Cheap flights To Cupecoy (SXM) from $82

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Cheap Flights to Cupecoy from $82 One Way, $207 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Nov 11 - Sun, Nov 15
SDQ
Las Americas Intl.
SXM
Princess Juliana Intl.
$207 Roundtrip, found 6 hours ago
$207
Roundtrip
found 6 hours ago
Select Arajet flight, departing Wed, Nov 11 from Las Americas Intl. to Princess Juliana Intl., returning Sun, Nov 15, priced at $207 found 6 hours ago
Sat, Nov 7 - Sat, Nov 14
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$239 Roundtrip, found 2 days ago
$239
Roundtrip
found 2 days ago
Select WestJet flight, departing Sat, Nov 7 from Pearson Intl. to Princess Juliana Intl., returning Sat, Nov 14, priced at $239 found 2 days ago
Sun, Oct 18 - Thu, Oct 22
LGA
LaGuardia
SXM
Princess Juliana Intl.
$295 Roundtrip, found 2 days ago
$295
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Oct 18 from LaGuardia to Princess Juliana Intl., returning Thu, Oct 22, priced at $295 found 2 days ago
Mon, Oct 19 - Fri, Oct 23
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$295 Roundtrip, found 2 days ago
$295
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Oct 19 from John F. Kennedy Intl. to Princess Juliana Intl., returning Fri, Oct 23, priced at $295 found 2 days ago
Sat, Dec 5 - Thu, Dec 10
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$310 Roundtrip, found 15 hours ago
$310
Roundtrip
found 15 hours ago
Select United flight, departing Sat, Dec 5 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Thu, Dec 10, priced at $310 found 15 hours ago
Tue, Oct 6 - Wed, Oct 7
MCO
Orlando Intl.
SXM
Princess Juliana Intl.
$311 Roundtrip, found 1 day ago
$311
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 6 from Orlando Intl. to Princess Juliana Intl., returning Wed, Oct 7, priced at $311 found 1 day ago
Mon, Nov 9 - Fri, Nov 13
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$311 Roundtrip, found 2 days ago
$311
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Mon, Nov 9 from Logan Intl. to Princess Juliana Intl., returning Fri, Nov 13, priced at $311 found 2 days ago
Fri, Nov 27 - Sat, Dec 5
BWI
Baltimore Washington Intl. Thurgood Marshall
SXM
Princess Juliana Intl.
$321 Roundtrip, found 1 day ago
$321
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Nov 27 from Baltimore Washington Intl. Thurgood Marshall to Princess Juliana Intl., returning Sat, Dec 5, priced at $321 found 1 day ago
Sun, Oct 25 - Fri, Oct 30
DCA
Ronald Reagan Washington National
SXM
Princess Juliana Intl.
$329 Roundtrip, found 4 hours ago
$329
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sun, Oct 25 from Ronald Reagan Washington National to Princess Juliana Intl., returning Fri, Oct 30, priced at $329 found 4 hours ago
Sat, Oct 24 - Wed, Oct 28
IAD
Washington Dulles Intl.
SXM
Princess Juliana Intl.
$334 Roundtrip, found 4 days ago
$334
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Oct 24 from Washington Dulles Intl. to Princess Juliana Intl., returning Wed, Oct 28, priced at $334 found 4 days ago

Cupecoy Flight Information

Traveling To
Cupecoy
Destination Airport IATA Code
SXM
Number of Airlines Serving
Airlines
Arajet, American Airlines, United, WestJet, Southwest Airlines
Flight Price
$207
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Cupecoy economy flight packages

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
4.0-star property

Simpson Bay Resort, Marina & Spa

Oct 13 - Oct 19

6 night stay

Bridgetown (BGI) to Philipsburg (SXM)

Windward Island Airways International • Non-stop roundtrip • Coach
Price was $1,896, price is now $828 per person
$828
per person
found 1 day ago
The Villas at Simpson Bay Resort
4.0-star property

The Villas at Simpson Bay Resort

Oct 13 - Oct 19

6 night stay

Bridgetown (BGI) to Philipsburg (SXM)

Windward Island Airways International • Non-stop roundtrip • Coach
Price was $2,622, price is now $1,003 per person
$1,003
per person
found 1 day ago
Princess Heights Luxury Boutique Condo Hotel
3.5-star property

Princess Heights Luxury Boutique Condo Hotel

Oct 13 - Oct 19

6 night stay

Bridgetown (BGI) to Philipsburg (SXM)

Windward Island Airways International • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,705, price is now $1,014 per person
$1,014
per person
found 1 day ago
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Cupecoy first class flight packages

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
4.0-star property

Simpson Bay Resort, Marina & Spa

9/10 Wonderful! (1,961 reviews)

Oct 7 - Oct 11

4 night stay

New York (JFK) to Philipsburg (SXM)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,041, price is now $1,312 per person
$1,312
per person
found 21 hours ago
i enjoyed the fact that my room was cleaned up nice every day

Reviewed on Aug 24, 2026

The Villas at Simpson Bay Resort
4.0-star property

The Villas at Simpson Bay Resort

9.2/10 Wonderful! (1,507 reviews)

Oct 7 - Oct 11

4 night stay

New York (JFK) to Philipsburg (SXM)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,489, price is now $1,426 per person
$1,426
per person
found 21 hours ago

Sonesta Ocean Point All Inclusive, Adults Only Resort
5.0-star property

Sonesta Ocean Point All Inclusive, Adults Only Resort

8.8/10 Excellent! (1,017 reviews)

Oct 7 - Oct 11

4 night stay

New York (JFK) to Philipsburg (SXM)

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $6,266, price is now $4,568 per person
$4,568
per person
found 21 hours ago

Don't see what you're looking for?
See all available trips from New York to Cupecoy
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Cupecoy

Finding cheap flights to Cupecoy is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Cupecoy flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Cupecoy through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Cupecoy—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Cupecoy flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Cupecoy with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Cupecoy?
With 20 airlines operating services to Princess Juliana Intl. Airport (SXM), the main entry point to Cupecoy, you have loads of options. Grab a rewarding deal among these renowned international carriers that fly to this city:

  • Winair - 250 flights to Cupecoy per month
  • Anguilla Air Services - 52 flights to Cupecoy per month
  • JetBlue - 24 flights to Cupecoy per month

What is the best airport to fly to in Cupecoy?
Keep an eye out for an amazing airfare to Princess Juliana Intl. Airport (SXM). It's the main airport servicing this city and is located roughly 1 mile southeast of the center. After walking out of the arrivals area, it won't be long before you're discovering the best of Cupecoy.
How much is a flight to Cupecoy?
Travelers from far and wide nabbed round-trip bargains ranging from $207 to $334 this week. Kicking off your journey from Santo Domingo (SDQ)? The cheapest one-way tickets started at just $82.
How to book the cheapest flight to Cupecoy?
Scoring cheap flights to Cupecoy is as easy as booking with Orbitz. But if you want to make sure you're grabbing the best flight deals around, here are a few tips to follow:

  • Taking off from or landing at other airports can work out cheaper. Enter your preferred departure and arrival airports. Next, select the 'Nearby airports' function below to look through your options.
  • If your plans aren't etched in stone, click on the 'Show flexible dates' option to view the flight deals for a selection of departure dates. Go with any suitable cheaper fare you find.
  • To refine your results, click on 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also select whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • If you've sorted your travel dates, reserve your flight. Airfares generally rise as the departure date gets closer.
  • Think about bundling your hotels, flights and car rentals into a package with Orbitz to get more for your money.
  • Flying during the busy season often means costly airfares. If possible, plan your trip outside of popular periods, such as school breaks, Thanksgiving and Easter.

What is the best time to book a flight to Cupecoy?
Snap up a bargain and book your seats to Cupecoy in January. If you've missed this month, fear not. February and August often have affordable airfares as well. Be careful not to snooze on a sale though — cheap flights appear and vanish in a flash!
What day of the week is the cheapest to book a flight to Cupecoy?
Get a great flight deal by booking on a Tuesday, Wednesday or Saturday. Typically, these are the best days of the week to pick up cheap airfares to Cupecoy.
What is the cheapest day of the week to fly to Cupecoy?
Everybody enjoys a good bargain, so we recommend departing early in the week for cheap flights to Cupecoy. Orbitz data from 2020 suggests you can get the best prices on flights that leave on Mondays. Tuesday is the next most affordable day, while Saturdays are the most expensive. Many people like to start their trip at the weekend, so leave those Saturdays for binge-watching your favorite TV shows.
What is the cheapest month to fly to Cupecoy?
Consider jetting off in August if you're sticking to a budget. Orbitz data has found that it's generally the best month for cheap flights to Cupecoy. June is when prices hit their peak.
Which airlines allow free cancellation?
When you search for flights on Orbitz, click on "Filter by flexible change policies." This filter will quickly find all the carriers offering free cancellation and no change fees. That means you can breathe easy knowing that if things change, your ticket can too.
What do I need for the flight to Cupecoy?
From onboard entertainment to travel basics like hand sanitizer, there are a number of things a frequent flyer always carries with them. To make sure you're ready for your adventure, check out this handy list:

  • Travel paperwork such as e-tickets and identification are a must. To avoid any delays when you check in, ensure that your booking is made with the same name, gender and birth date as indicated on your current ID.
  • A well-packed carry-on bag is a must-have for any lengthy flight. With a few hours or more to kill, you'll probably long for something to keep you entertained on your trip. We suggest a good book (or trashy magazine), and something to munch on.
  • Airplane cabins are often quite cold. If you decide to travel during the height of the Cupecoy summer, be sure to carry a sweater on board with you.

How many direct flights are there to Cupecoy?
Your thrilling adventure is one easy plane trip away, with 72 direct services to Cupecoy every month. Search for a suitable flight with Orbitz and pick up a rewarding deal with Winair, Anguilla Air Services or Air Antilles Express. Other respected airlines that provide nonstop services include American Airlines, JetBlue Airways and Delta Air Lines.
How do I get cheap first-class/business deals to Cupecoy?
There are ways of booking business or first-class tickets to Cupecoy that won't burn through your wallet. Find a seat in the pointy end of the plane for less with these great tips:

  • Be flexible with your travel dates and hold out for deals on business or first-class airfares.
  • A lot of low-cost carriers nowadays have excellent business-class seating that doesn't cost an arm and a leg.
  • Bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat up the front. You may also be able to upgrade with points earned through a loyalty program.

How to get into Cupecoy from the airport?
If you'd rather drive into Cupecoy, there are multiple car rental offices at Princess Juliana Intl. Airport (SXM). Popular options include Hertz, NÜ Car Rentals and Fox Rental Cars. Choose a Princess Juliana Intl. Airport (SXM) car rental, jump into the driver's seat and you'll be off on your getaway before you know it. The town center is 1 mile northwest of the airport so you could also take a taxi or public transportation into town and pick up your ride from Cupecoy car rentals instead.
What is the best time to go to Cupecoy?
You'll have tons of fun no matter what time of year you decide to go to Cupecoy, but January, February and November are the busiest months. Want to pack your schedule with loads of warm-weather experiences? Plan your getaway around June 20. This is when summertime begins in the Northern Hemisphere. Expect the mercury to fluctuate between 80 ºF and 80 ºF during this time.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.