most expensive ones on Thursdays.

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 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 April, where tickets cost $296 on average. On the other hand, the most expensive months are June and August, where the average cost of tickets is $592 and $564 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for 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 month.
To get a below average price on the flight from Punta Cana to Chicago, you should book around 3 days before departure. For the absolute cheapest price, our data suggests you should book 18 days before departure.

Which airlines provide the cheapest flights from Punta Cana to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Spirit Airlines offered the best one-way deal for that route, at $164. KAYAK users also found Punta Cana to Chicago round-trip flights on Spirit Airlines from $263 and on Frontier from $281.

Which airlines fly most frequently between Punta Cana and Chicago?

American Airlines connects Punta Cana to Chicago with up to 1 flight per day and both Frontier and Southwest also offer 1 flight per day.

Which airlines fly non-stop between Punta Cana and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Punta Cana to Chicago.
There are 4 airlines that fly nonstop from Punta Cana to Chicago. They are: American Airlines, Frontier, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with Frontier at $169 for a one-way flight. On average, the best prices for this route can be found at Frontier.

How many flights are there between Punta Cana and Chicago per day?

Each day, there are 4 nonstop flights that take off from Punta Cana and land in Chicago, with an average flight time of 5h 04m. The most common departure time is 3:00 pm and most flights take off in the afternoon. Each week, there are 28 flights and there are the same amount of flights each day 4.

Which cabin class options are there for flights between Punta Cana and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 2 cabin class options for the route. These are Business and Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Punta Cana to Chicago take?

Direct flights take on average 4h 59m to travel the 1,967 miles between Punta Cana and Chicago.

What’s the earliest departure time from Punta Cana to Chicago?

Early birds can take the earliest flight from Punta Cana at 12:14 pm and will be landing in Chicago at 4:23 pm.

What’s the latest departure time from Punta Cana to Chicago?

If you prefer to fly at night, the latest flight from Punta Cana to Chicago jets off at 4:15 pm and lands at 8:15 pm.

Good to know

Low season

September

High season

November

Cheapest flight

$143
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 31% increase in price.
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 $143 for a one-way ticket and $263 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, 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 Boeing 737-900 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 American Airlines?

    The two airlines most popular with KAYAK users for flights from Punta Cana to Chicago are United Airlines and American Airlines. With an average price for the route of $493 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $615 and an overall rating of 7.3.

  • 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.

See more FAQs

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 $229 or less one-way and $228 or less round-trip.

Prefer to fly non-stop from Punta Cana to Chicago?

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

Nonstop departures

Punta Cana to Chicago

Monday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Tuesday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Wednesday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Thursday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Friday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Saturday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Sunday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

See more direct flights

Nonstop returns

Chicago to Punta Cana

Monday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Tuesday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Wednesday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Thursday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Friday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Saturday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Sunday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

See more direct flights
See more direct flights

Top 3 airlines serving 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 10980 reviews
7.2Comfort
7.7Boarding
8.1Crew
7.1Entertainment
6.7Food
Airline reviews

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

8.0 ExcellentAnonymous, Apr 2024YUL - ORD
Read more about United Airlines reviews

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

United business class just sucks. There’s no reason to go business class with United. This time there were no screens. Boarding is ridiculous, always. The pull-out table was broken. The female crew members were very nice. The male crew member liked to listen to himself talk on the intercom. And gives his stupid comments on almost anything.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

We were delayed an hour leaving Munich (No fault of the crew). They kept us posted on the status so we knew what was going on, but as a result we missed our connection in Chicago and the communication on connecting flights was pretty poor as we disembarked. It was already stressful and some of that could have been reduced by better communications about where to find transfers, etc.

One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Wifi wasn't working on one of the UA flights after boarding.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

Left on time. Arrived early. Turbulence coming in and gate not open due to early arrival but expected.

The CX617 from HK to BKK was delayed more than 1.5 hours.

The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Book cheap flights from Punta Cana to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Punta Cana to Chicago found on KAYAK in the last 72 hours.
6/12Wed
1 stop
7h 52mPUJ-ORD
$143
6/5Wed
1 stop
23h 31mPUJ-ORD
$144
6/5Wed
2 stopsSpirit Airlines
21h 05mPUJ-ORD
$164
9/6Fri
1 stopAmerican Airlines
15h 41mPUJ-ORD
$170
9/19Thu
1 stopAmerican Airlines
19h 03mPUJ-ORD
$171
9/9Mon
1 stopFrontier
9h 01mPUJ-MDW
$172
9/9Mon
1 stopFrontier
9h 08mPUJ-ORD
$172
6/5Wed
3 stopsSpirit Airlines
21h 05mPUJ-ORD
$181
10/21Mon
1 stopUnited Airlines
7h 39mPUJ-ORD
$299
5/18Sat
nonstopUnited Airlines
4h 59mPUJ-ORD
$486

Search by stops

Search by airline

Search by price

Last minute flights from Punta Cana to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Punta Cana to Chicago that are departing in the next 10 days.
5/17Fri
multi-stopFrontier
28h 21mPUJ-MDW
5/20Mon
multi-stopFrontier
13h 19mMDW-PUJ
$281
5/14Tue
multi-stopFrontier
8h 58mPUJ-MDW
5/20Mon
multi-stopFrontier
13h 19mMDW-PUJ
$343
5/16Thu
multi-stopFrontier
9h 06mPUJ-MDW
5/21Tue
multi-stopFrontier
23h 30mMDW-PUJ
$360
5/14Tue
multi-stop
25h 31mPUJ-MDW
5/20Mon
multi-stop
18h 36mMDW-PUJ
$378
5/17Fri
multi-stop
29h 38mPUJ-ORD
5/21Tue
multi-stop
11h 12mORD-PUJ
$400
5/17Fri
multi-stopUnited Airlines
18h 25mPUJ-ORD
5/21Tue
nonstopUnited Airlines
4h 36mORD-PUJ
$441
5/17Fri
multi-stopSpirit Airlines
8h 32mPUJ-ORD
5/20Mon
multi-stopSpirit Airlines
30h 32mORD-PUJ
$445
5/14Tue
nonstopAmerican Airlines
5h 05mPUJ-ORD
5/20Mon
multi-stopAmerican Airlines
7h 50mORD-PUJ
$451
5/17Fri
nonstopUnited Airlines
4h 59mPUJ-ORD
5/21Tue
nonstopUnited Airlines
4h 36mORD-PUJ
$454
5/17Fri
multi-stopSpirit Airlines
20h 59mPUJ-ORD
5/20Mon
multi-stopSpirit Airlines
30h 32mORD-PUJ
$457

Search by stops

Search by airline

Search by price

Punta Cana - Chicago Flights

Departure:

Punta Cana (undefined)Dominican Republic

Return flight deals:

Chicago - Punta Cana

Cabin classes:

$1,188
$112