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Simpson Bay

$82+ 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SXM
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
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 February 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$326
(FlightHub)

One-way from

$110
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$761

Good round-trip deal

$598 or less

Good one-way deal

$159 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. 9% potential increase in price ($72 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 February 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 February 23, 2025.

This FlightHub deal was found by Cheapflights users on 2/22. 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.
Tue 5/612:55 pmBDL - SXM
1 stop25h 06mSpirit Airlines
Mon 5/122:56 pmSXM - BDL
1 stop25h 05mSpirit Airlines
Deal found 2/22$326
This FlightHub deal was found by Cheapflights users on 2/22. 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.
Fri 4/185:20 amBDL - SXM
2 stops32h 07mMultiple Airlines
Fri 5/26:11 pmSXM - BDL
1 stop21h 48mMultiple Airlines
Deal found 2/22$370
This American Airlines deal was found by Cheapflights users on 2/22. 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 3/175:20 amBOS - SXM
1 stop7h 50mAmerican Airlines
Thu 3/274:15 pmSXM - BOS
1 stop8h 32mAmerican Airlines
Deal found 2/22$373
This Expedia deal was found by Cheapflights users on 2/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1711:22 amBOS - SXM
1 stop5h 53mMultiple Airlines
Sun 3/233:55 pmSXM - BOS
1 stop18h 08mMultiple Airlines
Deal found 2/22$374
This Mytrip deal was found by Cheapflights users on 2/22. 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 3/148:30 amBOS - SXM
2 stops28h 58mSpirit Airlines
Mon 3/172:33 pmSXM - BOS
1 stop19h 26mSpirit Airlines
Deal found 2/22$376
This Booking.com deal was found by Cheapflights users on 2/22. 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.
Sun 6/1511:28 amBOS - SXM
1 stop28h 22mFrontier
Sat 6/2112:18 pmSXM - BOS
2 stops36h 26mFrontier
Deal found 2/22$409
This JetBlue deal was found by Cheapflights users on 2/22. 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.
Mon 3/317:20 amBOS - SXM
1 stop7h 53mJetBlue
Mon 4/72:32 pmSXM - BOS
Nonstop4h 35mJetBlue
Deal found 2/22$421
This United Airlines deal was found by Cheapflights users on 2/21. 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 6/15:30 amBOS - SXM
1 stop6h 59mUnited Airlines
Sun 6/81:35 pmSXM - BOS
1 stop8h 49mUnited Airlines
Deal found 2/21$430
This Delta deal was found by Cheapflights users on 2/22. 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 3/35:40 amBOS - SXM
1 stop8h 36mDelta
Thu 3/61:40 pmSXM - BOS
1 stop12h 18mDelta
Deal found 2/22$497
This JetBlue deal was found by Cheapflights users on 2/22. 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.
Tue 5/137:00 amBDL - SXM
1 stop6h 11mJetBlue
Tue 5/2012:45 pmSXM - BDL
1 stop10h 09mJetBlue
Deal found 2/22$498
This Delta deal was found by Cheapflights users on 2/23. 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 3/236:00 amBDL - SXM
1 stop8h 01mDelta
Tue 4/11:40 pmSXM - BDL
1 stop10h 38mDelta
Deal found 2/23$518
This American Airlines deal was found by Cheapflights users on 2/23. 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.
Sun 3/235:30 pmBDL - SXM
2 stops19h 40mAmerican Airlines
Tue 4/14:15 pmSXM - BDL
2 stops19h 38mAmerican Airlines
Deal found 2/23$523

Find flights from Massachusetts to Simpson Bay within your budget

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 February 23, 2025.

Fly from

Massachusetts

Fly to

Simpson Bay

Route

Depart

Return

Price

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Tue 5/6

12:55 pm-2:01 pm

1 stop25h 06m

Simpson Bay Princess Juliana

Mon 5/12

2:56 pm-4:01 pm

1 stop25h 05m

$326

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Fri 4/18

5:20 am-1:27 pm

2 stops32h 07m

Simpson Bay Princess Juliana

Fri 5/2

6:11 pm-3:59 pm

1 stop21h 48m

$370

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Mon 3/17

5:20 am-1:10 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Thu 3/27

4:15 pm-12:47 am

1 stop8h 32m

$373

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Mon 3/17

11:22 am-5:15 pm

1 stop5h 53m

Simpson Bay Princess Juliana

Sun 3/23

3:55 pm-10:03 am

1 stop18h 08m

$374

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 3/14

8:30 am-1:28 pm

2 stops28h 58m

Simpson Bay Princess Juliana

Mon 3/17

2:33 pm-9:59 am

1 stop19h 26m

$376

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Fri 6/20

6:00 am-10:58 am

1 stop28h 58m

Simpson Bay Princess Juliana

Mon 6/30

5:00 pm-10:13 am

1 stop17h 13m

$397

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Mon 3/31

7:20 am-3:13 pm

1 stop7h 53m

Simpson Bay Princess Juliana

Mon 4/7

2:32 pm-7:07 pm

Nonstop4h 35m

$421

BostonSimpson Bay

BOS - SXM

BOSSXM

Boston Logan Intl

Sun 6/1

5:30 am-12:29 pm

1 stop6h 59m

Simpson Bay Princess Juliana

Sun 6/8

1:35 pm-10:24 pm

1 stop8h 49m

$430

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Tue 5/13

7:00 am-1:11 pm

1 stop6h 11m

Simpson Bay Princess Juliana

Tue 5/20

12:45 pm-10:54 pm

1 stop10h 09m

$498

HartfordSimpson Bay

BDL - SXM

BDLSXM

Hartford Bradley Intl

Sun 3/23

6:00 am-2:01 pm

1 stop8h 01m

Simpson Bay Princess Juliana

Tue 4/1

1:40 pm-12:18 am

1 stop10h 38m

$518

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 26 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.

Travel insights for flights from Massachusetts to Simpson Bay

Get recent, data-driven insights about flights from Massachusetts to Simpson Bay including ideal travel times, pricing trends, and more.

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 $684). 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 February 23, 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 February 23, 2025.
See what other customers who have flown with Delta, Copa 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
8,191 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

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
8,191 reviews
Delta
8.0
Very good
8,191 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

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
7.6
Good
1,500 reviews
Delta
8.0
Very good
8,191 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

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
7.4
Good
3,065 reviews
Delta
8.0
Very good
8,191 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

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
8,746 reviews
Delta
8.0
Very good
8,191 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

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
8,191 reviews

Boarding

8.2

Comfort

8.0

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

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 Spirit Airlines. According to our data, you can fly for as low as $110. Users have also found prices from $149 and $153 on Delta 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 $589 for a flight from Massachusetts to Simpson Bay. The cheapest flight overall is $149 while the most popular route, (Boston Logan Intl - Simpson Bay Princess Juliana) is currently priced at $242.

  • 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 $684). 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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$73Average$234FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$332Average$775FlexibilityNo cancel feeOn-time65%
DeltaCheapest$338Average$553FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$343Average$758FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$365Average$686FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$389Average$636FlexibilityNo cancel feeOn-time71%
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