Flights To Sint Maarten - Cheap Flights Starting at CA $147

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Jet to one of Sint Maarten's top cities

A coastal town with a marina, mountains in the background, and a clear sky.

Simpson Bay

Flights
Simpson Bay
A turquoise beach with a cruise ship, palm trees, and a mountainous backdrop.

Philipsburg

Flights
Philipsburg

How Much Does it Cost To Fly To Sint Maarten?

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

Sat, Dec 5 - Fri, Dec 11
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
CA $362 Roundtrip, found 9 hours ago
CA $362
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Sat, Dec 5 from John F. Kennedy Intl. to Princess Juliana Intl., returning Fri, Dec 11, priced at CA $362 found 9 hours ago
Sat, Dec 12 - Sun, Dec 13
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
CA $439 Roundtrip, found 2 days ago
CA $439
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Dec 12 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Sun, Dec 13, priced at CA $439 found 2 days ago
Sat, Dec 12 - Tue, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
SXM
Princess Juliana Intl.
CA $464 Roundtrip, found 6 days ago
CA $464
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Dec 12 from Hartsfield-Jackson Atlanta Intl. to Princess Juliana Intl., returning Tue, Dec 15, priced at CA $464 found 6 days ago
Mon, Dec 7 - Thu, Dec 17
YUL
Pierre Elliott Trudeau Intl.
SXM
Princess Juliana Intl.
CA $538 Roundtrip, found 6 days ago
CA $538
Roundtrip
found 6 days ago
Select Air Canada flight, departing Mon, Dec 7 from Pierre Elliott Trudeau Intl. to Princess Juliana Intl., returning Thu, Dec 17, priced at CA $538 found 6 days ago
Mon, Dec 7 - Wed, Dec 16
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
CA $540 Roundtrip, just found
CA $540
Roundtrip
just found
Select Air Canada flight, departing Mon, Dec 7 from Pearson Intl. to Princess Juliana Intl., returning Wed, Dec 16, priced at CA $540 just found
Mon, Dec 14 - Wed, Dec 23
YKF
Region of Waterloo Intl.
SXM
Princess Juliana Intl.
CA $541 Roundtrip, found 4 days ago
CA $541
Roundtrip
found 4 days ago
Select Air Canada flight, departing Mon, Dec 14 from Region of Waterloo Intl. to Princess Juliana Intl., returning Wed, Dec 23, priced at CA $541 found 4 days ago
Mon, Nov 30 - Thu, Dec 3
YTZ
Billy Bishop Toronto City
SXM
Princess Juliana Intl.
CA $555 Roundtrip, found 2 days ago
CA $555
Roundtrip
found 2 days ago
Select Air Canada flight, departing Mon, Nov 30 from Billy Bishop Toronto City to Princess Juliana Intl., returning Thu, Dec 3, priced at CA $555 found 2 days ago
Mon, Dec 7 - Tue, Dec 15
YQB
Jean Lesage Intl.
SXM
Princess Juliana Intl.
CA $569 Roundtrip, found 6 days ago
CA $569
Roundtrip
found 6 days ago
Select Air Canada flight, departing Mon, Dec 7 from Jean Lesage Intl. to Princess Juliana Intl., returning Tue, Dec 15, priced at CA $569 found 6 days ago
Mon, Nov 30 - Fri, Dec 4
YOW
Macdonald-Cartier Intl.
SXM
Princess Juliana Intl.
CA $575 Roundtrip, found 8 hours ago
CA $575
Roundtrip
found 8 hours ago
Select Air Canada flight, departing Mon, Nov 30 from Macdonald-Cartier Intl. to Princess Juliana Intl., returning Fri, Dec 4, priced at CA $575 found 8 hours ago
OriginDestinationTravel datesFlights from*
JFKSimpson BayDecember 5 to December 11CA $362
JFKSimpson BayDecember 5 to December 11CA $362
FLLSimpson BayDecember 12 to December 13CA $439
YYZSimpson BayDecember 8 to December 16CA $540
YULSimpson BayDecember 1 to December 10CA $560
BOSSimpson BayDecember 17 to December 23CA $606
EWRSimpson BayJanuary 15 to January 18CA $799
PHLSimpson BayFebruary 7 to February 12CA $901
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKSimpson BayNovember 21 to November 21CA $413
JFKSimpson BayNovember 21 to November 21CA $413
FLLSimpson BayNovember 20 to November 22CA $653
YYZSimpson BayNovember 21 to November 27CA $720
YULSimpson BayNovember 20 to November 27CA $782
PHLSimpson BayNovember 22 to November 28CA $1,105
BOSSimpson BayNovember 21 to November 28CA $1,120
EWRSimpson BayNovember 22 to November 27CA $1,614
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
3.5-star property

Princess Heights Luxury Boutique Condo Hotel

Nov 19 - Nov 25

6 night stay

Toronto (YTO) to Philipsburg (SXM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $2,612, price is now CA $1,549 per person
CA $1,549
per person
found 1 day ago
The Villas at Simpson Bay Resort
4.0-star property

The Villas at Simpson Bay Resort

Feb 6 - Feb 13

7 night stay

Toronto (YTO) to Philipsburg (SXM)

United • Non-stop roundtrip • Coach
Price was CA $7,266, price is now CA $3,046 per person
CA $3,046
per person
found 1 day ago
Simpson Bay Resort, Marina & Spa
4.0-star property

Simpson Bay Resort, Marina & Spa

Jan 4 - Jan 11

7 night stay

Toronto (YYZ) to Philipsburg (SXM)

Air Canada • Roundtrip • Coach
Price was CA $6,162, price is now CA $2,622 per person
CA $2,622
per person
found 1 day ago
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Travelers ❤️ These Sint Maarten 🏨

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
9/10 Wonderful! (2,181 reviews)
"❤️❤️"

Reviewed on Nov 13, 2026

Opens in a new windowSimpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
9/10 Wonderful! (2,423 reviews)
"Great place to stay !! The staff was amazing and welcoming. I recommend everyone to stay here and we will definitely be back soon !"

Reviewed on Nov 13, 2026

Opens in a new windowThe Morgan Resort Spa Village
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
8/10 Very good! (3,314 reviews)
"Friendly staff"

Reviewed on Nov 13, 2026

Opens in a new windowSonesta Maho Beach All Inclusive Resort Casino & Spa
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Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
10 Emerald Merit Rd Oyster Pond
Book a stay at this spa resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orient Bay and Great Bay Beach are located nearby.
9/10 Wonderful! (1,005 reviews)
"We gave them a 4star because on Thursday November 12, 2026 about 6pm the girl at the front desk was quite rude upon checking in, I did try file a complaint the next morning but none of the management was there early in the morning, also no one reached out to us."

Reviewed on Nov 14, 2026

Opens in a new windowOyster Bay Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Sint Maarten?
Some travelers booked a roundtrip flight to Sint Maarten for as little as CA $362 in the last seven days. If you see a fare you like, book fast. Cheap deals don't wait around for long! This price was available on Travelocity for flights to Sint Maarten departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Sint Maarten?
Lock in a seat with one of the 16 airlines that operate flights to Sint Maarten. If you're spending some time in Cul de Sac, let Saint Barth Commuter whisk you away to this buzzing destination to explore its top attractions. This well-known carrier offers 485 flights there a month.
What is the cheapest month to fly to Sint Maarten?
According to Travelocity's direct return flight demand from January to December last year, December is the cheapest time to hop on a plane to Sint Maarten. Look for flights during this month and snap up an awesome deal today.
How can I check my flight status to Sint Maarten?
Head to Travelocity's customer portal, Trips. You'll find almost everything related to your flight to Sint Maarten here, including important information about your flight status, gate changes and more. Trips is located at the top right of the Travelocity homepage. Simply sign up, log in and get the answers you need. You can also access your itinerary on the move and get real-time travel updates through the Travelocity app. You'll find all your itineraries in one place, so you can easily share details with any members of your family flying with you.
How do I find the best deals on flights to Sint Maarten?
It's always good to book ahead, and if you can, avoid traveling during peak periods. Another smart way to save is by hitting the "Flexible dates" box at the top of the page after searching for your flights. It's an easy way to compare prices for nearby days. In the last seven days, the best price for a roundtrip flight to Sint Maarten was CA $362. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Sint Maarten with Travelocity?
An amazing vacation is at the click of a button when you organize your trip with Travelocity. With great deals on cheap family flights, places to stay, rental cars and more, we make it easy to find the best prices to suit your needs. You can also take advantage of our 24/7 social media assistance and free cancellations on most hotels during every step of the process. Wander wisely with us and reserve your cheap flights to Sint Maarten today.
What are the most popular flight routes to Sint Maarten?
If you're planning to hop on a flight to Sint Maarten, here are some major routes to think about:

  • Gustavia (SBH-Gustaf III) to Princess Juliana Intl. Airport (SXM) - 4,710 flights a month.
  • The Valley (AXA-Clayton J. Lloyd Intl.) to Princess Juliana Intl. Airport (SXM) - 424 flights a month.
  • New York, NY (JFK-John F. Kennedy Intl.) to Princess Juliana Intl. Airport (SXM) - 216 flights a month.

How much is a flight to Sint Maarten on average?
Roundtrip flights to Sint Maarten were priced between CA $362 and CA $1,614 in the last seven days. If you spot a ticket price that works with your budget, get in quick. Cheap deals don't last long! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

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