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Simpson Bay

$137+ 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 6/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SXM
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$347
(Cheapflightsfares)

One-way from

$137
(Delta)

Popular in

December

Cheapest in

September

Average price

$575

Good round-trip deal

$568 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. 13% potential increase in price ($99 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/246:10 amBOS - SXM
1 stop7h 50mSpirit Airlines
Sat 5/313:05 pmSXM - BOS
1 stop8h 24mSpirit Airlines
Deal found 4/30$347
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/278:43 pmBDL - SXM
1 stop14h 43mFrontier
Sat 7/56:26 pmSXM - BDL
1 stop15h 54mFrontier
Deal found 4/29$364
This Delta deal was found by Cheapflights users on 5/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/196:00 amBOS - SXM
1 stop7h 50mDelta
Fri 9/263:15 pmSXM - BOS
1 stop9h 45mDelta
Deal found 5/1$377
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/53:55 pmBOS - SXM
1 stop19h 28mCopa Airlines
Sun 6/812:18 pmSXM - BOS
1 stop25h 56mCopa Airlines
Deal found 4/29$385
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Sun 5/255:30 amBOS - SXM
1 stop6h 59mUnited Airlines
Sat 6/71:35 pmSXM - BOS
1 stop9h 20mUnited Airlines
Deal found 4/30$395
This JetBlue deal was found by Cheapflights users on 4/30. 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 9/138:00 amBOS - SXM
Nonstop4h 04mJetBlue
Sat 9/201:25 pmSXM - BOS
Nonstop4h 29mJetBlue
Deal found 4/30$409
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 5/276:00 amBOS - SXM
1 stop7h 15mAmerican Airlines
Tue 6/33:24 pmSXM - BOS
1 stop18h 31mAmerican Airlines
Deal found 4/30$423
This JetBlue deal was found by Cheapflights users on 4/30. 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.
Wed 5/287:14 amBDL - SXM
1 stop5h 57mJetBlue
Wed 6/412:40 pmSXM - BDL
1 stop10h 56mJetBlue
Deal found 4/30$425
This CheapOair deal was found by Cheapflights users on 4/30. 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 6/610:51 amBOS - SXM
1 stop24h 32mFrontier
Sat 6/146:26 pmSXM - BOS
2 stops13h 40mFrontier
Deal found 4/30$435
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/273:55 pmBOS - SXM
1 stop19h 28mMultiple Airlines
Mon 6/23:05 pmSXM - BOS
1 stop8h 24mMultiple Airlines
Deal found 4/30$455
This Delta deal was found by Cheapflights users on 4/30. 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.
Sun 10/266:00 amBDL - SXM
1 stop7h 47mDelta
Fri 10/313:15 pmSXM - BDL
1 stop8h 31mDelta
Deal found 4/30$540
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Sat 8/165:19 pmBDL - SXM
2 stops20h 11mAmerican Airlines
Wed 8/203:02 pmSXM - BDL
2 stops17h 03mAmerican Airlines
Deal found 5/1$542

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 May 1, 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

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 5/24

6:10 am-2:00 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Sat 5/31

3:05 pm-11:29 pm

1 stop8h 24m

$347

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Fri 6/27

8:43 pm-11:26 am

1 stop14h 43m

Simpson Bay Princess Juliana

Sat 7/5

6:26 pm-10:20 am

1 stop15h 54m

$364

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 5/31

5:40 am-1:54 pm

1 stop8h 14m

Simpson Bay Princess Juliana

Thu 6/5

3:19 pm-1:17 am

1 stop9h 58m

$379

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Thu 6/5

3:55 pm-11:23 am

1 stop19h 28m

Simpson Bay Princess Juliana

Sun 6/8

12:18 pm-2:14 pm

1 stop25h 56m

$385

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sun 5/25

5:30 am-12:29 pm

1 stop6h 59m

Simpson Bay Princess Juliana

Sat 6/7

1:35 pm-10:55 pm

1 stop9h 20m

$395

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Tue 5/27

6:00 am-1:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Tue 6/3

3:24 pm-9:55 am

1 stop18h 31m

$423

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Wed 5/28

7:14 am-1:11 pm

1 stop5h 57m

Simpson Bay Princess Juliana

Wed 6/4

12:40 pm-11:36 pm

1 stop10h 56m

$425

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 6/6

10:51 am-11:23 am

1 stop24h 32m

Simpson Bay Princess Juliana

Sat 6/14

6:26 pm-8:06 am

2 stops13h 40m

$435

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Tue 5/27

3:55 pm-11:23 am

1 stop19h 28m

Simpson Bay Princess Juliana

Mon 6/2

3:05 pm-11:29 pm

1 stop8h 24m

$455

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 5/31

11:45 am-3:55 pm

Nonstop4h 10m

Simpson Bay Princess Juliana

Sat 6/7

5:15 pm-9:38 pm

Nonstop4h 23m

$469

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 29 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 $669). 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 May 1, 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 May 1, 2025.
See what other customers who have flown with Delta, Copa Airlines and United Airlines 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
7,934 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

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
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

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.
Copa Airlines
7.5
Good
1,415 reviews
Delta
8.0
Very good
7,934 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

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
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

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
2,923 reviews
Delta
8.0
Very good
7,934 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

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
7,934 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

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 Delta. According to our data, you can fly for as low as $137. Users have also found prices from $147 and $163 on Frontier and Spirit Airlines, 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 $477 for a flight from Massachusetts to Simpson Bay. The cheapest flight overall is $151 while the most popular route, (Boston Logan Intl - Simpson Bay Princess Juliana) is currently priced at $330.

  • 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 $669). 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.

See more FAQs

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$73Average$227FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$315Average$574FlexibilityNo cancel feeOn-time69%
DeltaCheapest$335Average$506FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$348Average$856FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$358Average$683FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$389Average$610FlexibilityNo cancel feeOn-time71%

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