HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$147+ 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — BOS
Feb 10 — Feb 171
Mon 2/10
Mon 2/17
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 February 5, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$209
(Mytrip)

One-way from

$147
(Priceline)

Popular in

June

Cheapest in

November

Average price

$915

Good one-way deal

$390 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. 16% potential increase in price ($115 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($47 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 5, 2025.

This Mytrip deal was found by Cheapflights users on 2/4. 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 3/76:35 pmSXM - BOS
1 stop16h 32mFrontier
Mon 3/1011:22 amBOS - SXM
1 stop5h 53mFrontier
Deal found 2/4$209
This United Airlines deal was found by Cheapflights users on 2/4. 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 3/74:55 pmSXM - BOS
2 stops22h 39mUnited Airlines
Mon 3/1012:18 pmBOS - SXM
2 stops24h 33mUnited Airlines
Deal found 2/4$354
This Gotogate deal was found by Cheapflights users on 2/4. 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.
Mon 3/314:15 pmSXM - BOS
2 stops22h 42mMultiple Airlines
Mon 4/711:16 amBOS - SXM
1 stop5h 49mMultiple Airlines
Deal found 2/4$390
This Mytrip deal was found by Cheapflights users on 2/4. 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.
Mon 3/313:05 pmSXM - BOS
2 stops22h 10mSpirit Airlines
Mon 4/710:47 pmBOS - SXM
3 stops38h 40mSpirit Airlines
Deal found 2/4$396
This American Airlines deal was found by Cheapflights users on 2/4. 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 3/314:15 pmSXM - BOS
2 stops21h 31mAmerican Airlines
Mon 4/76:00 amBOS - SXM
1 stop7h 00mAmerican Airlines
Deal found 2/4$410
This Kissandfly.com deal was found by Cheapflights users on 2/4. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/313:20 pmSXM - BOS
2 stops21h 10mBritish Airways
Mon 4/76:00 amBOS - SXM
2 stops9h 24mBritish Airways
Deal found 2/4$466
This JetBlue deal was found by Cheapflights users on 2/4. 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 3/312:32 pmSXM - BOS
Nonstop4h 35mJetBlue
Mon 4/79:16 amBOS - SXM
Nonstop4h 11mJetBlue
Deal found 2/4$478
This Air Canada deal was found by Cheapflights users on 2/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/55:15 pmSXM - BOS
2 stops17h 53mAir Canada
Sat 2/87:25 pmBOS - SXM
2 stops19h 30mAir Canada
Deal found 2/5$507

Find flights from Simpson Bay to Boston within your budget

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 February 5, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 3/7

6:35 pm-10:07 am

1 stop16h 32m

Boston Logan Intl

Mon 3/10

11:22 am-5:15 pm

1 stop5h 53m

$209

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 3/7

4:55 pm-2:34 pm

2 stops22h 39m

Boston Logan Intl

Mon 3/10

12:18 pm-12:51 pm

2 stops24h 33m

$354

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 3/31

4:15 pm-2:57 pm

2 stops22h 42m

Boston Logan Intl

Mon 4/7

11:16 am-5:05 pm

1 stop5h 49m

$390

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 3/31

3:05 pm-1:15 pm

2 stops22h 10m

Boston Logan Intl

Mon 4/7

10:47 pm-1:27 pm

3 stops38h 40m

$396

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 3/31

4:15 pm-10:37 am

2 stops18h 22m

Boston Logan Intl

Mon 4/7

5:15 am-3:24 pm

2 stops10h 09m

$410

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 3/31

3:20 pm-12:30 pm

2 stops21h 10m

Boston Logan Intl

Mon 4/7

6:00 am-3:24 pm

2 stops9h 24m

$466

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 3/31

2:32 pm-7:07 pm

Nonstop4h 35m

Boston Logan Intl

Mon 4/7

9:16 am-1:27 pm

Nonstop4h 11m

$478

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 3/31

4:15 pm-9:41 am

1 stop17h 26m

Boston Logan Intl

Mon 4/7

6:10 am-3:15 pm

1 stop9h 05m

$563

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 4/4

6:15 pm-10:16 am

1 stop16h 01m

$147

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 3/10

6:35 pm-8:12 pm

1 stop25h 37m

$175

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 15 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 February.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Simpson Bay-Boston flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.

Travel insights for flights from Simpson Bay to Boston

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

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 $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 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 February 5, 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 32% 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 February 5, 2025.
JetBlue
7.4
Good
3,133 reviews

Overall

7.4

Crew

8.1

Food

6.8

Comfort

7.7

Entertainment

7.3

Boarding

7.6

Reviews

1 / 20

6.0
Good

Linda,Dec 2024

ANU - JFK

After bag drop had to go through security again. Delayed flight

JetBlue
7.4
Good
3,133 reviews
JetBlue
7.4
Good
3,133 reviews

Overall

7.4

Crew

8.1

Food

6.8

Comfort

7.7

Entertainment

7.3

Boarding

7.6

Reviews

1 / 20

6.0
Good

Linda,Dec 2024

ANU - JFK

After bag drop had to go through security again. Delayed flight

United Airlines
7.4
Good
8,885 reviews
JetBlue
7.4
Good
3,133 reviews

Overall

7.4

Crew

8.1

Food

6.8

Comfort

7.7

Entertainment

7.3

Boarding

7.6

Reviews

1 / 20

6.0
Good

Linda,Dec 2024

ANU - JFK

After bag drop had to go through security again. Delayed flight

American Airlines
7.2
Good
10,000 reviews
JetBlue
7.4
Good
3,133 reviews

Overall

7.4

Crew

8.1

Food

6.8

Comfort

7.7

Entertainment

7.3

Boarding

7.6

Reviews

1 / 20

6.0
Good

Linda,Dec 2024

ANU - JFK

After bag drop had to go through security again. Delayed flight

Air Canada
7.0
Good
8,670 reviews
JetBlue
7.4
Good
3,133 reviews

Overall

7.4

Crew

8.1

Food

6.8

Comfort

7.7

Entertainment

7.3

Boarding

7.6

Reviews

1 / 20

6.0
Good

Linda,Dec 2024

ANU - JFK

After bag drop had to go through security again. Delayed flight

British Airways
6.6
Okay
6,780 reviews
JetBlue
7.4
Good
3,133 reviews

Overall

7.4

Crew

8.1

Food

6.8

Comfort

7.7

Entertainment

7.3

Boarding

7.6

Reviews

1 / 20

6.0
Good

Linda,Dec 2024

ANU - JFK

After bag drop had to go through security again. Delayed flight

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, Frontier ($209), United Airlines ($354), and Spirit Airlines ($396) offers the cheapest pricing from Simpson Bay to Boston. These flights start at 64% 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 Frontier, which is currently one of the cheapest options available, starting at $147. Spirit Airlines flights start at $202 while deals on United Airlines start at $226 one-way.

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

    Looking at all options, your cheapest flight can be booked for $331. While the most popular route (Simpson Bay Princess Juliana - Boston Logan Intl) can be booked for $271 on average our data indicates $680 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 $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.

See more FAQs

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Warwick
Sturbridge
Marlborough
Waltham
Brockton
Cambridge
Framingham
Somerville
Chestnut Hill
Seekonk
Randolph
Lowell
Watertown
West Yarmouth
Woburn
Saco
Seabrook
Salem
Brookline
Fall River

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 February 5, 2025.
Miami to Boston flights
New Orleans to Boston flights
Baltimore to Boston flights
Philadelphia to Boston flights
Raleigh to Boston flights
Fort Myers to Boston flights
Boston to Dubai flights
Boston to Miami flights
Boston to Fort Myers flights
Boston to Philadelphia flights
Boston to Raleigh flights
Boston to Baltimore flights
Boston to Myrtle Beach flights
Boston to Tampa flights
Boston to Orlando Airport flights
Boston to Fort Lauderdale flights
Boston to New Orleans flights
Boston to Atlanta flights
Boston to Detroit Metropolitan Wayne County Airport flights
Boston to Norfolk flights
Boston to Raleigh flights
Boston to Baltimore flights
Boston to San Juan Luis Munoz Marin Intl Airport 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 February 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$319Average$500FlexibilityNo 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.