Flights To Sint Maarten - Cheap Flights Starting at CA $144

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Simpson Bay

Flights
Simpson Bay

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.

Tue, Aug 18 - Tue, Aug 25
DTW
Detroit Metropolitan Wayne County
SXM
Princess Juliana Intl.
CA $409 Roundtrip, found 2 days ago
CA $409
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Aug 18 from Detroit Metropolitan Wayne County to Princess Juliana Intl., returning Tue, Aug 25, priced at CA $409 found 2 days ago
Fri, Aug 14 - Thu, Aug 20
ATL
Hartsfield-Jackson Atlanta Intl.
SXM
Princess Juliana Intl.
CA $410 Roundtrip, found 1 day ago
CA $410
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Aug 14 from Hartsfield-Jackson Atlanta Intl. to Princess Juliana Intl., returning Thu, Aug 20, priced at CA $410 found 1 day ago
Mon, Nov 2 - Mon, Nov 9
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
CA $411 Roundtrip, found 1 hour ago
CA $411
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Mon, Nov 2 from Pearson Intl. to Princess Juliana Intl., returning Mon, Nov 9, priced at CA $411 found 1 hour ago
Tue, Oct 13 - Thu, Oct 22
YUL
Pierre Elliott Trudeau Intl.
SXM
Princess Juliana Intl.
CA $462 Roundtrip, found 2 days ago
CA $462
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue, Oct 13 from Pierre Elliott Trudeau Intl. to Princess Juliana Intl., returning Thu, Oct 22, priced at CA $462 found 2 days ago
Wed, Oct 14 - Sun, Oct 18
YHZ
Stanfield Intl.
SXM
Princess Juliana Intl.
CA $484 Roundtrip, found 2 days ago
CA $484
Roundtrip
found 2 days ago
Select WestJet flight, departing Wed, Oct 14 from Stanfield Intl. to Princess Juliana Intl., returning Sun, Oct 18, priced at CA $484 found 2 days ago
Sat, Aug 29 - Sat, Sep 12
YOW
Macdonald-Cartier Intl.
SXM
Princess Juliana Intl.
CA $488 Roundtrip, found 3 days ago
CA $488
Roundtrip
found 3 days ago
Select Air Canada flight, departing Sat, Aug 29 from Macdonald-Cartier Intl. to Princess Juliana Intl., returning Sat, Sep 12, priced at CA $488 found 3 days ago
Sun, Jun 7 - Thu, Jun 11
YTZ
Billy Bishop Toronto City
SXM
Princess Juliana Intl.
CA $512 Roundtrip, found 2 days ago
CA $512
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sun, Jun 7 from Billy Bishop Toronto City to Princess Juliana Intl., returning Thu, Jun 11, priced at CA $512 found 2 days ago
Thu, Oct 1 - Thu, Oct 8
YQB
Jean Lesage Intl.
SXM
Princess Juliana Intl.
CA $515 Roundtrip, found 2 days ago
CA $515
Roundtrip
found 2 days ago
Select Air Canada flight, departing Thu, Oct 1 from Jean Lesage Intl. to Princess Juliana Intl., returning Thu, Oct 8, priced at CA $515 found 2 days ago
OriginDestinationTravel datesFlights from*
MIASimpson BayJune 14 to June 16CA $423
FLLSimpson BayJuly 20 to July 24CA $423
YYZSimpson BayAugust 17 to August 20CA $450
YULSimpson BayJune 15 to June 22CA $497
JFKSimpson BayMay 28 to June 4CA $521
JFKSimpson BayMay 28 to June 4CA $521
BOSSimpson BayAugust 22 to August 29CA $597
EWRSimpson BayAugust 19 to August 25CA $643
PHLSimpson BayAugust 9 to August 13CA $761
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZSimpson BayMay 16 to May 17CA $738
YULSimpson BayMay 17 to May 24CA $902
*Prices include taxes and fees
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

May 25 - May 31

6 night stay

Toronto (YTO) to Philipsburg (SXM)

WestJet • Roundtrip • Coach
Price was CA $3,439, price is now CA $1,384 per person
CA $1,384
per person
found 1 day ago
The Villas at Simpson Bay Resort
4.0-star property

The Villas at Simpson Bay Resort

Jul 26 - Jul 31

5 night stay

Toronto (YTO) to Philipsburg (SXM)

WestJet • Coach

Philipsburg (SXM) to Toronto (YTO)

American Airlines • Coach
Price was CA $3,156, price is now CA $1,424 per person
CA $1,424
per person
found 1 day ago
Princess Heights Luxury Boutique Condo Hotel
3.5-star property

Princess Heights Luxury Boutique Condo Hotel

Jul 31 - Aug 7

7 night stay

Toronto (YTO) to Philipsburg (SXM)

American Airlines • Non-stop roundtrip • Coach
Price was CA $2,235, price is now CA $1,426 per person
CA $1,426
per person
found 1 day ago
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Travelers ❤️ These Sint Maarten 🏨

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! (2,134 reviews)
Morgan was an excellent resort, highly recommend!

Reviewed on May 14, 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
Book a stay at this beach property in 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! (2,967 reviews)
Excellent and polite staff. Impeccable restaurants and top notch buffet.

Reviewed on May 14, 2026

Opens in a new windowSonesta Maho Beach All Inclusive Resort Casino & Spa
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! (1,723 reviews)
Best resort I’ve stayed in yet ! Only thing I would say is that security should work on being nicer

Reviewed on May 14, 2026

Opens in a new windowSimpson Bay Resort, Marina & 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 beach 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 Grand Case Beach and Oyster Bay Marina are located nearby.
8.8/10 Excellent! (1,003 reviews)
location, staff, amenities all was great.

Reviewed on May 12, 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 $409 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 15 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, August 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 $409. 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 $409 and CA $902 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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