HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Punta Cana

$138+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PUJ
Apr 22 — Apr 291
Wed 4/22
Wed 4/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Punta Cana 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.
Cheapflights Tip: The best prices from Chicago to Punta Cana are usually found in September or February, booked 29 days in advance, depart on a Monday or Wednesday and return on a Friday

Cheap 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 March 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/17. 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 8/146:45 am
ORD
-
PUJ
Nonstop4h 45m
Arajet
Thu 8/207:30 pm
PUJ
-
ORD
Nonstop5h 10m
Arajet
Deal found 3/17$297
This FlightHub deal was found by Cheapflights users on 3/20. 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.
Sat 4/116:30 am
MDW
-
PUJ
2 stops23h 50m
Frontier
Sat 4/1811:07 am
PUJ
-
MDW
1 stop21h 52m
Frontier
Deal found 3/20$299
This Frontier deal was found by Cheapflights users on 3/22. 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.
Mon 4/135:15 am
ORD
-
PUJ
1 stop7h 30m
Frontier
Thu 4/161:37 pm
PUJ
-
ORD
2 stops11h 07m
Frontier
Deal found 3/22$300
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Mon 4/137:40 am
ORD
-
PUJ
Nonstop4h 46m
Frontier
Sat 4/253:04 pm
PUJ
-
ORD
1 stop8h 35m
Frontier
Deal found 3/22$301
This Frontier deal was found by Cheapflights users on 3/20. 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.
Sat 5/25:50 am
ORD
-
PUJ
1 stop7h 04m
Frontier
Thu 5/711:45 am
PUJ
-
ORD
2 stops21h 10m
Frontier
Deal found 3/20$305
This Justfly.com deal was found by Cheapflights users on 3/22. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:00 am
MDW
-
PUJ
1 stop6h 45m
Frontier
Thu 4/169:13 pm
PUJ
-
MDW
2 stops26h 13m
Frontier
Deal found 3/22$306
This Justfly.com deal was found by Cheapflights users on 3/22. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:00 am
ORD
-
PUJ
2 stops27h 00m
Frontier
Wed 5/63:35 pm
PUJ
-
ORD
1 stop17h 20m
Frontier
Deal found 3/22$306
This Frontier deal was found by Cheapflights users on 3/21. 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.
Sat 5/911:59 am
MDW
-
PUJ
1 stop25h 25m
Frontier
Sat 5/163:35 pm
PUJ
-
MDW
1 stop20h 37m
Frontier
Deal found 3/21$308
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 4/176:04 pm
ORD
-
PUJ
1 stop14h 53m
Frontier
Sat 5/23:04 pm
PUJ
-
ORD
1 stop8h 35m
Frontier
Deal found 3/21$309
This Priceline deal was found by Cheapflights users on 3/20. 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.
Fri 4/105:05 pm
ORD
-
PUJ
1 stop17h 43m
Frontier
Wed 4/159:13 pm
PUJ
-
ORD
2 stops27h 31m
Frontier
Deal found 3/20$310
This Priceline deal was found by Cheapflights users on 3/20. 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.
Sat 5/26:00 am
MDW
-
PUJ
1 stop6h 54m
Frontier
Tue 5/53:35 pm
PUJ
-
MDW
1 stop20h 34m
Frontier
Deal found 3/20$311
This Priceline deal was found by Cheapflights users on 3/20. 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.
Mon 5/44:28 pm
ORD
-
PUJ
1 stop20h 56m
Frontier
Fri 5/83:35 pm
PUJ
-
ORD
1 stop17h 20m
Frontier
Deal found 3/20$311

Find 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 March 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$297
(Kiwi.com)

One-way from

$138
(Booking.com)

Popular in

December

Cheapest in

September

Average price

$601

Good round-trip deal

$417 or less

Good one-way deal

$189 or less
Provider with most accurate pricing for Chicago (CHI)-Punta Cana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Punta Cana flights.
Search Deals
From Chicago (CHI) to Punta Cana
Search Deals
One-way flight from Chicago (CHI) to Punta Cana
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Punta Cana.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Punta Cana.
Search Deals

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 March 23, 2026.
Use the filters below to find and compare flights from Chicago to Punta Cana that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 5/3

5:30 am-3:30 pm

1 stop9h 00m

Punta Cana

Fri 5/8

1:50 pm-5:59 pm

Nonstop5h 09m

$461
Quickest round-trip

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 4/26

8:45 am-2:27 pm

Nonstop4h 42m

Punta Cana

Fri 5/1

1:50 pm-5:59 pm

Nonstop5h 09m

$498

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Mon 4/13

6:00 am-1:21 pm

1 stop6h 21m

Punta Cana

Fri 4/17

2:46 pm-10:28 pm

1 stop8h 42m

$513

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Mon 9/14

6:00 am-2:32 pm

1 stop7h 32m

Punta Cana

Fri 9/25

3:59 pm-7:26 am

2 stops16h 27m

$517

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Mon 9/14

6:00 am-2:32 pm

1 stop7h 32m

Punta Cana

Wed 9/23

2:45 pm-7:26 am

2 stops17h 41m

$517

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Wed 9/2

6:00 am-1:27 pm

1 stop6h 27m

Punta Cana

Sat 9/5

1:05 pm-9:46 pm

1 stop9h 41m

$542

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Mon 8/17

6:00 am-2:51 pm

1 stop7h 51m

Punta Cana

Sat 8/29

1:05 pm-9:46 pm

1 stop9h 41m

$548

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Mon 4/27

6:00 am-2:32 pm

1 stop7h 32m

Punta Cana

Mon 5/4

3:57 pm-5:58 pm

2 stops27h 01m

$552

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Fri 8/14

5:00 am-1:40 pm

1 stop7h 40m

Punta Cana

Thu 8/20

1:45 pm-9:55 pm

2 stops9h 10m

$562

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Mon 9/14

6:00 am-2:32 pm

1 stop7h 32m

Punta Cana

Wed 9/23

2:45 pm-9:46 pm

1 stop8h 01m

$573

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/21

Showing 1-10 of 40 resultsSorted by cheapest first
1
2
3
4

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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
CheapOairPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust 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 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.

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 March 13, 2026.

To ensure you get the cheapest price possible for a flight from Chicago to Punta Cana, you should look to book at least 29 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, December is the cheapest month in which you can book a flight from Chicago to Punta Cana (average of $195). Flying from Chicago to Punta Cana in October is currently the most expensive (average of $289). 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 March 23, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Punta Cana as you normally would.

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 March 23, 2026.

The most flights from CHI to PUJ are scheduled on a Saturday (7 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

How much does it cost to fly round-trip from Chicago to Punta Cana?

What’s the top layover airport for flights from Chicago to Punta Cana?

Share of 1-stop round-trip flights from Chicago to Punta Cana chosen by Cheapflights users in the past 12 months, using the same layover each way.

Charlotte (CLT) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago to Punta Cana on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Punta Cana?

Average round-trip fare for 1-stop flights from Chicago to Punta Cana, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Panama City (PTY) is the most affordable 1-stop option, with an average round-trip price of $378.

What’s the fastest layover option from Chicago to Punta Cana?

Shortest average travel time for 1-stop one-way flights from Chicago to Punta Cana, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Charlotte (CLT) have the shortest average one-way travel time for 1-stop routes: 6h 33m.

Which airport typically offers the quickest layover for flights from Chicago to Punta Cana?

Average layover duration for 1-stop one-way flights from Chicago to Punta Cana, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Panama City (PTY) offer the fastest connection on this route, with an average layover time of 0h 45m.

How often are flights from Chicago to Punta Cana delayed?

About 18% of weekly flights between Chicago and Punta Cana have experienced delays in the past year, with the average delay time being 136 minutes.

What is the most punctual flight time for Chicago to Punta Cana flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Thursday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Punta Cana flights?

Over the last year, American Airlines have had the lowest number of delays on this route, with just 16% of flights being delayed.

The best insider tips for Chicago to Punta Cana flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Punta Cana trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

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 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

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 March 23, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican Airlines from Chicago to Punta Cana by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,324 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,324 reviews
Southwest
8.0
Very good
4,324 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,456 reviews
Southwest
8.0
Very good
4,324 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,486 reviews
Southwest
8.0
Very good
4,324 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
3,020 reviews
Southwest
8.0
Very good
4,324 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 5 flights from Chicago to Punta Cana per day from 11 different airlines.

  • How long is the flight from Chicago to Punta Cana?

    Airlines like United Airlines and Delta fly from Chicago to Punta Cana in about 6h 21m. The time it takes to get you to your destination can typically vary by up to 2h 39m. The distance from Chicago to Punta Cana is about 1967 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Flying on WorldTicket is currently your cheapest option to Punta Cana, with prices starting at $173. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and Air Canada, with the lowest prices starting at $177 and $193, respectively. WorldTicket is 65% 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 $95. Users have also found prices from $100 and $126 on Arajet and Southwest, 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 (65%), Arajet (61%), American Airlines( 61%).

  • 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 $758, our data indicates the cheapest price to be $103. The most popular route (Chicago O'Hare Intl - Punta Cana), is priced around $247.

  • 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, December is the cheapest month in which you can book a flight from Chicago to Punta Cana (average of $195). Flying from Chicago to Punta Cana in October is currently the most expensive (average of $289). 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
Bavaro

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.

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 March 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$177Average$397FlexibilityNo cancel feeOn-time65%
ArajetCheapest$191Average$325FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$193Average$511FlexibilityNo cancel feeOn-time67%
Hahn AirCheapest$213Average$395FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$221Average$433FlexibilityNo cancel feeOn-time62%
DeltaCheapest$245Average$573FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$260Average$428FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$336Average$588FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$344Average$553FlexibilityNo 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.