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Simpson Bay

$100+ Cheap flights from New York, NY (NYC) to Simpson Bay (SXM)

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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — SXM
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
1 adult, Economy
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Cheapflights Tip: The best prices from New York to Simpson Bay Princess Juliana are usually found in May or September, booked 22 days in advance, depart on a Monday or Tuesday and return on a Sunday

Cheap flight deals from New York to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from New York (NYC) to Simpson Bay (SXM). 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 October 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$258
(Cheapflightsfares)

One-way from

$100
(CheapOair)

Popular in

December

Cheapest in

May

Average price

$442

Good round-trip deal

$354 or less

Good one-way deal

$154 or less
Provider with most accurate pricing for New York (NYC)-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Simpson Bay Princess Juliana flights.
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From New York (NYC) to Simpson Bay Princess Juliana
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One-way flight from New York (NYC) to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 8% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from New York (NYC) to Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from New York (NYC) to Simpson Bay Princess Juliana.
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Find flight deals from New York to Simpson Bay

Cheapest flights from New York to Simpson Bay
Explore the most affordable flight options available from New York to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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.
Mon 11/36:00 amLGA - SXM
1 stop7h 15mSpirit Airlines
Fri 11/73:20 pmSXM - LGA
1 stop9h 01mSpirit Airlines
Deal found 10/19$258
This SmartFares deal was found by Cheapflights users on 10/19. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1511:30 amJFK - SXM
Nonstop4h 08mJetBlue
Fri 11/215:39 pmSXM - JFK
Nonstop4h 26mJetBlue
Deal found 10/19$279
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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.
Mon 11/36:38 amEWR - SXM
1 stop6h 37mSpirit Airlines
Fri 11/73:20 pmSXM - EWR
1 stop8h 06mSpirit Airlines
Deal found 10/19$292
This Flysmarter deal was found by Cheapflights users on 10/18. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/711:30 amJFK - SXM
Nonstop4h 08mJetBlue
Thu 11/135:44 pmSXM - JFK
Nonstop4h 21mJetBlue
Deal found 10/18$297
This Expedia deal was found by Cheapflights users on 10/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2912:00 pmEWR - SXM
1 stop7h 52mMultiple Airlines
Mon 11/33:20 pmSXM - EWR
1 stop8h 06mMultiple Airlines
Deal found 10/20$301
This JetBlue deal was found by Cheapflights users on 10/19. 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.
Sun 11/29:20 amJFK - SXM
Nonstop3h 59mJetBlue
Thu 11/63:34 pmSXM - JFK
Nonstop4h 26mJetBlue
Deal found 10/19$303
This Arajet deal was found by Cheapflights users on 10/19. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/511:00 amEWR - SXM
1 stop7h 52mArajet
Wed 11/128:57 pmSXM - EWR
1 stop13h 33mArajet
Deal found 10/19$307
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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.
Sat 12/66:00 amLGA - SXM
1 stop7h 10mSpirit Airlines
Wed 12/103:15 pmSXM - LGA
1 stop8h 26mSpirit Airlines
Deal found 10/19$309
This JetBlue deal was found by Cheapflights users on 10/19. 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.
Wed 11/1211:30 amJFK - SXM
Nonstop4h 08mJetBlue
Thu 11/205:39 pmSXM - JFK
Nonstop4h 26mJetBlue
Deal found 10/19$309
This American Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:30 amJFK - SXM
1 stop8h 52mAmerican Airlines
Wed 11/125:24 pmSXM - JFK
2 stops15h 21mAmerican Airlines
Deal found 10/18$310
This CheapOair deal was found by Cheapflights users on 10/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:55 amEWR - SXM
1 stop7h 10mJetBlue
Fri 12/264:10 pmSXM - EWR
1 stop8h 48mJetBlue
Deal found 10/17$311
This American Airlines deal was found by Cheapflights users on 10/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:29 amJFK - SXM
1 stop7h 56mAmerican Airlines
Sat 12/201:15 pmSXM - JFK
Nonstop4h 38mAmerican Airlines
Deal found 10/20$311

Cheapflights Fare Finder

 
Customize your flight search to find flights from New York to Simpson Bay 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 October 20, 2025.
Use the filters below to find and compare flights from New York to Simpson Bay that are best for you.

Fly from

New York

Fly to

Simpson Bay

Route

Depart

Return

Price

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Tue 12/30

7:05 am-12:18 pm

Nonstop4h 13m

Simpson Bay Princess Juliana

Fri 1/23

4:26 pm-8:12 pm

Nonstop4h 46m

$315

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Sat 11/22

8:01 am-1:08 pm

Nonstop4h 07m

Simpson Bay Princess Juliana

Sat 11/29

3:22 pm-6:52 pm

Nonstop4h 30m

$315

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Thu 1/1

7:05 am-12:18 pm

Nonstop4h 13m

Simpson Bay Princess Juliana

Wed 1/14

4:26 pm-8:12 pm

Nonstop4h 46m

$315

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Mon 2/9

7:30 am-12:30 pm

Nonstop4h 00m

Simpson Bay Princess Juliana

Thu 2/12

4:26 pm-8:12 pm

Nonstop4h 46m

$339

New YorkSimpson Bay

LGA - SXM

LGASXM

New York LaGuardia

Sat 1/17

6:57 pm-1:45 pm

1 stop17h 48m

Simpson Bay Princess Juliana

Sat 1/24

2:03 pm-10:30 pm

1 stop9h 27m

$354

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Thu 12/11

11:30 am-4:38 pm

Nonstop4h 08m

Simpson Bay Princess Juliana

Wed 12/17

4:10 pm-11:06 pm

1 stop7h 56m

$359

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Mon 3/30

11:00 am-3:07 pm

Nonstop4h 07m

Simpson Bay Princess Juliana

Thu 4/2

4:15 pm-8:56 pm

Nonstop4h 41m

$363

New YorkSimpson Bay

JFK - SXM

JFKSXM

New York John F Kennedy Intl

Tue 3/24

10:21 am-2:28 pm

Nonstop4h 07m

Simpson Bay Princess Juliana

Thu 4/2

4:15 pm-8:56 pm

Nonstop4h 41m

$363

NewarkSimpson Bay

EWR - SXM

EWRSXM

Newark

Mon 12/15

8:36 am-1:50 pm

Nonstop4h 14m

Simpson Bay Princess Juliana

Wed 12/24

2:52 pm-6:45 pm

Nonstop4h 53m

$365

New YorkSimpson Bay

LGA - SXM

LGASXM

New York LaGuardia

Mon 12/1

6:00 am-4:22 pm

1 stop9h 22m

Simpson Bay Princess Juliana

Fri 12/12

5:25 pm-9:59 am

1 stop17h 34m

$365

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/18

Showing 1-10 of 60 results
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Compare providers for flights from New York to Simpson Bay

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 New York to Simpson Bay in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust 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 New York-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New York-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New York-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New York-Simpson Bay 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 New York-Simpson Bay 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 New York to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from New York 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 New York to Simpson Bay

How far ahead should I book a flight from New York to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from New York to Simpson Bay. Price data was last updated on October 17, 2025.

The price you pay for your flight from New York to Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 15 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from New York to Simpson Bay?

Currently, November is the cheapest month in which you can book a flight from New York to Simpson Bay (average of $121). Flying from New York to Simpson Bay in September is currently the most expensive (average of $320). 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 NYC to SXM?

Find hourly flight availability from New York to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 20, 2025.

One of the essential ways to save on airfare from New York to Simpson Bay is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 52% on airfare.

What is the cheapest day to fly from New York to Simpson Bay?

Use this chart to determine the cheapest time to fly round-trip from New York to Simpson Bay. Price data was last updated on October 12, 2025.

Travelers seeking maximum savings on their New York to Simpson Bay flight should consider departing on Tuesday at noon when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from New York to Simpson Bay?

What’s the top layover airport for flights from New York to Simpson Bay?

Share of 1-stop round-trip flights from New York to Simpson Bay chosen by Cheapflights users in the past 12 months, using the same layover each way.

Washington, D.C. (IAD) – chosen by Cheapflights users on 43% of 1-stop itineraries from New York to Simpson Bay on Cheapflights.

What’s the cheapest layover airport for flights from New York to Simpson Bay?

Average round-trip fare for 1-stop flights from New York to Simpson Bay, chosen by Cheapflights users in the past 12 months, with the same layover each way.

San Juan (SJU) is the most affordable 1-stop option, with an average round-trip price of $185.

What’s the fastest layover option from New York to Simpson Bay?

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

Flights via Fort Lauderdale (FLL) have the shortest average one-way travel time for 1-stop routes: 8h 30m.

Which airport typically offers the quickest layover for flights from New York to Simpson Bay?

Average layover duration for 1-stop one-way flights from New York to Simpson Bay, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Fort Lauderdale (FLL) offer the fastest connection on this route, with an average layover time of 2h 35m.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. 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 Simpson Bay. Reviews last updated October 20, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from New York to Simpson Bay. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,976 reviews

Overall

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
7.9
Good
7,976 reviews
Delta
7.9
Good
7,976 reviews

Overall

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
United Airlines
7.4
Good
8,994 reviews
Delta
7.9
Good
7,976 reviews

Overall

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
11,026 reviews
Delta
7.9
Good
7,976 reviews

Overall

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.2
Good
2,907 reviews
Delta
7.9
Good
7,976 reviews

Overall

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Frontier
5.8
Fair
3,134 reviews
Delta
7.9
Good
7,976 reviews

Overall

7.9

Comfort

7.9

Boarding

8.2

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from New York to Simpson Bay. 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 Simpson Bay from New York?

    Simpson Bay Princess Juliana (SXM) is the airport you will fly into if you book a flight from New York to Simpson Bay. You should not have trouble finding flights to Princess Juliana from New York; the airport handles an average of 1 inbound flight from New York per day. You should also have plenty of airline options to choose from since 7 airlines have flights to the Simpson Bay airport from New York. It is only a 0.5 mi journey from Princess Juliana (SXM) to Simpson Bay’s city center.

  • How long is the flight from New York to Simpson Bay?

    A quick flight from New York to Simpson Bay can take about 4h 07m. Delta provides one of the quickest options available for as low as $315. The distance from New York to Simpson Bay is about 1684 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from New York to Simpson Bay round-trip?

    Currently priced at $165, Spirit Airlines will fly you from New York to Simpson Bay and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Frontier and Delta - these airlines can fly you to your destination from $200 and $209, respectively. Spirit Airlines is 66% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from New York to Simpson Bay one-way?

    The cheapest airlines for a one-way flight from New York to Simpson Bay are Arajet ($119), American Airlines ($124), and United Airlines ($129).

  • What are the most popular routes from New York to Simpson Bay?

    Most travelers choose Newark - Simpson Bay Princess Juliana, New York John F Kennedy Intl - Simpson Bay Princess Juliana or New York LaGuardia - Simpson Bay Princess Juliana when deciding on the best route from New York to Simpson Bay.

  • What are the most reliable airlines from New York to Simpson Bay?

    No one likes to see their flight delayed. When booking a flight from New York to Simpson Bay consider choosing Qatar Airways (76%), JetBlue (69%) or Delta (67%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from New York to Simpson Bay?

    Looking at all options, your cheapest flight can be booked for $129. While the most popular route (Newark - Simpson Bay Princess Juliana) can be booked for $309 on average, our data indicates $1,049 when flying from New York to Simpson Bay.

  • Can I find deals for flights from New York to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on New York to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New York to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New York to Simpson Bay.

  • Can I find deals for business class flights from New York to Simpson Bay?

    Yes. Cheapflights offers flight deals from New York to Simpson Bay 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 New York to Simpson Bay?

    Currently, November is the cheapest month in which you can book a flight from New York to Simpson Bay (average of $121). Flying from New York to Simpson Bay in September is currently the most expensive (average of $320). 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 Simpson Bay?

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Top 7 airlines flying from New York to Simpson Bay

Discover the top 7 airlines that operate flights from New York to Simpson Bay. 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 October 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$165Average$443FlexibilityNo cancel feeOn-time65%
FrontierCheapest$200Average$350FlexibilityNo cancel feeOn-time62%
DeltaCheapest$210Average$488FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$286Average$515FlexibilityNo cancel feeOn-time62%
ArajetCheapest$287Average$326FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$339Average$597FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$377Average$667FlexibilityNo cancel feeOn-time69%

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