Flights To Sint Maarten - Cheap Flights Starting at CA $146

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A wooden pier extending into calm waters with sailboats anchored nearby.

Simpson Bay

Flights
Simpson Bay
A coastal town with a beach, rocky shoreline, and a mountain in the background.

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, Oct 24 - Mon, Oct 26
YKF
Region of Waterloo Intl.
SXM
Princess Juliana Intl.
CA $374 Roundtrip, found 5 days ago
CA $374
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sat, Oct 24 from Region of Waterloo Intl. to Princess Juliana Intl., returning Mon, Oct 26, priced at CA $374 found 5 days ago
Sat, Oct 24 - Mon, Oct 26
YHM
John C. Munro Hamilton Intl.
SXM
Princess Juliana Intl.
CA $374 Roundtrip, found 5 days ago
CA $374
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sat, Oct 24 from John C. Munro Hamilton Intl. to Princess Juliana Intl., returning Mon, Oct 26, priced at CA $374 found 5 days ago
Thu, Oct 29 - Sat, Oct 31
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
CA $376 Roundtrip, found 4 days ago
CA $376
Roundtrip
found 4 days ago
Select WestJet flight, departing Thu, Oct 29 from Pearson Intl. to Princess Juliana Intl., returning Sat, Oct 31, priced at CA $376 found 4 days ago
Tue, Dec 1 - Tue, Dec 15
YUL
Pierre Elliott Trudeau Intl.
SXM
Princess Juliana Intl.
CA $387 Roundtrip, found 5 days ago
CA $387
Roundtrip
found 5 days ago
Select Air Canada flight, departing Tue, Dec 1 from Pierre Elliott Trudeau Intl. to Princess Juliana Intl., returning Tue, Dec 15, priced at CA $387 found 5 days ago
Mon, Oct 12 - Fri, Oct 16
SAB
Juancho E. Yrausquin
SXM
Princess Juliana Intl.
CA $388 Roundtrip, found 19 hours ago
CA $388
Roundtrip
found 19 hours ago
Select Windward Island Airways International flight, departing Mon, Oct 12 from Juancho E. Yrausquin to Princess Juliana Intl., returning Fri, Oct 16, priced at CA $388 found 19 hours ago
Wed, Dec 9 - Wed, Dec 16
YOW
Macdonald-Cartier Intl.
SXM
Princess Juliana Intl.
CA $391 Roundtrip, found 4 days ago
CA $391
Roundtrip
found 4 days ago
Select Air Canada flight, departing Wed, Dec 9 from Macdonald-Cartier Intl. to Princess Juliana Intl., returning Wed, Dec 16, priced at CA $391 found 4 days ago
Tue, Oct 27 - Fri, Oct 30
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
CA $408 Roundtrip, found 3 days ago
CA $408
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Oct 27 from John F. Kennedy Intl. to Princess Juliana Intl., returning Fri, Oct 30, priced at CA $408 found 3 days ago
Mon, Dec 7 - Tue, Dec 15
YQB
Jean Lesage Intl.
SXM
Princess Juliana Intl.
CA $408 Roundtrip, found 4 days ago
CA $408
Roundtrip
found 4 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 $408 found 4 days ago
OriginDestinationTravel datesFlights from*
YYZSimpson BayOctober 27 to October 31CA $403
JFKSimpson BayOctober 27 to October 30CA $408
JFKSimpson BayOctober 27 to October 30CA $408
YULSimpson BayNovember 23 to November 30CA $440
EWRSimpson BayDecember 9 to December 16CA $470
FLLSimpson BayOctober 30 to November 1CA $574
BOSSimpson BayDecember 20 to December 27CA $656
PHLSimpson BayOctober 25 to October 29CA $708
MIASimpson BayDecember 19 to January 2CA $1,091
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZSimpson BayOctober 3 to October 10CA $439
YULSimpson BayOctober 3 to October 9CA $740
JFKSimpson BayOctober 4 to October 9CA $928
JFKSimpson BayOctober 4 to October 9CA $928
EWRSimpson BayOctober 4 to October 9CA $1,500
*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

Dec 7 - Dec 12

5 night stay

Toronto (YTO) to Philipsburg (SXM)

WestJet • Roundtrip • Coach
Price was CA $2,643, price is now CA $1,217 per person
CA $1,217
per person
found 11 hours ago
The Villas at Simpson Bay Resort
4.0-star property

The Villas at Simpson Bay Resort

Oct 22 - Oct 29

7 night stay

Toronto (YTO) to Philipsburg (SXM)

Air Canada • Coach

Philipsburg (SXM) to Toronto (YTO)

WestJet • Coach
Price was CA $3,330, price is now CA $1,376 per person
CA $1,376
per person
found 1 day ago
The Morgan Resort Spa Village
4.0-star property

The Morgan Resort Spa Village

Dec 3 - Dec 10

7 night stay

Toronto (YTO) to Philipsburg (SXM)

WestJet • Roundtrip • Coach
Save 100% on your flight
Price was CA $3,812, price is now CA $2,189 per person
CA $2,189
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.
Opens in a new windowSimpson Bay Resort, Marina & Spa
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.
Opens in a new windowSonesta Maho Beach All Inclusive Resort Casino & 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! (2,409 reviews)
"The resort was amazing!! The staff was very friendly and helpful. The front desk staff Shavonne and concierge were helpful in planning activities to do on the island. Carlos, the doorman was amazing and friendly. Gabby and Nick were great bartenders. The room was clean."

Reviewed on Sep 27, 2026

Opens in a new windowThe Morgan Resort Spa Village
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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 Port of St. Maarten and Grand Case Beach are located nearby.
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 $374 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, October 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 $374. 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 $374 and CA $1,500 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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