HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$149+ Cheap flights from Punta Cana (PUJ) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
PUJ — CHI
Feb 3 — Feb 101
Mon 2/3
Mon 2/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Punta Cana to Chicago with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Punta Cana to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Punta Cana (PUJ) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(Kiwi.com)

One-way from

$149
(Cheapflightsfares)

Popular in

June

Cheapest in

May

Average price

$464

Good round-trip deal

$305 or less

Good one-way deal

$196 or less
Provider with most accurate pricing for Punta Cana-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Punta Cana-Chicago (CHI) flights.
Search Deals
From Punta Cana to Chicago (CHI)
Search Deals
One-way flight from Punta Cana to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2025
Search Deals
Price to beat on a round-trip flight from Punta Cana to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Punta Cana to Chicago (CHI).
Search Deals

Find flight deals from Punta Cana to Chicago

Cheapest flights from Punta Cana to Chicago
Explore the most affordable flight options available from Punta Cana to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/276:54 pmPUJ - ORD
Nonstop5h 17mMultiple Airlines
Sun 3/27:13 pmORD - PUJ
1 stop15h 29mMultiple Airlines
Deal found 1/28$277
This FlightHub deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/136:54 pmPUJ - ORD
Nonstop5h 17mFrontier
Sun 2/166:10 amORD - PUJ
Nonstop4h 50mFrontier
Deal found 1/29$290
This Priceline deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/54:47 pmPUJ - ORD
1 stop9h 09mSpirit Airlines
Wed 3/125:10 amORD - PUJ
1 stop8h 32mSpirit Airlines
Deal found 1/28$291
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/54:50 pmPUJ - MDW
1 stop7h 30mDelta
Wed 3/126:00 amMDW - PUJ
1 stop7h 32mDelta
Deal found 1/28$353
This Lucky2Go deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1512:00 pmPUJ - MDW
1 stop12h 04mFrontier
Mon 2/246:48 pmMDW - PUJ
2 stops20h 41mFrontier
Deal found 1/28$374
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/144:40 pmPUJ - ORD
1 stop14h 44mAmerican Airlines
Mon 4/217:17 pmORD - PUJ
1 stop18h 43mAmerican Airlines
Deal found 1/28$392
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/234:05 pmPUJ - ORD
1 stop9h 01mDelta
Tue 4/297:10 amORD - PUJ
1 stop6h 31mDelta
Deal found 1/28$394
This United Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/242:20 pmPUJ - ORD
1 stop10h 55mUnited Airlines
Sun 5/49:23 amORD - PUJ
Nonstop4h 42mUnited Airlines
Deal found 1/28$449
This Copa Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/196:36 pmPUJ - ORD
1 stop20h 06mCopa Airlines
Wed 8/273:07 pmORD - PUJ
1 stop18h 58mCopa Airlines
Deal found 1/28$565
This Southwest deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/232:30 pmPUJ - MDW
1 stop8h 35mSouthwest
Fri 5/27:20 amMDW - PUJ
1 stop6h 25mSouthwest
Deal found 1/28$577
This Air Canada deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/216:30 amPUJ - ORD
1 stop16h 36mAir Canada
Tue 4/2912:59 pmORD - PUJ
1 stop9h 21mAir Canada
Deal found 1/28$654
This Mytrip deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1210:50 pmPUJ - MDW
1 stop15h 20mMultiple Airlines
Sat 2/157:55 pmMDW - PUJ
2 stops18h 39mMultiple Airlines
Deal found 1/29$780

Find flights from Punta Cana to Chicago within your budget

Customize your flight search to find flights from Punta Cana to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 2/27

6:54 pm-10:11 pm

Nonstop5h 17m

Chicago O'Hare Intl

Sun 3/2

7:13 pm-12:42 pm

1 stop15h 29m

$277

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 2/13

6:54 pm-10:11 pm

Nonstop5h 17m

Chicago O'Hare Intl

Sun 2/16

6:10 am-1:00 pm

Nonstop4h 50m

$290

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Wed 3/5

4:47 pm-11:56 pm

1 stop9h 09m

Chicago O'Hare Intl

Wed 3/12

5:10 am-2:42 pm

1 stop8h 32m

$291

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Wed 3/5

4:50 pm-10:20 pm

1 stop7h 30m

Chicago Midway

Wed 3/12

6:00 am-2:32 pm

1 stop7h 32m

$353

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Sat 2/15

12:00 pm-10:04 pm

1 stop12h 04m

Chicago Midway

Mon 2/24

6:48 pm-5:29 pm

2 stops20h 41m

$374

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Mon 4/14

4:40 pm-6:24 am

1 stop14h 44m

Chicago O'Hare Intl

Mon 4/21

7:17 pm-3:00 pm

1 stop18h 43m

$392

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Wed 4/23

4:05 pm-12:06 am

1 stop9h 01m

Chicago O'Hare Intl

Tue 4/29

7:10 am-2:41 pm

1 stop6h 31m

$394

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 4/24

2:20 pm-12:15 am

1 stop10h 55m

Chicago O'Hare Intl

Mon 4/28

9:23 am-3:05 pm

Nonstop4h 42m

$449

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Wed 4/23

2:30 pm-10:05 pm

1 stop8h 35m

Chicago Midway

Fri 5/2

7:20 am-2:45 pm

1 stop6h 25m

$577

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 4/12

2:47 pm-12:32 am

1 stop10h 45m

Chicago O'Hare Intl

Sat 4/19

7:51 am-2:09 am

1 stop17h 18m

$644

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 28 results
1
2
3

Compare providers for flights from Punta Cana to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Punta Cana to Chicago in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Punta Cana-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Punta Cana-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Punta Cana-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Punta Cana-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Punta Cana-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Punta Cana to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Punta Cana with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Punta Cana to Chicago

Get recent, data-driven insights about flights from Punta Cana to Chicago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Punta Cana to Chicago?

Currently, August is the cheapest month in which you can book a flight from Punta Cana to Chicago (average of $245). Flying from Punta Cana to Chicago in March is currently the most expensive (average of $325). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PUJ to CHI?

Find hourly flight availability from Punta Cana to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 29, 2025.

It’s typically best to fly out from Punta Cana to Chicago in the morning. Doing so could potentially save you 22% on the flight price compared to flying in the afternoon, which is usually more expensive.

Weekly flight availability from Punta Cana to Chicago

Explore weekly flight availability from Punta Cana to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 29, 2025.

The most flights from PUJ to CHI are scheduled on a Monday (3 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated January 29, 2025.
See what other customers who have flown with Southwest, Delta and Copa Airlines from Punta Cana to Chicago have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,587 reviews

Boarding

8.2

Food

7.1

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,587 reviews
Southwest
8.1
Very good
4,587 reviews

Boarding

8.2

Food

7.1

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,456 reviews
Southwest
8.1
Very good
4,587 reviews

Boarding

8.2

Food

7.1

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Copa Airlines
7.6
Good
1,619 reviews
Southwest
8.1
Very good
4,587 reviews

Boarding

8.2

Food

7.1

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

LATAM Airlines
7.5
Good
1,839 reviews
Southwest
8.1
Very good
4,587 reviews

Boarding

8.2

Food

7.1

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,922 reviews
Southwest
8.1
Very good
4,587 reviews

Boarding

8.2

Food

7.1

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Punta Cana to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Punta Cana to Chicago?

    Punta Cana (PUJ) is the airport you will fly out of if you book a flight from Punta Cana to Chicago. You should not have trouble finding flights to Chicago from Punta Cana; the airport handles an average of 2 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 3 airlines have flights from the Punta Cana airport to Chicago. It is only a 9.2 mi journey to Punta Cana (PUJ) from Punta Cana’s city center.

  • What are the cheapest airlines flying from Punta Cana to Chicago round-trip?

    Our cheapest airline available from Punta Cana to Chicago is Frontier. Our recent data shows that you can find tickets from as low as $290 on this airline. Additional options worth looking into are Spirit Airlines and Delta, starting at $291 and $353 round-trip. Users have found that Frontier is 31% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Punta Cana to Chicago one-way?

    One-way options have recently been found by users for as low as $149 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $152 and American Airlines from $188 one-way.

  • What are the most reliable airlines from Punta Cana to Chicago?

    No one likes to see their flight delayed. When booking a flight from Punta Cana to Chicago consider choosing American Airlines (78%), Frontier (75%) or United Airlines (50%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Punta Cana to Chicago?

    Looking for the cheapest flight from Punta Cana to Chicago? While on average our users pay $598, our data indicates the cheapest price to be $117. The most popular route (Punta Cana - Chicago O'Hare Intl), is priced around $277.

  • Can I find deals for flights from Punta Cana to Chicago that include hotel bookings?

    Yes. In addition to deals on Punta Cana to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Punta Cana to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Punta Cana to Chicago.

  • Can I find deals for business class flights from Punta Cana to Chicago?

    Yes. Cheapflights offers flight deals from Punta Cana to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, August is the cheapest month in which you can book a flight from Punta Cana to Chicago (average of $245). Flying from Punta Cana to Chicago in March is currently the most expensive (average of $325). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Punta Cana?

Book flights to Punta Cana if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Punta Cana to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Punta Cana to O'Hare Intl flights
Santo Domingo to O'Hare Intl flights
Santo Domingo to Midway flights
Santiago de los Caballeros to O'Hare Intl flights
Punta Cana to Midway flights

Top 3 airlines flying from Punta Cana to Chicago

Discover the top 3 airlines that operate flights from Punta Cana to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$182Average$353FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$312Average$430FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$347Average$536FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.