$228 Find Cheap Flights from St. Maarten to Massachusetts - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from St. Maarten to Massachusetts departing on 10/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flights from St. Maarten to Massachusetts

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from St. Maarten to Massachusetts that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from St. Maarten to Massachusetts

Sat, Sep 5 - Sat, Sep 12
United Airlines Logo
1:35 pm - 5:29 pm
SXM
-
BOS
27h 54m
2 stops
United Airlines Logo
6:00 am - 12:33 pm
BOS
-
SXM
6h 33m
1 stop
$382United Airlines
Sat, Sep 5 - Sat, Sep 12
United Airlines Logo
1:35 pm - 5:05 pm
SXM
-
BOS
27h 30m
1 stop
United Airlines Logo
6:00 am - 12:33 pm
BOS
-
SXM
6h 33m
1 stop
$383United Airlines
Sat, Aug 29 - Sat, Sep 5
Air Canada Logo
6:00 pm - 9:53 am
SXM
-
BOS
15h 53m
1 stop
Air Canada Logo
6:00 am - 5:00 pm
BOS
-
SXM
11h 00m
1 stop
$400Air Canada
Sat, Aug 29 - Sat, Sep 5
Air Canada Logo
6:00 pm - 9:45 am
SXM
-
BOS
15h 45m
2 stops
Air Canada Logo
5:45 am - 5:00 pm
BOS
-
SXM
11h 15m
2 stops
$404Air Canada
Sat, Aug 29 - Sat, Sep 5
Air Canada Logo
6:00 pm - 9:45 am
SXM
-
BOS
15h 45m
2 stops
Air Canada Logo
5:45 am - 5:00 pm
BOS
-
SXM
11h 15m
2 stops
$407Air Canada
Sat, Aug 29 - Sat, Sep 5
Air Canada Logo
6:00 pm - 9:45 am
SXM
-
BOS
15h 45m
2 stops
Air Canada Logo
6:00 am - 5:00 pm
BOS
-
SXM
11h 00m
1 stop
$408Air Canada
Sat, Aug 29 - Sat, Sep 5
Air Canada Logo
6:00 pm - 9:53 am
SXM
-
BOS
15h 53m
1 stop
Air Canada Logo
6:00 am - 5:00 pm
BOS
-
SXM
11h 00m
1 stop
$415Air Canada
Sat, Aug 29 - Sat, Sep 5
Air Canada Logo
6:00 pm - 9:53 am
SXM
-
BOS
15h 53m
1 stop
Air Canada Logo
5:45 am - 5:00 pm
BOS
-
SXM
11h 15m
2 stops
$420Air Canada
Wed, Sep 9 - Mon, Sep 28
American Airlines Logo
2:23 pm - 3:47 pm
SXM
-
BOS
25h 24m
1 stop
American Airlines Logo
5:00 am - 1:23 pm
BOS
-
SXM
8h 23m
1 stop
$425American Airlines
Sat, Sep 5 - Sat, Sep 12
JetBlue Logo
12:53 pm - 5:16 pm
SXM
-
BOS
4h 23mnonstop
JetBlue Logo
6:19 am - 2:00 pm
BOS
-
SXM
7h 41m
1 stop
$427JetBlue
Booking Insights

KAYAK's insights & trends for flights to Massachusetts

Get data-powered insights and trends for flights to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Massachusetts?

These are the best round-trip prices found by users searching on KAYAK in the last 5 days.

The cheapest ticket to Massachusetts from St. Maarten found in the last 5 days was to Boston, at $581 round-trip. The most popular route is Simpson Bay (SXM) to Boston (BOS) and the cheapest round-trip airline ticket found on this route in the last 5 days was $581.

What is the cheapest month to fly from St. Maarten to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from St. Maarten to Massachusetts, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from St. Maarten to Massachusetts is July, when tickets cost $252 (return) on average. On the other hand, the most expensive months are August and January, when the average cost of round-trip tickets is $432 and $428 respectively.

What is the cheapest time of day to fly to Massachusetts?

The average price for all round-trip flights from St. Maarten to Massachusetts depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Massachusetts is generally in the morning, when round-trip flights cost $448 on average. Morning departures are around 18% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $717.

Which is the cheapest airport to fly into in Massachusetts?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Massachusetts is Boston Logan Intl Airport (BOS), with an average flight price of $457.

Good to know

Low season

May

Cheapest flight

$228
Best time to beat the crowds with an average 38% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Simpson Bay to Boston

FAQs for booking flights from St. Maarten to Massachusetts

  • How does KAYAK find such low prices on flights from St. Maarten to Massachusetts?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from St. Maarten to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from St. Maarten to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from St. Maarten to Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from St. Maarten to Massachusetts?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from St. Maarten to Massachusetts with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from St. Maarten to Massachusetts?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from St. Maarten to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Massachusetts?

    Based on KAYAK data, the cheapest day to fly to Massachusetts is Sunday where round-trip tickets can be as cheap as $393. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $448 on average.

Reviews of the top airline flying from St. Maarten to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from St. Maarten to Massachusetts. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from St. Maarten to Massachusetts? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
JetBlueOverall score based on 3024 reviews
7.3Boarding
7.9Crew
7.2Entertainment
6.6Food
7.5Comfort
Airline reviews

Separated a pair of family members(father and teenage daughter) on all legs of the flight that were booked together, just to create an upsell. Food was horrible and only catered to vegetarians and gluten free crowd. I’d rather give more of my money to another straight shooting airline.

2.0 MediocreAnonymous, Jul 2026
ATL - BOS
Read more JetBlue reviews

Separated a pair of family members(father and teenage daughter) on all legs of the flight that were booked together, just to create an upsell. Food was horrible and only catered to vegetarians and gluten free crowd. I’d rather give more of my money to another straight shooting airline.

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

For whatever reason, I could not check in online. Kept getting the "It's not you it's us" message. Even when we tried the kiosk at the airport - same results. The check-in person had a very difficult time getting our boarding passes together despite the fact that we could show confirmation on the jetblue website. After a very long time we finally got boarding passes. The only other issue is, my vegetarian meal featured chicken.

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

There was a screen but no earphones that could use the older input so I could listen to anything.

Everything you need to know for your flight to Massachusetts

Cabin class types available on flights to Massachusetts

Cabin classes available on flights to Massachusetts. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.