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Punta Cana

$121+ Cheap flights from Chicago (CHI) to Punta Cana (PUJ)

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 7/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PUJ
jun 17 — jun 241
ter 6/17
ter 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Punta Cana are usually found in July or January, booked 27 days in advance, depart on a Tuesday or Monday and return on a Saturday

Cheap flight deals from Chicago to Punta Cana

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Punta Cana (PUJ). 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 junho 12, 2025.

Round-trip from

$294
(American Airlines)

One-way from

$121
(Southwest)

Popular in

March

Cheapest in

July

Average price

$517

Good round-trip deal

$332 or less

Good one-way deal

$161 or less
From Chicago (CHI) to Punta Cana
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One-way flight from Chicago (CHI) to Punta Cana
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Highest demand for flights based on searches. 3% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Punta Cana.
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Price to beat on a one-way flight from Chicago (CHI) to Punta Cana.
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Find flight deals from Chicago to Punta Cana

Cheapest flights from Chicago to Punta Cana
Explore the most affordable flight options available from Chicago to Punta Cana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junho 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/10. 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.
ter 7/18:35 amORD - PUJ
Nonstop4h 35mAmerican Airlines
sex 7/43:31 pmPUJ - ORD
Nonstop5h 05mAmerican Airlines
Deal found 6/10$294
This Vliegwinkel deal was found by Cheapflights users on 6/10. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 7/148:45 pmORD - PUJ
1 stop13h 16mRoyal Air Maroc
ter 7/224:10 pmPUJ - ORD
2 stops18h 25mRoyal Air Maroc
Deal found 6/10$303
This Kissandfly.com deal was found by Cheapflights users on 6/10. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 7/148:45 pmORD - PUJ
1 stop16h 15mMultiple Airlines
qua 7/161:50 pmPUJ - ORD
Nonstop5h 05mMultiple Airlines
Deal found 6/10$316
This Cheapflightsfares deal was found by Cheapflights users on 6/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 7/125:05 amORD - PUJ
1 stop9h 50mSpirit Airlines
sáb 7/195:00 pmPUJ - ORD
1 stop7h 53mSpirit Airlines
Deal found 6/12$326
This United Airlines deal was found by Cheapflights users on 6/9. 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.
ter 7/89:23 amORD - PUJ
Nonstop4h 42mUnited Airlines
qua 7/164:35 pmPUJ - ORD
1 stop7h 55mUnited Airlines
Deal found 6/9$333
This Delta deal was found by Cheapflights users on 6/10. 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.
dom 11/96:00 amORD - PUJ
1 stop6h 23mDelta
qua 11/122:03 pmPUJ - ORD
1 stop11h 50mDelta
Deal found 6/10$335
This Delta deal was found by Cheapflights users on 6/10. 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.
dom 11/166:00 amMDW - PUJ
1 stop7h 20mDelta
qua 11/193:50 pmPUJ - MDW
1 stop7h 54mDelta
Deal found 6/10$335
This Vliegwinkel deal was found by Cheapflights users on 6/10. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 7/2510:05 pmORD - PUJ
1 stop17h 04mFinnair
sex 8/112:05 pmPUJ - ORD
2 stops23h 32mFinnair
Deal found 6/10$342
This Southwest deal was found by Cheapflights users on 6/12. 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.
seg 7/219:55 amMDW - PUJ
Nonstop4h 30mSouthwest
qui 7/244:05 pmPUJ - MDW
Nonstop4h 50mSouthwest
Deal found 6/12$344
This Copa Airlines deal was found by Cheapflights users on 6/10. 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.
ter 7/291:07 amORD - PUJ
1 stop15h 54mCopa Airlines
sáb 8/21:56 pmPUJ - ORD
1 stop11h 26mCopa Airlines
Deal found 6/10$347
This Priceline deal was found by Cheapflights users on 6/9. 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.
qui 8/216:15 amMDW - PUJ
1 stop7h 08mFrontier
dom 8/243:38 pmPUJ - MDW
1 stop8h 49mFrontier
Deal found 6/9$347
This Priceline deal was found by Cheapflights users on 6/11. 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.
qui 8/215:10 amORD - PUJ
1 stop8h 13mFrontier
dom 8/243:38 pmPUJ - ORD
1 stop9h 16mFrontier
Deal found 6/11$351

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Punta Cana 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 junho 12, 2025.
Use the filters below to find and compare flights from Chicago to Punta Cana that are best for you.

Fly from

Chicago

Fly to

Punta Cana

Route

Depart

Return

Price

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

ter 7/1

8:35 am-2:10 pm

Nonstop4h 35m

Punta Cana

sex 7/4

3:31 pm-7:36 pm

Nonstop5h 05m

$294

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

seg 7/14

8:45 pm-11:01 am

1 stop13h 16m

Punta Cana

ter 7/22

4:10 pm-9:35 am

2 stops18h 25m

$303

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

seg 7/14

8:45 pm-2:00 pm

1 stop16h 15m

Punta Cana

qua 7/16

1:50 pm-5:55 pm

Nonstop5h 05m

$316

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

sáb 7/12

5:05 am-3:55 pm

1 stop9h 50m

Punta Cana

sáb 7/19

5:00 pm-11:53 pm

1 stop7h 53m

$326

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

ter 7/8

9:23 am-3:05 pm

Nonstop4h 42m

Punta Cana

qua 7/16

4:35 pm-11:30 pm

1 stop7h 55m

$333

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

sex 7/25

10:05 pm-4:09 pm

1 stop17h 04m

Punta Cana

sex 8/1

12:05 pm-10:37 am

2 stops23h 32m

$342

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

ter 9/2

7:05 am-2:34 pm

1 stop6h 29m

Punta Cana

qua 9/24

3:55 pm-11:53 pm

1 stop8h 58m

$343

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

ter 9/2

6:00 am-2:34 pm

1 stop7h 34m

Punta Cana

qua 9/24

2:42 pm-9:44 pm

1 stop8h 02m

$343

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

seg 7/21

9:55 am-3:25 pm

Nonstop4h 30m

Punta Cana

qui 7/24

4:05 pm-7:55 pm

Nonstop4h 50m

$344

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

ter 7/29

1:07 am-6:01 pm

1 stop15h 54m

Punta Cana

sáb 8/2

1:56 pm-12:22 am

1 stop11h 26m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 26 results
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The best insider tips for Chicago to Punta Cana flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-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.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Punta Cana trip
Airports
ORD

For a smooth departure from ORD, consider taking the “L” train to avoid Chicago traffic delays.

Read more about ORDby Ramsey Qubein
PUJ

At PUJ, immigration is swift, often under 20 minutes, making arrivals efficient.

Read more about PUJby Matt Meltzer
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Matt Meltzer

Matt Meltzer

Expert on PUJ

Matt Meltzer

Matt Meltzer

Matt Meltzer has been a travel writer for over a decade, covering U.S. domestic locations and hotels for Thrillist, Fifty Grande, Matador Network, Conde Nast Traveler, and other top publications. He's won multiple travel journalism awards from the Society of American Travel Writers and North American Travel Journalists Association, and currently resides in South Florida.

Read more

Best time to book a flight from Chicago to Punta Cana

Have a flexible travel schedule? Discover the best time to fly to Punta Cana from Chicago 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.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Punta Cana. Price data was last updated on June 9, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Punta Cana, you should look to book at least 27 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Punta Cana (average of $443). Flying from Chicago to Punta Cana in March is currently the most expensive (average of $596). 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 CHI to PUJ?

Find hourly flight availability from Chicago to Punta Cana. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junho 12, 2025.

One of the essential ways to save on airfare from Chicago to Punta Cana is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 51% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Punta Cana. Price data was last updated on June 8, 2025.

Travelers seeking maximum savings on their Chicago to Punta Cana flight should consider departing on Monday at noon when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Punta Cana

Explore weekly flight availability from Chicago to Punta Cana. 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 junho 12, 2025.

The most flights from CHI to PUJ are scheduled on a Wednesday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Punta Cana by month

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

In terms of precipitation, rainfall in Punta Cana ranges from 2.1 - 6.0 inches per month. October is typically the wettest month, when rainfall can reach 6.0 in. February is typically the driest time to visit Punta Cana when rainfall is around 2.1 in.

Temperature in Punta Cana by month

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

If weather is an important factor for your trip to Punta Cana, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Punta Cana

Get insights into the airlines that provide service to Punta Cana. 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 Punta Cana. Reviews last updated junho 12, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Finnair from Chicago to Punta Cana to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Finnair
7.6
Good
1,290 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Copa Airlines
7.5
Good
1,451 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Punta Cana. 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 into for flights to Punta Cana from Chicago?

    If you book a flight to Punta Cana from Chicago, you will be flying to Punta Cana, which is the city’s only airport. Punta Cana (PUJ) is located 9.2 mi from the center of Punta Cana. There are 2 flights from Chicago to Punta Cana per day from 10 different airlines.

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

    Flying on American Airlines is currently your cheapest option to Punta Cana, with prices starting at $294. Additional round-trip tickets that might be worth considering are offered by Royal Air Maroc and Spirit Airlines, with the lowest prices starting at $303 and $326, respectively. American Airlines is 45% cheaper than the average price of flights available within the next 90 days to this destination.

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

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $121. Users have also found prices from $126 and $127 on United Airlines and Spirit Airlines, respectively.

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

    Before booking your flight to Punta Cana from Chicago, check out the most reliable airlines to get you to your destination on time: United Airlines (92%), American Airlines (84%), Frontier( 84%).

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

    Looking for the cheapest flight from Chicago to Punta Cana? While on average our users pay $875, our data indicates the cheapest price to be $99. The most popular route (Chicago O'Hare Intl - Punta Cana), is priced around $246.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Punta Cana 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 Chicago to Punta Cana?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Punta Cana (average of $443). Flying from Chicago to Punta Cana in March is currently the most expensive (average of $596). 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.

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Top 10 airlines flying from Chicago to Punta Cana

Discover the top 10 airlines that operate flights from Chicago to Punta Cana. 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 junho 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$224Average$434FlexibilityNo cancel feeOn-time62%
ArajetCheapest$240Average$330FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$270Average$355FlexibilityNo cancel feeOn-time65%
Air CanadaCheapest$335Average$857FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$343Average$640FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$383Average$614FlexibilityNo cancel feeOn-time71%
DeltaCheapest$387Average$713FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$488Average$597FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$495Average$742FlexibilityNo cancel feeOn-time63%
AviancaCheapest$615Average$1,422FlexibilityNo cancel feeOn-time71%

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