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$209+ Cheap flights from Simpson Bay (SXM) to Massachusetts

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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — BOS
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
1 adult, Economy
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Cheap flight deals from Simpson Bay to Massachusetts

Keep the following information in mind while searching for Simpson Bay to Massachusetts flight deals. Data was last updated julio 31, 2025.

Round-trip from

$326
(Delta)

One-way from

$209
(Mytrip)

Popular in

February

Cheapest in

May

Average price

$411

Good one-way deal

$199 or less
From Simpson Bay Princess Juliana to Massachusetts
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One-way flight from Simpson Bay Princess Juliana to Massachusetts
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Highest demand for flights based on searches. 35% potential increase in price ($267 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($39 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 one-way flight from Simpson Bay Princess Juliana to Massachusetts.
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Find flight deals from Simpson Bay to Massachusetts

Cheapest flights from Simpson Bay to Massachusetts
Explore the most affordable flight options available from Simpson Bay to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 31, 2025.

This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/143:20 pmSXM - BOS
1 stop9h 58mDelta
dom. 9/215:35 amBOS - SXM
1 stop8h 15mDelta
Deal found 7/31$326
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/162:20 pmSXM - BOS
1 stop20h 10mUnited Airlines
dom. 11/235:30 amBOS - SXM
2 stops31h 20mUnited Airlines
Deal found 7/31$346
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/13:05 pmSXM - BOS
1 stop8h 50mSpirit Airlines
sáb. 11/85:45 amBOS - SXM
1 stop8h 25mSpirit Airlines
Deal found 7/31$371
This lastminute.com 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/15:00 pmSXM - BOS
Nonstop4h 32mJetBlue
sáb. 11/810:45 amBOS - SXM
Nonstop4h 17mJetBlue
Deal found 7/31$386
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.
mié. 11/123:20 pmSXM - BOS
2 stops16h 58mAmerican Airlines
mié. 11/196:44 amBOS - SXM
1 stop8h 36mAmerican Airlines
Deal found 7/31$406
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/112:24 pmSXM - BOS
1 stop10h 29mMultiple Airlines
sáb. 10/186:10 amBOS - SXM
1 stop7h 50mMultiple Airlines
Deal found 7/31$440
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/155:00 pmSXM - BOS
1 stop20h 14mAir Canada
sáb. 11/225:30 amBOS - SXM
1 stop8h 10mAir Canada
Deal found 7/31$469

Cheapflights Fare Finder

 
Customize your flight search to find flights from Simpson Bay to Massachusetts 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 julio 31, 2025.
Use the filters below to find and compare flights from Simpson Bay to Massachusetts that are best for you.

Fly from

Simpson Bay

Fly to

Massachusetts

Route

Depart

Return

Price

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

dom. 9/14

3:20 pm-1:18 am

1 stop9h 58m

Boston Logan Intl

dom. 9/21

5:35 am-1:50 pm

1 stop8h 15m

$326

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

dom. 11/16

2:20 pm-9:30 am

1 stop20h 10m

Boston Logan Intl

dom. 11/23

5:30 am-1:50 pm

2 stops31h 20m

$346

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

sáb. 11/1

3:05 pm-11:55 pm

1 stop8h 50m

Boston Logan Intl

sáb. 11/8

5:45 am-3:10 pm

1 stop8h 25m

$371

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

sáb. 11/1

5:00 pm-9:32 pm

Nonstop4h 32m

Boston Logan Intl

sáb. 11/8

10:45 am-4:02 pm

Nonstop4h 17m

$386

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

mié. 11/12

3:20 pm-7:18 am

2 stops16h 58m

Boston Logan Intl

mié. 11/19

6:44 am-4:20 pm

1 stop8h 36m

$406

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

mié. 10/1

12:24 pm-10:53 pm

1 stop10h 29m

Boston Logan Intl

sáb. 10/18

6:10 am-2:00 pm

1 stop7h 50m

$440

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

sáb. 11/15

5:00 pm-12:14 pm

1 stop20h 14m

Boston Logan Intl

sáb. 11/22

5:30 am-2:40 pm

1 stop8h 10m

$469

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

sáb. 9/20

3:05 pm-11:57 pm

1 stop8h 52m

$209

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

lun. 10/27

3:14 pm-1:13 am

1 stop9h 59m

$214

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

mar. 10/28

1:52 pm-9:34 pm

1 stop7h 42m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 14 results
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Best time to book a flight from Simpson Bay to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Simpson Bay 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 Simpson Bay to Massachusetts

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

Currently, January is the cheapest month in which you can book a flight from Simpson Bay to Massachusetts (average of $218). Flying from Simpson Bay to Massachusetts in July is currently the most expensive (average of $311). 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 SXM to MA?

Find hourly flight availability from Simpson Bay to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 31, 2025.

When flying from Simpson Bay to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated julio 31, 2025.
See what other customers who have flown with Delta, United Airlines, and JetBlue from Simpson Bay to Massachusetts have to say. 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

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
JetBlue
7.3
Good
2,914 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Air Canada
7.1
Good
9,851 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

Related info for your journey

Find useful and relevant information for your journey from Simpson Bay to Massachusetts. 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 from for flights from Simpson Bay to Massachusetts?

    Simpson Bay Princess Juliana (SXM) is the airport you will fly out of if you book a flight from Simpson Bay to Massachusetts. It is only a 0.5 mi journey to Princess Juliana (SXM) from Simpson Bay’s city center.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $209. Delta flights start at $214 while deals on United Airlines start at $219 one-way.

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

    On average you can expect to pay $329 for a flight from Simpson Bay to Massachusetts. The cheapest flight overall is $199 while the most popular route, (Simpson Bay Princess Juliana - Boston Logan Intl) is currently priced at $442.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Simpson Bay to Massachusetts 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 Simpson Bay to Massachusetts?

    Currently, January is the cheapest month in which you can book a flight from Simpson Bay to Massachusetts (average of $218). Flying from Simpson Bay to Massachusetts in July is currently the most expensive (average of $311). 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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Top 2 airlines flying from Simpson Bay to Massachusetts

Discover the top 2 airlines that operate flights from Simpson Bay to Massachusetts. 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 julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$326Average$452FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$395Average$556FlexibilityNo cancel feeOn-time71%

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