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$215+ 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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — BOS
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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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 June 16, 2025.

Round-trip from

$349
(SmartFares)

One-way from

$215
(Cheapflightsfares)

Popular in

February

Cheapest in

May

Average price

$335

Good round-trip deal

$262 or less
From Simpson Bay Princess Juliana to Boston Logan Intl
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One-way flight from Simpson Bay Princess Juliana to Boston Logan Intl
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Highest demand for flights based on searches. 35% potential increase in price ($274 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 June 2025
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Price to beat on a round-trip flight from Simpson Bay Princess Juliana to Boston Logan Intl.
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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 June 16, 2025.

This SmartFares deal was found by Cheapflights users on 6/14. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/143:05 pmSXM - BOS
1 stop8h 43mSpirit Airlines
Mon 7/216:10 amBOS - SXM
1 stop7h 50mSpirit Airlines
Deal found 6/14$349
This Gotogate deal was found by Cheapflights users on 6/14. 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.
Fri 11/75:15 pmSXM - BOS
2 stops28h 03mAir Canada
Fri 11/146:00 amBOS - SXM
2 stops33h 15mAir Canada
Deal found 6/14$372
This American Airlines deal was found by Cheapflights users on 6/14. 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 7/114:25 pmSXM - BOS
2 stops17h 49mAmerican Airlines
Wed 7/165:10 amBOS - SXM
1 stop8h 39mAmerican Airlines
Deal found 6/14$428
This Flightnetwork deal was found by Cheapflights users on 6/14. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/93:05 pmSXM - BOS
1 stop8h 43mMultiple Airlines
Sat 8/164:05 pmBOS - SXM
1 stop19h 18mMultiple Airlines
Deal found 6/14$460
This JetBlue deal was found by Cheapflights users on 6/15. 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 8/91:25 pmSXM - BOS
Nonstop4h 26mJetBlue
Sat 8/167:50 amBOS - SXM
Nonstop4h 10mJetBlue
Deal found 6/15$554
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Sat 6/211:35 pmSXM - BOS
2 stops21h 41mUnited Airlines
Sat 6/286:03 pmBOS - SXM
2 stops18h 26mUnited Airlines
Deal found 6/14$605

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 June 16, 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

Mon 7/14

3:05 pm-11:48 pm

1 stop8h 43m

Boston Logan Intl

Mon 7/21

6:10 am-2:00 pm

1 stop7h 50m

$349

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 11/7

5:15 pm-8:18 pm

2 stops28h 03m

Boston Logan Intl

Fri 11/14

6:00 am-4:15 pm

2 stops33h 15m

$372

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 7/11

4:25 pm-10:14 am

2 stops17h 49m

Boston Logan Intl

Wed 7/16

5:10 am-1:49 pm

1 stop8h 39m

$428

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 8/9

3:05 pm-11:48 pm

1 stop8h 43m

Boston Logan Intl

Sat 8/16

4:05 pm-11:23 am

1 stop19h 18m

$460

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 8/9

1:25 pm-5:51 pm

Nonstop4h 26m

Boston Logan Intl

Sat 8/16

7:50 am-12:00 pm

Nonstop4h 10m

$554

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 8/6

3:05 pm-11:48 pm

1 stop8h 43m

$215

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 8/6

3:55 pm-11:39 am

2 stops19h 44m

$238

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 8/6

9:17 am-11:31 am

3 stops26h 14m

$277

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 6/25

3:25 pm-1:21 am

1 stop9h 56m

$305

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Tue 6/24

2:34 pm-8:36 am

2 stops18h 02m

$348

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 11 results
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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 June is currently the most expensive (average of $306). 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 June 16, 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 morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 63% 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 June 16, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and JetBlue from Simpson Bay to Boston to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,963 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
7,963 reviews
Delta
8.0
Very good
7,963 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
8,801 reviews
Delta
8.0
Very good
7,963 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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!
JetBlue
7.3
Good
2,922 reviews
Delta
8.0
Very good
7,963 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
7,963 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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!
Air Canada
7.1
Good
9,563 reviews
Delta
8.0
Very good
7,963 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

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 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, Spirit Airlines ($349), Air Canada ($372), and American Airlines ($428) offers the cheapest pricing from Simpson Bay to Boston. These flights start at 28% 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 Spirit Airlines, which is currently one of the cheapest options available, starting at $215. United Airlines flights start at $238 while deals on Delta start at $305 one-way.

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

    Looking at all options, your cheapest flight can be booked for $262. While the most popular route (Simpson Bay Princess Juliana - Boston Logan Intl) can be booked for $349 on average our data indicates $262 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 June is currently the most expensive (average of $306). 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
Cambridge
Medford
Watertown
Warwick
Waltham
Framingham
Seabrook
Cranston
Randolph
Chestnut Hill
Lowell
Chelsea
Marlborough
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea

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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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$326Average$452FlexibilityNo cancel feeOn-time62%

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