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

According to our current data, United Airlines ($335), Spirit Airlines ($362), and JetBlue ($409) offers the cheapest pricing from Simpson Bay to Boston. These flights start at 31% 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 $204. Delta flights start at $214 while deals on United Airlines start at $229 one-way.

What is the cheapest day to fly from Simpson Bay to Boston?

Travelers seeking maximum savings on their Simpson Bay to Boston flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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.

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).

What are the cheapest flights from Simpson Bay to Boston?

Looking at all options, your cheapest flight can be booked for $507. While the most popular route (Simpson Bay Princess Juliana - Boston Logan Intl) can be booked for $335 on average our data indicates $567 when flying from Simpson Bay to Boston.

What is the cheapest day to fly round-trip from Simpson Bay to Boston?

Users have found that flying from Simpson Bay to Boston on a Wednesday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

What is the cheapest month to fly from Simpson Bay to Boston?

Our data shows that May tends to be the cheapest month to fly to Boston from Simpson Bay. Users have commonly found prices around $489 for the month, but tickets can be as low as $262. Due to multiple factors, prepare for potentially higher prices in February.

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.

$204+ Flights from Simpson Bay to Boston

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Cheap flight deals from Simpson Bay to Boston

Round-trip from	$335 (United Airlines)
One-way from	$204 (Cheapflightsfares)
Popular in	February
Cheapest in	May
Average price	$411
Good one-way deal	$567 or less

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. 35% potential increase in price ($274 potential increase over avg. RT price).

Search Deals

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 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 July 3, 2025.

Wed 8/133:55 pmSXM - BOS

1 stop8h 04mUnited Airlines

Sat 8/235:30 amBOS - SXM

1 stop6h 59mUnited Airlines

Deal found 7/2

$335

Sat 8/163:05 pmSXM - BOS

1 stop8h 44mSpirit Airlines

Sat 8/236:05 amBOS - SXM

1 stop7h 55mSpirit Airlines

Deal found 7/1

$362

Sat 7/191:29 pmSXM - BOS

Nonstop4h 28mJetBlue

Sat 7/268:00 amBOS - SXM

Nonstop4h 09mJetBlue

Deal found 6/30

$409

Sat 7/196:26 pmSXM - BOS

2 stops13h 33mMultiple Airlines

Sat 7/266:10 amBOS - SXM

1 stop7h 50mMultiple Airlines

Deal found 7/1

$416

Wed 8/134:30 pmSXM - BOS

2 stops15h 05mAmerican Airlines

Sat 8/235:54 amBOS - SXM

2 stops9h 15mAmerican Airlines

Deal found 7/2

$428

Sat 7/193:55 pmSXM - BOS

1 stop8h 04mAustrian Airlines

Sat 7/269:30 amBOS - SXM

1 stop29h 13mAustrian Airlines

Deal found 7/2

$436

Mon 7/76:26 pmSXM - BOS

2 stops13h 33mFrontier

Thu 7/109:01 amBOS - SXM

2 stops32h 20mFrontier

Deal found 7/1

$648

Sat 7/193:55 pmSXM - BOS

1 stop8h 04mLufthansa

Sat 7/266:03 pmBOS - SXM

2 stops18h 26mLufthansa

Deal found 6/30

$675

Best flights from Simpson Bay to Boston
Discover carefully curated flight deals from Simpson Bay to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2025.

Wed 8/133:55 pmSXM - BOS

1 stop8h 04mUnited Airlines

Sat 8/235:30 amBOS - SXM

1 stop6h 59mUnited Airlines

Deal found 7/2

$335

Sat 8/163:05 pmSXM - BOS

1 stop8h 44mSpirit Airlines

Sat 8/236:05 amBOS - SXM

1 stop7h 55mSpirit Airlines

Deal found 7/1

$362

Sat 7/191:29 pmSXM - BOS

Nonstop4h 28mJetBlue

Sat 7/268:00 amBOS - SXM

Nonstop4h 09mJetBlue

Deal found 6/30

$409

Sat 7/196:26 pmSXM - BOS

2 stops13h 33mMultiple Airlines

Sat 7/266:10 amBOS - SXM

1 stop7h 50mMultiple Airlines

Deal found 7/1

$416

Wed 8/134:30 pmSXM - BOS

2 stops15h 05mAmerican Airlines

Sat 8/235:54 amBOS - SXM

2 stops9h 15mAmerican Airlines

Deal found 7/2

$428

Sat 7/193:55 pmSXM - BOS

1 stop8h 04mAustrian Airlines

Sat 7/269:30 amBOS - SXM

1 stop29h 13mAustrian Airlines

Deal found 7/2

$436

Sat 7/193:55 pmSXM - BOS

1 stop8h 04mLufthansa

Sat 7/266:03 pmBOS - SXM

2 stops18h 26mLufthansa

Deal found 6/30

$675

Mon 12/295:00 pmSXM - BOS

1 stop30h 37mAir Canada

Sun 1/410:35 amBOS - SXM

2 stops28h 25mAir Canada

Deal found 7/1

$1,243

Last-minute flights from Simpson Bay to Boston
Discover last-minute flight deals from Simpson Bay to Boston. Data last updated July 3, 2025 and is based on user searches.

Mon 7/76:26 pmSXM - BOS

2 stops13h 33mFrontier

Thu 7/109:01 amBOS - SXM

2 stops32h 20mFrontier

Deal found 7/1

$648

Tue 7/84:25 pmSXM - BOS

2 stops17h 49mAmerican Airlines

Fri 7/115:10 amBOS - SXM

1 stop8h 39mAmerican Airlines

Deal found 7/1

$949

Thu 7/102:10 pmSXM - BOS

1 stop8h 28mMultiple Airlines

Tue 7/158:39 pmBOS - SXM

1 stop17h 21mMultiple Airlines

Deal found 7/3

$626

Sat 7/191:29 pmSXM - BOS

Nonstop4h 28mJetBlue

Sat 7/268:00 amBOS - SXM

Nonstop4h 09mJetBlue

Deal found 6/30

$409

Sat 7/196:26 pmSXM - BOS

2 stops13h 33mMultiple Airlines

Sat 7/266:10 amBOS - SXM

1 stop7h 50mMultiple Airlines

Deal found 7/1

$416

Sat 7/193:55 pmSXM - BOS

1 stop8h 04mAustrian Airlines

Sat 7/269:30 amBOS - SXM

1 stop29h 13mAustrian Airlines

Deal found 7/2

$436

Sat 7/193:55 pmSXM - BOS

1 stop8h 04mLufthansa

Sat 7/266:03 pmBOS - SXM

2 stops18h 26mLufthansa

Deal found 6/30

$675

Wed 8/133:55 pmSXM - BOS

1 stop8h 04mUnited Airlines

Sat 8/235:30 amBOS - SXM

1 stop6h 59mUnited Airlines

Deal found 7/2

$335

Wed 8/134:30 pmSXM - BOS

2 stops15h 05mAmerican Airlines

Sat 8/235:54 amBOS - SXM

2 stops9h 15mAmerican Airlines

Deal found 7/2

$428

Sat 8/163:05 pmSXM - BOS

1 stop8h 44mSpirit Airlines

Sat 8/236:05 amBOS - SXM

1 stop7h 55mSpirit Airlines

Deal found 7/1

$362

One-way flights from Simpson Bay to Boston
Search for one-way flight options from Simpson Bay to Boston. Find affordable one-way fares based on user searches. Data last updated July 3, 2025.

Fri 8/13:05 pmSXM - BOS

1 stop8h 43mSpirit Airlines

Deal found 7/2

$204

Wed 11/54:15 pmSXM - BOS

1 stop9h 45mDelta

Deal found 7/1

$214

Wed 11/52:52 pmSXM - BOS

2 stops20h 42mUnited Airlines

Deal found 7/1

$229

Sat 11/81:58 pmSXM - BOS

1 stop19h 35mFrontier

Deal found 7/1

$245

Wed 10/152:40 pmSXM - BOS

1 stop8h 40mAmerican Airlines

Deal found 7/3

$253

Sat 11/85:00 pmSXM - BOS

2 stops22h 52mAir Canada

Deal found 7/1

$256

Wed 11/58:57 pmSXM - BOS

3 stops27h 43mMultiple Airlines

Deal found 7/1

$318

Sat 11/86:00 pmSXM - BOS

Nonstop4h 30mJetBlue

Deal found 7/1

$408

Cheapflights Fare Finder

Use the filters below to find and compare flights from Simpson Bay to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 8/13

3:55 pm-11:59 pm

1 stop8h 04m

Boston Logan Intl

Sat 8/23

5:30 am-12:29 pm

1 stop6h 59m

$335

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 8/16

3:05 pm-11:49 pm

1 stop8h 44m

Boston Logan Intl

Sat 8/23

6:05 am-2:00 pm

1 stop7h 55m

$362

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 7/19

1:29 pm-5:57 pm

Nonstop4h 28m

Boston Logan Intl

Sat 7/26

8:00 am-12:09 pm

Nonstop4h 09m

$409

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 7/19

6:26 pm-7:59 am

2 stops13h 33m

Boston Logan Intl

Sat 7/26

6:10 am-2:00 pm

1 stop7h 50m

$416

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 8/13

4:30 pm-7:35 am

2 stops15h 05m

Boston Logan Intl

Sat 8/23

5:54 am-3:09 pm

2 stops9h 15m

$428

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 7/19

3:55 pm-11:59 pm

1 stop8h 04m

Boston Logan Intl

Sat 7/26

9:30 am-2:43 pm

1 stop29h 13m

$436

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 7/19

3:55 pm-11:59 pm

1 stop8h 04m

Boston Logan Intl

Sat 7/26

6:03 pm-12:29 pm

2 stops18h 26m

$675

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 12/29

5:00 pm-10:37 pm

1 stop30h 37m

Boston Logan Intl

Sun 1/4

10:35 am-4:00 pm

2 stops28h 25m

$1,243

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Fri 8/1

3:05 pm-11:48 pm

1 stop8h 43m

$204

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 11/5

4:15 pm-1:00 am

1 stop9h 45m

$214

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 16 results

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?

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.

Reviews of airlines servicing Boston

Read through reviews of airlines operating flights from Simpson Bay to Boston, such as Delta, Austrian Airlines, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,982 reviews

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

7,982 reviews

Delta

8.0

Very good

7,982 reviews

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!

Austrian Airlines

7.6

Good

809 reviews

Delta

8.0

Very good

7,982 reviews

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

8,861 reviews

Delta

8.0

Very good

7,982 reviews

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

2,916 reviews

Delta

8.0

Very good

7,982 reviews

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

7,982 reviews

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

What are the cheapest airlines flying from Simpson Bay to Boston round-trip?
According to our current data, United Airlines ($335), Spirit Airlines ($362), and JetBlue ($409) offers the cheapest pricing from Simpson Bay to Boston. These flights start at 31% 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 $204. Delta flights start at $214 while deals on United Airlines start at $229 one-way.
What are the cheapest flights from Simpson Bay to Boston?
Looking at all options, your cheapest flight can be booked for $507. While the most popular route (Simpson Bay Princess Juliana - Boston Logan Intl) can be booked for $335 on average our data indicates $567 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

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Top 2 airlines flying from Simpson Bay to Boston

Airline	Cheapest	Average	Flexibility	On-time
JetBlue	Cheapest$326	Average$390	FlexibilityNo cancel fee	On-time62%
American Airlines	Cheapest$395	Average$560	FlexibilityNo cancel fee	On-time71%

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$204+ 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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Simpson Bay to Boston with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Simpson Bay to Boston

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good one-way deal

Find flight deals from Simpson Bay to Boston

Cheapest flights from Simpson Bay to BostonExplore 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 July 3, 2025.

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 July 3, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Simpson Bay to Boston that are best for you.

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.

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?

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 July 3, 2025.

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 July 3, 2025.

Read through reviews of airlines operating flights from Simpson Bay to Boston, such as Delta, Austrian Airlines, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

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?

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

What are the cheapest flights from Simpson Bay to Boston?

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

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

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

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

Traveling to a place near Simpson Bay?

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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 July 3, 2025.

Top 2 airlines flying from Simpson Bay to Boston

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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 July 3, 2025.