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Simpson Bay

$98+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SXM
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$318
(CheapOair)

One-way from

$98
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$608

Good round-trip deal

$553 or less

Good one-way deal

$396 or less
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 ($81 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/206:05 amBOS - SXM
1 stop7h 55mSpirit Airlines
Mon 8/253:05 pmSXM - BOS
1 stop8h 44mSpirit Airlines
Deal found 7/29$318
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/258:55 pmBOS - SXM
1 stop16h 55mDelta
Sun 9/283:20 pmSXM - BOS
1 stop9h 58mDelta
Deal found 7/29$335
This Trip.com deal was found by Cheapflights users on 7/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/237:53 pmBOS - SXM
1 stop16h 36mUnited Airlines
Sat 8/303:55 pmSXM - BOS
2 stops18h 01mUnited Airlines
Deal found 7/30$369
This CheapOair deal was found by Cheapflights users on 7/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/55:45 amBOS - SXM
1 stop8h 25mMultiple Airlines
Thu 11/203:40 pmSXM - BOS
1 stop18h 52mMultiple Airlines
Deal found 7/29$374
This JetBlue deal was found by Cheapflights users on 7/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/810:45 amBOS - SXM
Nonstop4h 17mJetBlue
Sat 11/156:00 pmSXM - BOS
Nonstop4h 30mJetBlue
Deal found 7/29$399
This Kiwi.com deal was found by Cheapflights users on 7/29. 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.
Fri 10/3111:30 amBDL - SXM
1 stop26h 30mSpirit Airlines
Fri 11/144:28 pmSXM - BDL
1 stop23h 52mSpirit Airlines
Deal found 7/29$400
This Vliegwinkel deal was found by Cheapflights users on 7/29. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/237:53 pmBOS - SXM
1 stop16h 36mAustrian Airlines
Sat 8/303:55 pmSXM - BOS
2 stops18h 01mAustrian Airlines
Deal found 7/29$401
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Mon 9/155:47 amBOS - SXM
1 stop7h 32mAmerican Airlines
Thu 9/252:20 pmSXM - BOS
1 stop10h 39mAmerican Airlines
Deal found 7/30$403
This Priceline deal was found by Cheapflights users on 7/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/297:12 amBDL - SXM
1 stop6h 19mJetBlue
Fri 9/52:35 pmSXM - BDL
1 stop7h 52mJetBlue
Deal found 7/30$445
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:00 amBDL - SXM
1 stop7h 49mDelta
Wed 11/124:00 pmSXM - BDL
1 stop8h 46mDelta
Deal found 7/29$537
This FlightHub deal was found by Cheapflights users on 7/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1611:05 amBDL - SXM
1 stop6h 16mMultiple Airlines
Wed 8/203:05 pmSXM - BDL
2 stops32h 18mMultiple Airlines
Deal found 7/31$540
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/46:08 amALB - SXM
2 stops9h 12mAmerican Airlines
Tue 11/115:24 pmSXM - ALB
2 stops20h 22mAmerican Airlines
Deal found 7/31$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 July 31, 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

Wed 8/20

6:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Mon 8/25

3:05 pm-11:49 pm

1 stop8h 44m

$318

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Thu 9/25

8:55 pm-1:50 pm

1 stop16h 55m

Simpson Bay Princess Juliana

Sun 10/5

3:20 pm-9:36 am

1 stop18h 16m

$335

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 8/23

7:53 pm-12:29 pm

1 stop16h 36m

Simpson Bay Princess Juliana

Sat 8/30

3:55 pm-9:56 am

2 stops18h 01m

$369

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Wed 11/5

5:45 am-3:10 pm

1 stop8h 25m

Simpson Bay Princess Juliana

Thu 11/20

3:40 pm-9:32 am

1 stop18h 52m

$374

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 11/8

10:45 am-4:02 pm

Nonstop4h 17m

Simpson Bay Princess Juliana

Sat 11/15

6:00 pm-9:30 pm

Nonstop4h 30m

$399

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Fri 10/31

11:30 am-2:00 pm

1 stop26h 30m

Simpson Bay Princess Juliana

Fri 11/14

4:28 pm-3:20 pm

1 stop23h 52m

$400

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sat 8/23

7:53 pm-12:29 pm

1 stop16h 36m

Simpson Bay Princess Juliana

Sat 8/30

3:55 pm-9:56 am

2 stops18h 01m

$401

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Mon 9/15

5:47 am-1:19 pm

1 stop7h 32m

Simpson Bay Princess Juliana

Thu 9/25

2:20 pm-12:59 am

1 stop10h 39m

$403

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Fri 8/29

7:12 am-1:31 pm

1 stop6h 19m

Simpson Bay Princess Juliana

Fri 9/5

2:35 pm-10:27 pm

1 stop7h 52m

$445

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Mon 11/3

6:00 am-2:49 pm

1 stop7h 49m

Simpson Bay Princess Juliana

Wed 11/12

4:00 pm-11:46 pm

1 stop8h 46m

$537

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

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 March is currently the most expensive (average of $655). 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 July 31, 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.

How much does it cost to fly round-trip from Massachusetts to Simpson Bay?

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 July 31, 2025.
Get a feel of what it's like to fly with Delta, Austrian Airlines, and Copa Airlines from Massachusetts to Simpson Bay by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Austrian Airlines
7.6
Good
823 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Copa Airlines
7.5
Good
1,493 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $98. Users have also found prices from $137 and $168 on Delta and Copa 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 $743 for a flight from Massachusetts to Simpson Bay. The cheapest flight overall is $196 while the most popular route, (Boston Logan Intl - Simpson Bay Princess Juliana) is currently priced at $318.

  • 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 March is currently the most expensive (average of $655). 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$73Average$215FlexibilityNo cancel feeOn-time62%
DeltaCheapest$174Average$395FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$321Average$563FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$348Average$791FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$351Average$674FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$386Average$592FlexibilityNo cancel feeOn-time71%

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