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Punta Cana

$110+ 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 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PUJ
Jan 21 — Jan 281
Tue 1/21
Tue 1/28
1 adult, Economy
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The best prices from Chicago to Punta Cana are usually found in April or January, booked 2 days in advance, depart on a Tuesday or Monday and return on a Thursday

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 January 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$293
(Kiwi.com)

One-way from

$110
(Cheapflightsfares)

Popular in

March

Cheapest in

April

Average price

$475
Provider with most accurate pricing for Chicago (CHI)-Punta Cana flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Punta Cana flights.
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From Chicago (CHI) to Punta Cana
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One-way flight from Chicago (CHI) to Punta Cana
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High demand for flights, 3% potential price rise
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Best time to find cheap flights, 1% potential price drop
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Average for round-trip flights in January 2025
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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 January 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/16. 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.
Fri 2/78:12 pmORD - PUJ
1 stop12h 58mMultiple Airlines
Sat 2/154:48 pmPUJ - ORD
1 stop9h 10mMultiple Airlines
Deal found 1/16$293
This Booking.com deal was found by Cheapflights users on 1/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/316:40 amMDW - PUJ
1 stop26h 30mFrontier
Sat 2/812:20 pmPUJ - MDW
1 stop13h 09mFrontier
Deal found 1/14$294
This CheapOair deal was found by Cheapflights users on 1/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/83:56 pmORD - PUJ
1 stop21h 49mSpirit Airlines
Sat 2/154:48 pmPUJ - ORD
1 stop9h 10mSpirit Airlines
Deal found 1/16$295
This Frontier deal was found by Cheapflights users on 1/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/296:10 amORD - PUJ
Nonstop4h 50mFrontier
Sat 2/16:10 pmPUJ - ORD
Nonstop5h 17mFrontier
Deal found 1/15$303
This Delta deal was found by Cheapflights users on 1/15. 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.
Mon 2/106:15 amORD - PUJ
1 stop9h 00mDelta
Fri 2/143:48 pmPUJ - ORD
1 stop10h 01mDelta
Deal found 1/15$355
This Delta deal was found by Cheapflights users on 1/16. 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.
Mon 2/246:00 amMDW - PUJ
1 stop7h 25mDelta
Thu 2/273:48 pmPUJ - MDW
1 stop8h 32mDelta
Deal found 1/16$355
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Sun 2/2312:43 pmMDW - PUJ
1 stop21h 59mMultiple Airlines
Sat 3/112:00 pmPUJ - MDW
1 stop12h 04mMultiple Airlines
Deal found 1/14$367
This American Airlines deal was found by Cheapflights users on 1/15. 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.
Thu 2/67:00 amORD - PUJ
1 stop6h 55mAmerican Airlines
Sun 2/95:40 pmPUJ - ORD
1 stop19h 11mAmerican Airlines
Deal found 1/15$382
This Kissandfly.com deal was found by Cheapflights users on 1/15. 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.
Tue 2/46:00 amMDW - PUJ
1 stop6h 23mKLM
Tue 2/44:50 pmPUJ - MDW
1 stop7h 30mKLM
Deal found 1/15$498
This Southwest deal was found by Cheapflights users on 1/14. 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.
Sun 2/238:35 pmMDW - PUJ
2 stops16h 10mSouthwest
Thu 2/272:20 pmPUJ - MDW
1 stop9h 15mSouthwest
Deal found 1/14$534

Find flights from Chicago to Punta Cana within your budget

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 January 16, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Fri 2/7

8:12 pm-11:10 am

1 stop12h 58m

Punta Cana

Fri 2/14

4:48 pm-10:40 am

1 stop19h 52m

$293

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 2/9

6:10 am-1:00 pm

Nonstop4h 50m

Punta Cana

Wed 2/26

6:10 pm-9:27 pm

Nonstop5h 17m

$294

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sat 2/8

3:56 pm-3:45 pm

1 stop21h 49m

Punta Cana

Sat 2/15

1:39 pm-11:58 pm

2 stops12h 19m

$309

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Sat 2/22

7:10 pm-1:14 pm

2 stops16h 04m

Punta Cana

Sat 3/1

12:00 pm-5:31 am

2 stops19h 31m

$314

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Tue 2/25

6:00 am-3:25 pm

1 stop7h 25m

Punta Cana

Thu 2/27

4:50 pm-10:20 pm

1 stop7h 30m

$347

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Tue 2/25

6:00 am-2:23 pm

1 stop6h 23m

Punta Cana

Thu 2/27

3:48 pm-10:20 pm

1 stop8h 32m

$355

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Fri 2/7

6:15 am-5:15 pm

1 stop9h 00m

Punta Cana

Wed 2/12

3:48 pm-11:49 pm

1 stop10h 01m

$365

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Tue 4/1

5:00 am-2:50 pm

1 stop8h 50m

Punta Cana

Mon 4/7

12:54 pm-8:48 am

1 stop20h 54m

$374

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Fri 2/28

7:15 pm-12:25 pm

1 stop15h 10m

Punta Cana

Mon 3/3

1:12 pm-7:32 am

2 stops20h 20m

$379

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Tue 3/4

5:35 am-2:45 pm

1 stop7h 10m

Punta Cana

Sun 3/9

3:55 pm-8:10 pm

Nonstop5h 15m

$515

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 21 results
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Compare providers for flights from Chicago to Punta Cana

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 Chicago to Punta Cana 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*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars

*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 Chicago-Punta Cana flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Punta Cana flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Punta Cana flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Punta Cana 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 Chicago-Punta Cana 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 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.

Travel insights for flights from Chicago to Punta Cana

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

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 January 10, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Punta Cana, you should look to book at least 2 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 $633). 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 January 16, 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 at noon could potentially save you up to 39% 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 December 16, 2024.

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 January 16, 2025.

The most flights from CHI to PUJ are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 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 January 16, 2025.
Peruse reviews from past customers who have flown with Frontier, Spirit Airlines and Southwest 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
8.1
Very good
4,659 reviews

Overall

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

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
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Overall

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

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
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Overall

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

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.

KLM
7.8
Good
1,339 reviews
Southwest
8.1
Very good
4,659 reviews

Overall

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

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
8,965 reviews
Southwest
8.1
Very good
4,659 reviews

Overall

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

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.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,659 reviews

Overall

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Reviews

1 / 10

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 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 3 flights from Chicago to Punta Cana per day from 9 different airlines.

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

    Flying on Frontier 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 Spirit Airlines and Delta, with the lowest prices starting at $295 and $355, respectively. Frontier is 46% 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 Frontier. According to our data, you can fly for as low as $110. Users have also found prices from $132 and $161 on Spirit Airlines and United 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: American Airlines (90%), Frontier (75%), United Airlines( 47%).

  • 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 $804, our data indicates the cheapest price to be $97. The most popular route (Chicago O'Hare Intl - Punta Cana), is priced around $239.

  • 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 $633). 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 9 airlines flying from Chicago to Punta Cana

Discover the top 9 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 January 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$203Average$505FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$258Average$460FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$318Average$652FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$335Average$700FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$376Average$615FlexibilityNo cancel feeOn-time71%
DeltaCheapest$435Average$826FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$459Average$548FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$671Average$878FlexibilityNo cancel feeOn-time63%
AviancaCheapest$1,422Average$1,422FlexibilityNo cancel feeOn-time71%
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