HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$214+ Cheap flights from Simpson Bay (SXM) to Boston (BOS)

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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — BOS
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Simpson Bay to Boston with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Simpson Bay to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Simpson Bay (SXM) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$335
(United Airlines)

One-way from

$214
(Delta)

Popular in

February

Cheapest in

November

Average price

$381

Good one-way deal

$402 or less
Provider with most accurate pricing for Simpson Bay Princess Juliana-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Simpson Bay Princess Juliana-Boston Logan Intl flights.
Search Deals
From Simpson Bay Princess Juliana to Boston Logan Intl
Search Deals
One-way flight from Simpson Bay Princess Juliana to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 30% potential increase in price ($233 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2025
Search Deals
Price to beat on a one-way flight from Simpson Bay Princess Juliana to Boston Logan Intl.
Search Deals

Find flight deals from Simpson Bay to Boston

Cheapest flights from Simpson Bay to Boston
Explore the most affordable flight options available from Simpson Bay to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

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.
Fri 6/61:35 pmSXM - BOS
1 stop8h 49mUnited Airlines
Mon 6/96:05 amBOS - SXM
1 stop6h 24mUnited Airlines
Deal found 4/30$335
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.
Fri 6/62:34 pmSXM - BOS
2 stops19h 41mAmerican Airlines
Mon 6/95:55 amBOS - SXM
2 stops9h 10mAmerican Airlines
Deal found 4/30$428
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.
Sat 7/262:56 pmSXM - BOS
1 stop9h 43mSpirit Airlines
Thu 7/3111:56 amBOS - SXM
1 stop26h 05mSpirit Airlines
Deal found 4/30$529
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.
Tue 7/293:21 pmSXM - BOS
1 stop10h 18mDelta
Fri 8/15:35 amBOS - SXM
1 stop8h 21mDelta
Deal found 4/30$576
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.
Fri 7/2512:15 pmSXM - BOS
1 stop8h 20mJetBlue
Fri 8/19:40 pmBOS - SXM
1 stop13h 29mJetBlue
Deal found 4/30$659
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.
Fri 7/252:56 pmSXM - BOS
1 stop9h 43mMultiple Airlines
Sat 8/26:10 amBOS - SXM
2 stops11h 00mMultiple Airlines
Deal found 4/30$899
This WestJet 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/272:10 pmSXM - BOS
2 stops27h 30mWestJet
Wed 7/306:25 pmBOS - SXM
2 stops18h 50mWestJet
Deal found 4/30$1,383

Cheapflights Fare Finder

Customize your flight search to find flights from Simpson Bay to Boston 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 Simpson Bay to Boston that are best for you.

Fly from

Simpson Bay

Fly to

Boston

Route

Depart

Return

Price

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 6/6

1:35 pm-10:24 pm

1 stop8h 49m

Boston Logan Intl

Mon 6/9

6:05 am-12:29 pm

1 stop6h 24m

$335

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 6/6

2:34 pm-10:15 am

2 stops19h 41m

Boston Logan Intl

Mon 6/9

5:55 am-3:05 pm

2 stops9h 10m

$428

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 7/26

2:56 pm-12:39 am

1 stop9h 43m

Boston Logan Intl

Thu 7/31

11:56 am-2:01 pm

1 stop26h 05m

$529

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Tue 7/29

3:21 pm-1:39 am

1 stop10h 18m

Boston Logan Intl

Fri 8/1

5:35 am-1:56 pm

1 stop8h 21m

$576

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 7/25

12:15 pm-8:35 pm

1 stop8h 20m

Boston Logan Intl

Fri 8/1

9:40 pm-11:09 am

1 stop13h 29m

$659

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 7/25

2:56 pm-12:39 am

1 stop9h 43m

Boston Logan Intl

Sat 8/2

6:10 am-5:10 pm

2 stops11h 00m

$899

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sun 7/27

2:10 pm-5:40 pm

2 stops27h 30m

Boston Logan Intl

Wed 7/30

6:25 pm-1:15 pm

2 stops18h 50m

$1,383

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Thu 5/29

3:19 pm-1:17 am

1 stop9h 58m

$214

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 5/30

3:05 pm-3:44 pm

1 stop24h 39m

$215

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 7/30

3:55 pm-9:49 am

2 stops17h 54m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 14 results
1
2

Compare providers for flights from Simpson Bay to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Simpson Bay to Boston in May.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Simpson Bay-Boston flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Simpson Bay-Boston flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Simpson Bay-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Simpson Bay-Boston flights, Cheapflights users trust AranGrant the most. AranGrant has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Simpson Bay-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Simpson Bay to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston 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 Boston

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

Currently, January is the cheapest month in which you can book a flight from Simpson Bay to Boston (average of $218). Flying from Simpson Bay to Boston in July is currently the most expensive (average of $310). 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 BOS?

Find hourly flight availability from Simpson Bay to Boston. 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.

One of the essential ways to save on airfare from Simpson Bay to Boston is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 19% on airfare.

Rainfall in Boston by month

Plan your trip to Boston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

Plan your trip to Boston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated May 1, 2025.
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Copa Airlines
7.5
Good
1,414 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
JetBlue
7.3
Good
2,924 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

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

  • What are the cheapest airlines flying from Simpson Bay to Boston round-trip?

    According to our current data, United Airlines ($335), American Airlines ($428), and Spirit Airlines ($529) offers the cheapest pricing from Simpson Bay to Boston. These flights start at 36% lower than the current average price 3 months from now.

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

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $214. Spirit Airlines flights start at $215 while deals on United Airlines start at $219 one-way.

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

    Looking at all options, your cheapest flight can be booked for $362. While the most popular route (Simpson Bay Princess Juliana - Boston Logan Intl) can be booked for $347 on average our data indicates $502 when flying from Simpson Bay to Boston.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Simpson Bay to Boston (average of $218). Flying from Simpson Bay to Boston in July is currently the most expensive (average of $310). 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

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Marlborough
Warwick
Cambridge
Waltham
Framingham
Chestnut Hill
Randolph
Brockton
Lowell
Woburn
Somerville
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Lincoln
Salem
Chelsea
Seabrook

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Other flights to Boston

Explore flights to Boston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on May 1, 2025.
Savannah to Boston flights
Nashville to Boston flights
Grand Rapids to Boston flights
Charleston to Boston flights
Asheville to Boston flights
Norfolk to Boston flights
Boston to Des Moines flights
Boston to Fort Lauderdale flights
Boston to Valparaiso, Florida flights
Boston to Detroit Metropolitan Wayne County Airport flights
Boston to Baltimore flights
Boston to Norfolk flights
Boston to Grand Rapids flights
Boston to Orlando Airport flights
Boston to Chicago Midway Airport flights
Boston to Massena flights
Boston to Savannah flights
Boston to Tampa flights
Boston to Des Moines flights
Boston to Miami flights
Boston to Knoxville flights
Boston to Asheville flights
Boston to Nashville flights
Boston to Asheville flights

Top airline flying from Simpson Bay to Boston

Discover the top airline that operate flights from Simpson Bay to Boston. 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
JetBlueCheapest$319Average$452FlexibilityNo cancel feeOn-time62%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.