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Punta Cana

$126+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PUJ
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Punta Cana are usually found in April or May, booked 35 days in advance, depart on a Tuesday or Monday and return on a Friday

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 March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$316
(American Airlines)

One-way from

$126
(American Airlines)

Popular in

March

Cheapest in

April

Average price

$658

Good round-trip deal

$472 or less

Good one-way deal

$193 or less
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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Highest demand for flights based on searches. 0% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 31, 2025.

This American Airlines deal was found by Cheapflights users on 3/30. 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.
Wed 4/95:00 amORD - PUJ
1 stop9h 40mAmerican Airlines
Sun 4/134:40 pmPUJ - ORD
1 stop19h 25mAmerican Airlines
Deal found 3/30$316
This Mytrip deal was found by Cheapflights users on 3/30. 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.
Tue 4/86:45 amORD - PUJ
2 stops29h 20mSpirit Airlines
Thu 4/1712:39 pmPUJ - ORD
1 stop20h 25mSpirit Airlines
Deal found 3/30$318
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Tue 4/89:08 pmORD - PUJ
1 stop13h 36mMultiple Airlines
Fri 4/1812:39 pmPUJ - ORD
1 stop27h 19mMultiple Airlines
Deal found 3/30$320
This Delta deal was found by Cheapflights users on 3/30. 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.
Sun 4/205:30 amORD - PUJ
1 stop6h 45mDelta
Thu 4/243:55 pmPUJ - ORD
1 stop9h 04mDelta
Deal found 3/30$335
This Delta deal was found by Cheapflights users on 3/30. 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.
Tue 5/66:04 amMDW - PUJ
1 stop6h 11mDelta
Sat 5/101:05 pmPUJ - MDW
1 stop9h 09mDelta
Deal found 3/30$335
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Tue 5/69:23 amORD - PUJ
Nonstop4h 42mUnited Airlines
Thu 5/151:50 pmPUJ - ORD
Nonstop5h 05mUnited Airlines
Deal found 3/31$350
This Mytrip deal was found by Cheapflights users on 3/30. 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.
Thu 5/156:30 pmMDW - PUJ
1 stop18h 04mFrontier
Thu 5/229:52 amPUJ - MDW
1 stop11h 25mFrontier
Deal found 3/30$411
This JetBlue deal was found by Cheapflights users on 3/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/297:31 pmORD - PUJ
1 stop14h 41mJetBlue
Tue 6/311:35 amPUJ - ORD
1 stop11h 19mJetBlue
Deal found 3/30$451
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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.
Sun 4/276:20 amORD - PUJ
Nonstop4h 36mFrontier
Sat 5/35:54 pmPUJ - ORD
Nonstop5h 06mFrontier
Deal found 3/30$465
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/36:27 pmMDW - PUJ
1 stop17h 58mMultiple Airlines
Mon 4/73:47 pmPUJ - MDW
2 stops32h 37mMultiple Airlines
Deal found 3/29$527
This Southwest deal was found by Cheapflights users on 3/30. 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.
Mon 5/125:45 amMDW - PUJ
1 stop8h 00mSouthwest
Sat 5/172:50 pmPUJ - MDW
Nonstop5h 05mSouthwest
Deal found 3/30$529

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 31, 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

Sun 5/11

5:00 am-1:10 pm

1 stop7h 10m

Punta Cana

Thu 5/15

3:16 pm-7:36 pm

Nonstop5h 20m

$317

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Mon 5/5

5:07 pm-11:44 am

1 stop17h 37m

Punta Cana

Thu 5/15

12:42 pm-8:03 pm

1 stop8h 21m

$318

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 4/20

5:30 am-1:15 pm

1 stop6h 45m

Punta Cana

Thu 4/24

3:55 pm-11:59 pm

1 stop9h 04m

$335

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Tue 5/6

6:04 am-2:30 pm

1 stop7h 26m

Punta Cana

Wed 5/14

1:05 pm-9:28 pm

1 stop9h 23m

$335

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Mon 5/5

4:15 pm-1:05 pm

2 stops19h 50m

Punta Cana

Thu 5/8

12:42 pm-11:32 pm

1 stop11h 50m

$344

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Tue 5/6

9:23 am-3:05 pm

Nonstop4h 42m

Punta Cana

Thu 5/15

1:50 pm-5:55 pm

Nonstop5h 05m

$350

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Thu 5/15

6:30 pm-1:34 pm

1 stop18h 04m

Punta Cana

Thu 5/22

9:52 am-8:17 pm

1 stop11h 25m

$411

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Fri 5/2

3:07 pm-2:09 am

1 stop10h 02m

Punta Cana

Wed 5/7

5:14 am-1:47 pm

1 stop9h 33m

$441

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Thu 5/29

7:31 pm-11:12 am

1 stop14h 41m

Punta Cana

Tue 6/3

11:35 am-9:54 pm

1 stop11h 19m

$451

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 4/27

6:20 am-11:56 am

Nonstop4h 36m

Punta Cana

Sat 5/3

5:54 pm-10:00 pm

Nonstop5h 06m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 28 results
1
2
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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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
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.

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, consider using the "L" train to ORD, avoiding Chicago traffic delays common with taxis or rideshares.

Read more about ORDby Ramsey Qubein
PUJ

Clearing immigration at PUJ is efficient, often taking under 20 minutes, thanks to fully staffed counters.

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 March 28, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Punta Cana, you should look to book at least 35 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 $599). 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 31, 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 March 23, 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 March 31, 2025.

The most flights from CHI to PUJ are scheduled on a Monday (4 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (2 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 March 31, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Copa Airlines 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
4,275 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.0

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,275 reviews
Southwest
8.0
Very good
4,275 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.0

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,899 reviews
Southwest
8.0
Very good
4,275 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.0

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Copa Airlines
7.6
Good
1,400 reviews
Southwest
8.0
Very good
4,275 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.0

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,614 reviews
Southwest
8.0
Very good
4,275 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.0

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,275 reviews

Crew

8.7

Food

7.1

Comfort

8.1

Overall

8.0

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 9 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 $316. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and Delta, with the lowest prices starting at $318 and $335, respectively. American Airlines is 42% 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 American Airlines. According to our data, you can fly for as low as $126. Users have also found prices from $134 and $156 on Spirit Airlines and Delta, 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: Frontier (87%), American Airlines (82%), United Airlines( 78%).

  • 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 $896, our data indicates the cheapest price to be $102. The most popular route (Chicago O'Hare Intl - Punta Cana), is priced around $250.

  • 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 $599). 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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$210Average$489FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$258Average$352FlexibilityNo cancel feeOn-time65%
Air CanadaCheapest$335Average$861FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$343Average$650FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$385Average$615FlexibilityNo cancel feeOn-time71%
DeltaCheapest$419Average$860FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$488Average$596FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$671Average$875FlexibilityNo cancel feeOn-time63%
AviancaCheapest$1,422Average$1,422FlexibilityNo cancel feeOn-time71%
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