Cheap Flight Deals to Philipsburg  from CA $111

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How to find cheap flights to Philipsburg?

The cheapest prices found with in the last 7 days for return flights were CA $331 and CA $111 for one-way flights to Philipsburg for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
FLLSimpson BayMay 3 to May 10CA $331
EWRSimpson BayApril 3 to April 9CA $373
EWRSimpson BayApril 3 to April 9CA $373
YYZSimpson BayApril 6 to April 15CA $400
JFKSimpson BayMarch 23 to March 27CA $461
YULSimpson BayApril 2 to April 14CA $489
MIASimpson BayMay 28 to June 4CA $584
BOSSimpson BayMay 8 to May 15CA $670
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKSimpson BayMarch 23 to March 27CA $461
JFKSimpson BayMarch 23 to March 27CA $461
FLLSimpson BayMarch 21 to March 28CA $506
YULSimpson BayMarch 23 to March 30CA $826
BOSSimpson BayMarch 22 to March 27CA $856
YYZSimpson BayMarch 22 to March 25CA $869
*Prices include taxes and fees

Your guide to flights to Philipsburg,

Spirit Airlines, WestJet, American Airlines fly to Philipsburg, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Philipsburg currently costs between CA $331 and CA $869. Prices vary, but for the best fares, travel in May when prices are at their lowest.  

Top tips for finding cheap flights to Philipsburg  

The cheapest flight for a round trip to Philipsburg is currently CA $331. When you search for flights to Philipsburg, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Philipsburg for nearby days.  The cheapest month to travel to Philipsburg is April from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Philipsburg 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Philipsburg with Travelocity 

We have top deals on plane tickets even for last minute flights to Philipsburg, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Philipsburg for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Philipsburg

Alicia's Inn

Alicia's Inn

2.5 out of 5
Backstreet 42, Philipsburg
The price is CA $141 per night from Mar. 18 to Mar. 19
CA $141
CA $178 total
includes taxes & fees
18 Mar - 19 Mar
Stay at this hotel in Philipsburg. Enjoy free WiFi, concierge services, and cable TV channels. Our guests praise the helpful staff and the clean rooms in our ...
8.6/10 Excellent! (285 reviews)
"Very nice Welcome, very friendly and helpful People, very Clean room"

Reviewed on 8 Mar. 2025

Alicia's Inn
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Front Street 45, Philipsburg
The price is CA $464 per night from Mar. 25 to Mar. 26
CA $464
CA $556 total
includes taxes & fees
25 Mar - 26 Mar
Stay at this 4-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
9/10 Wonderful! (1,002 reviews)
"Overall excellent. Friendly, helpful in spades. Will stay again if I return to St Maartin"

Reviewed on 12 Mar. 2025

Holland House Beach Hotel
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Little Bay Road, Philipsburg
The price is CA $642 per night from Mar. 15 to Mar. 16
CA $642
CA $795 total
includes taxes & fees
15 Mar - 16 Mar
Stay at this 4-star beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,005 reviews)
"We thoroughly enjoyed the infinity pool and the multiple food options available onsite. All rooms have a view of the water. There was a waterfall and stream that emptied into the infinity pool outside our room. We really liked Sea Breeze restaurant."

Reviewed on 13 Mar. 2025

Divi Little Bay Beach Resort
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L'Esperance Hotel

L'Esperance Hotel

2.5 out of 5
4 Tiger Road, Cay Hill, Philipsburg
The price is CA $224 per night from Mar. 22 to Mar. 23
CA $224
CA $257 total
includes taxes & fees
22 Mar - 23 Mar
Stay at this hotel in Philipsburg. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Maho Beach and Orient Bay Beach are located ...
8.4/10 Very Good! (125 reviews)
"Met expectations."

Reviewed on 3 Mar. 2025

L'Esperance Hotel
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.

Luxury Hotels in Philipsburg

Great Bay Beach Resort, Casino & Spa

Great Bay Beach Resort, Casino & Spa

Little Bay Rd 19, Philipsburg
Book a stay at this beach property in Philipsburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maho Beach and Orient Bay Beach are ...
7.4/10 Good! (486 reviews)
Hotel is nice for a smaller hotel.
"Food was great! A majority of the staff was great! Tried the rooms with Bali beds out front and that was a waste of money. No view and filled with ants. Get a higher room with an ocean view. The beach was useless as it is steep and ground seashells for sand. That said, you cannot beat the view of ..."

Reviewed on 24 Jan. 2018

Great Bay Beach Resort, Casino & Spa
Horizon View Beach Hotel

Horizon View Beach Hotel

3 out of 5
Front Street, 49, Philipsburg
The price is CA $269 per night from Mar. 15 to Mar. 16
CA $269
CA $323 total
includes taxes & fees
15 Mar - 16 Mar
Stay at this 3-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and 5 beach bars. Our guests praise the helpful staff in our reviews. Popular ...
8/10 Very Good! (395 reviews)
"We enjoyed our stay. Property was close to shopping and on the beach. Very helpful staff."

Reviewed on 10 Mar. 2025

Horizon View Beach Hotel
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Little Bay Road, Philipsburg
The price is CA $642 per night from Mar. 15 to Mar. 16
CA $642
CA $795 total
includes taxes & fees
15 Mar - 16 Mar
Stay at this 4-star beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,005 reviews)
"We thoroughly enjoyed the infinity pool and the multiple food options available onsite. All rooms have a view of the water. There was a waterfall and stream that emptied into the infinity pool outside our room. We really liked Sea Breeze restaurant."

Reviewed on 13 Mar. 2025

Divi Little Bay Beach Resort
Save an average of 15% on thousands of hotels when you're signed in
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Front Street 45, Philipsburg
The price is CA $464 per night from Mar. 25 to Mar. 26
CA $464
CA $556 total
includes taxes & fees
25 Mar - 26 Mar
Stay at this 4-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
9/10 Wonderful! (1,002 reviews)
"Overall excellent. Friendly, helpful in spades. Will stay again if I return to St Maartin"

Reviewed on 12 Mar. 2025

Holland House Beach Hotel
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.

Family Friendly Hotels in Philipsburg

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Little Bay Road, Philipsburg
The price is CA $642 per night from Mar. 15 to Mar. 16
CA $642
CA $795 total
includes taxes & fees
15 Mar - 16 Mar
Stay at this 4-star beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,005 reviews)
"We thoroughly enjoyed the infinity pool and the multiple food options available onsite. All rooms have a view of the water. There was a waterfall and stream that emptied into the infinity pool outside our room. We really liked Sea Breeze restaurant."

Reviewed on 13 Mar. 2025

Divi Little Bay Beach Resort
L'Esperance Hotel

L'Esperance Hotel

2.5 out of 5
4 Tiger Road, Cay Hill, Philipsburg
The price is CA $224 per night from Mar. 22 to Mar. 23
CA $224
CA $257 total
includes taxes & fees
22 Mar - 23 Mar
Stay at this hotel in Philipsburg. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Maho Beach and Orient Bay Beach are located ...
8.4/10 Very Good! (125 reviews)
"Met expectations."

Reviewed on 3 Mar. 2025

L'Esperance Hotel
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Front Street 45, Philipsburg
The price is CA $464 per night from Mar. 25 to Mar. 26
CA $464
CA $556 total
includes taxes & fees
25 Mar - 26 Mar
Stay at this 4-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
9/10 Wonderful! (1,002 reviews)
"Overall excellent. Friendly, helpful in spades. Will stay again if I return to St Maartin"

Reviewed on 12 Mar. 2025

Holland House Beach Hotel
Save an average of 15% on thousands of hotels when you're signed in
Belair Beach Hotel

Belair Beach Hotel

3 out of 5
Little Bay, Philipsburg
The price is CA $503 per night from Mar. 20 to Mar. 21
CA $503
CA $607 total
includes taxes & fees
20 Mar - 21 Mar
Stay at this 3-star beach hotel in Philipsburg. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (80 reviews)
"We travel a lot and we agreed this was one of our favorite vacations ever. The apartment was comfortable, we loved the balcony, the staff was so accommodating, the restaurant was good, the on-site entertainment was enjoyable, the beach is one of the best we’ve ever been on anywhere (and the fact ..."

Reviewed on 9 Feb. 2025

Belair Beach Hotel
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.

Best Philipsburg Flight and Hotel Packages

Philipsburg flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Holland House Beach Hotel
The Villas at Simpson Bay Resort
La Playa Orient Bay
Don't see what you're looking for?
See all available trips from Toronto to Philipsburg
View all trips

Philipsburg flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Sapphire Beach Club Resort
La Playa Orient Bay
Hilton Vacation Club Royal Palm St. Maarten
Don't see what you're looking for?
See all available trips from Toronto to Philipsburg
View all trips

Philipsburg flight + hotel packages - business class flights

Price found within the past 48 hours. Click for updated prices.
Sapphire Beach Club Resort
Oceans at Divi Little Bay
Divi Little Bay Beach Resort
Don't see what you're looking for?
See all available trips from Montreal to Philipsburg
View all trips

Philipsburg flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Sapphire Beach Club Resort
Oceans at Divi Little Bay
Don't see what you're looking for?
See all available trips from Montreal to Philipsburg
View all trips

Need a car after flight to Philipsburg?

Plane Tickets To Philipsburg

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Philipsburg. Browse through our inventory to explore a wide range of cheap flights to Philipsburg to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Philipsburg as you anxiously await to exit the plane and explore what Philipsburg has to offer. Considering all the amazing local food and culture in Philipsburg, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Philipsburg to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Philipsburg without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Philipsburg with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Philipsburg today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.