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Simpson Bay

$113+ Cheap flights from Massachusetts to Simpson Bay (SXM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SXM
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
1 adult, Economy
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Cheap flight deals from Massachusetts to Simpson Bay

Keep the following information in mind while searching for Massachusetts to Simpson Bay flight deals. Data was last updated April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$350
(Mytrip)

One-way from

$113
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$707

Good round-trip deal

$541 or less

Good one-way deal

$186 or less
Provider with most accurate pricing for Boston Logan Intl-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Simpson Bay Princess Juliana flights.
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From Massachusetts to Simpson Bay Princess Juliana
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One-way flight from Massachusetts to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 11% potential increase in price ($85 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Massachusetts to Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from Massachusetts to Simpson Bay Princess Juliana.
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Find flight deals from Massachusetts to Simpson Bay

Cheapest flights from Massachusetts to Simpson Bay
Explore the most affordable flight options available from Massachusetts to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 3, 2025.

This Mytrip deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/210:22 amBDL - SXM
1 stop27h 38mSpirit Airlines
Mon 5/53:05 pmSXM - BDL
1 stop20h 55mSpirit Airlines
Deal found 4/1$350
This FlightHub deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:10 amBOS - SXM
1 stop8h 14mSpirit Airlines
Sat 9/203:27 pmSXM - BOS
1 stop9h 12mSpirit Airlines
Deal found 4/1$360
This Mytrip deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/258:35 pmBOS - SXM
1 stop17h 25mMultiple Airlines
Wed 4/303:05 pmSXM - BOS
2 stops27h 38mMultiple Airlines
Deal found 3/31$363
This United Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/35:30 amBOS - SXM
1 stop6h 59mUnited Airlines
Thu 5/81:35 pmSXM - BOS
1 stop8h 52mUnited Airlines
Deal found 4/1$369
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/276:00 amBOS - SXM
1 stop7h 48mDelta
Sun 8/313:10 pmSXM - BOS
1 stop9h 56mDelta
Deal found 3/31$377
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/258:30 pmBOS - SXM
2 stops14h 35mAmerican Airlines
Tue 4/293:18 pmSXM - BOS
2 stops17h 25mAmerican Airlines
Deal found 4/1$383
This JetBlue deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/237:50 amBOS - SXM
Nonstop4h 10mJetBlue
Sat 8/301:25 pmSXM - BOS
Nonstop4h 26mJetBlue
Deal found 4/2$409
This Air Canada deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/53:40 pmBOS - SXM
1 stop23h 10mAir Canada
Mon 4/74:15 pmSXM - BOS
2 stops17h 52mAir Canada
Deal found 4/1$460
This CheapOair deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/69:40 amBOS - SXM
1 stop25h 43mFrontier
Sat 6/1412:36 pmSXM - BOS
2 stops45h 46mFrontier
Deal found 4/2$464
This JetBlue Airways deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/257:14 amBDL - SXM
1 stop5h 57mJetBlue
Thu 5/2912:40 pmSXM - BDL
1 stop10h 28mJetBlue
Deal found 4/1$478
This American Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/267:43 pmBDL - SXM
1 stop17h 17mAmerican Airlines
Thu 5/11:50 pmSXM - BDL
1 stop8h 43mAmerican Airlines
Deal found 4/2$499
This American Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/236:00 amALB - SXM
2 stops9h 24mAmerican Airlines
Fri 5/24:25 pmSXM - ALB
2 stops19h 25mAmerican Airlines
Deal found 4/2$504

Cheapflights Fare Finder

Customize your flight search to find flights from Massachusetts to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 3, 2025.
Use the filters below to find and compare flights from Massachusetts to Simpson Bay that are best for you.

Fly from

Massachusetts

Fly to

Simpson Bay

Route

Depart

Return

Price

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Fri 5/2

10:22 am-2:00 pm

1 stop27h 38m

Simpson Bay Princess Juliana

Mon 5/5

3:05 pm-12:00 pm

1 stop20h 55m

$350

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 5/10

6:10 am-2:00 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Sat 5/17

3:05 pm-11:29 pm

1 stop8h 24m

$362

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Wed 4/30

5:30 am-12:29 pm

1 stop6h 59m

Simpson Bay Princess Juliana

Wed 5/7

3:55 pm-11:59 pm

1 stop8h 04m

$369

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Wed 8/27

6:00 am-1:48 pm

1 stop7h 48m

Simpson Bay Princess Juliana

Sun 8/31

3:10 pm-1:06 am

1 stop9h 56m

$377

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 4/25

8:30 pm-11:05 am

2 stops14h 35m

Simpson Bay Princess Juliana

Tue 4/29

4:25 pm-10:23 am

1 stop17h 58m

$383

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Mon 4/28

7:52 pm-11:20 am

1 stop15h 28m

Simpson Bay Princess Juliana

Sat 5/10

3:05 pm-11:29 pm

1 stop8h 24m

$399

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 8/23

7:50 am-12:00 pm

Nonstop4h 10m

Simpson Bay Princess Juliana

Sat 8/30

1:25 pm-5:51 pm

Nonstop4h 26m

$409

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 5/25

7:14 am-1:11 pm

1 stop5h 57m

Simpson Bay Princess Juliana

Thu 5/29

12:40 pm-11:08 pm

1 stop10h 28m

$478

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sat 4/26

7:43 pm-1:00 pm

1 stop17h 17m

Simpson Bay Princess Juliana

Thu 5/1

1:50 pm-10:33 pm

1 stop8h 43m

$499

AlbanySimpson Bay

ALB - SXM

ALBSXM

Albany Intl

Wed 4/23

6:00 am-3:24 pm

2 stops9h 24m

Simpson Bay Princess Juliana

Fri 5/2

4:25 pm-11:50 am

2 stops19h 25m

$504

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 27 results
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Best time to book a flight from Massachusetts to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Massachusetts to Simpson Bay

What is the cheapest month to book a flight from Massachusetts to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from Massachusetts to Simpson Bay (average of $459). Flying from Massachusetts to Simpson Bay in July is currently the most expensive (average of $675). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MA to SXM?

Find hourly flight availability from Massachusetts to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 3, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Massachusetts to Simpson Bay as you normally would.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated April 3, 2025.
See what other customers who have flown with Delta, United Airlines and JetBlue from Massachusetts to Simpson Bay have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,897 reviews
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,619 reviews
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
JetBlue
7.3
Good
2,922 reviews
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Canada
7.0
Good
9,029 reviews
Delta
8.0
Very good
7,897 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Simpson Bay from Massachusetts?

    Located just 0.5 mi from the city center, Simpson Bay Princess Juliana (SXM) is the airport most travelers will use when flying to Simpson Bay from Massachusetts.

  • What are the cheapest airlines to fly from Massachusetts to Simpson Bay one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $113. Users have also found prices from $124 and $146 on United Airlines and Frontier, respectively.

  • What are the most popular routes from Massachusetts to Simpson Bay?

    The most popular route from Massachusetts to Simpson Bay is Boston Logan Intl - Simpson Bay Princess Juliana. You may also consider Hartford Bradley Intl - Simpson Bay Princess Juliana or Albany Intl - Simpson Bay Princess Juliana.

  • What are the cheapest flights from Massachusetts to Simpson Bay?

    On average you can expect to pay $462 for a flight from Massachusetts to Simpson Bay. The cheapest flight overall is $129 while the most popular route, (Boston Logan Intl - Simpson Bay Princess Juliana) is currently priced at $308.

  • Can I find deals for flights from Massachusetts to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Simpson Bay.

  • Can I find deals for business class flights from Massachusetts to Simpson Bay?

    Yes. Cheapflights offers flight deals from Massachusetts to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Massachusetts to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Massachusetts to Simpson Bay (average of $459). Flying from Massachusetts to Simpson Bay in July is currently the most expensive (average of $675). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Massachusetts to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Massachusetts to Simpson Bay

Discover the top 6 airlines that operate flights from Massachusetts to Simpson Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$73Average$228FlexibilityNo cancel feeOn-time62%
DeltaCheapest$335Average$543FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$339Average$591FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$355Average$953FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$360Average$677FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$386Average$617FlexibilityNo cancel feeOn-time71%

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