What is the cheapest airline that flies from Simpson Bay Princess Juliana to Massachusetts?

United Airlines, JetBlue, and Delta are the most popular carriers operating from Simpson Bay Princess Juliana to Massachusetts

When did momondo last update prices for flights from Simpson Bay Princess Juliana Airport to Massachusetts?

Prices for flights from Simpson Bay Princess Juliana Airport to Massachusetts refresh daily.

How many operators does momondo search for flights from Simpson Bay Princess Juliana Airport to Massachusetts?

As of October 2026, there is 1 operator available to choose from for flights from Simpson Bay Princess Juliana Airport to Massachusetts.

How old do you have to be to fly from Simpson Bay Princess Juliana Airport to Massachusetts?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Simpson Bay Princess Juliana Airport to Massachusetts.

What documentation or ID do you need to fly to Massachusetts?

The necessary travel and health documents for your Massachusetts trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$183 Cheap Flights from Simpson Bay to Massachusetts in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Simpson Bay to Massachusetts

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:00 pm - 11:59 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

7h 59m1 stop Washington, D.C. Dulles Intl

7:49 pm - 1:50 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

17h 01m1 stop Washington, D.C. Dulles Intl

$285Lufthansa

Sun, Dec 20 - Tue, Dec 29

2:52 pm - 7:38 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

17h 46m1 stop Newark

8:25 pm - 3:57 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

18h 32m1 stop Chicago O'Hare Intl

$291United Airlines

Thu, Dec 3 - Fri, Dec 11

4:10 pm - 10:55 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

7h 45m1 stop New York John F Kennedy Intl

6:00 am - 2:11 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

7h 11m1 stop New York John F Kennedy Intl

$296Delta

Sat, Nov 21 - Sat, Nov 28

2:52 pm - 3:53 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

26h 01m2 stops Newark Chicago O'Hare Intl

8:25 pm - 3:57 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

18h 32m1 stop Chicago O'Hare Intl

$296United Airlines

Thu, Dec 3 - Fri, Dec 11

2:10 pm - 1:18 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

12h 08m1 stop Chicago O'Hare Intl

3:31 pm - 3:57 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

23h 26m2 stops Newark Chicago O'Hare Intl

$314Lufthansa

Sun, Dec 20 - Tue, Dec 29

4:35 pm - 11:47 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

8h 12m1 stop New York John F Kennedy Intl

5:30 am - 2:08 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

7h 38m1 stop Fort Lauderdale

$319JetBlue

Fri, Dec 25 - Thu, Dec 31

5:00 pm - 11:59 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

7h 59m1 stop Washington, D.C. Dulles Intl

5:45 am - 3:57 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

9h 12m1 stop Chicago O'Hare Intl

$331Lufthansa

Mon, Dec 21 - Tue, Dec 29

4:10 pm - 10:55 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

7h 45m1 stop New York John F Kennedy Intl

6:00 am - 2:11 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

7h 11m1 stop New York John F Kennedy Intl

$342Delta

Sat, Nov 21 - Sat, Nov 28

2:52 pm - 9:54 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

8h 02m1 stop Newark

5:45 am - 1:50 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

7h 05m1 stop Washington, D.C. Dulles Intl

$343United Airlines

Thu, Feb 11 - Wed, Feb 17

3:28 pm - 11:47 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

9h 19m1 stop New York John F Kennedy Intl

7:00 am - 12:21 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

4h 21mnonstop

$370JetBlue

Fri, Dec 25 - Thu, Dec 31

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Lufthansa flights from Simpson Bay to Massachusetts

Our best Lufthansa deals on Simpson Bay to Massachusetts flight tickets

Lufthansa

Dec 20

SXM5:00 pmSimpson Bay Princess Juliana

7h 59m

1 stop

BOS11:59 pmBoston Logan Intl

Dec 29

BOS7:49 pmBoston Logan Intl

17h 01m

1 stop

SXM1:50 pmSimpson Bay Princess Juliana

$285

Lufthansa

Dec 20

SXM2:10 pmSimpson Bay Princess Juliana

12h 08m

1 stop

BOS1:18 amBoston Logan Intl

Dec 29

BOS3:31 pmBoston Logan Intl

23h 26m

2 stops

SXM3:57 pmSimpson Bay Princess Juliana

$314

Lufthansa

Dec 21

SXM5:00 pmSimpson Bay Princess Juliana

7h 59m

1 stop

BOS11:59 pmBoston Logan Intl

Dec 29

BOS5:45 amBoston Logan Intl

9h 12m

1 stop

SXM3:57 pmSimpson Bay Princess Juliana

$331

United Airlines flights from Simpson Bay to Massachusetts

Our best United Airlines deals on Simpson Bay to Massachusetts flight tickets

United Airlines

Dec 3

SXM2:52 pmSimpson Bay Princess Juliana

17h 46m

1 stop

BOS7:38 amBoston Logan Intl

Dec 11

BOS8:25 pmBoston Logan Intl

18h 32m

1 stop

SXM3:57 pmSimpson Bay Princess Juliana

$291

United Airlines

Feb 11

SXM2:52 pmSimpson Bay Princess Juliana

8h 02m

1 stop

BOS9:54 pmBoston Logan Intl

Feb 17

BOS5:45 amBoston Logan Intl

7h 05m

1 stop

SXM1:50 pmSimpson Bay Princess Juliana

$343

United Airlines

Feb 11

SXM5:00 pmSimpson Bay Princess Juliana

20h 21m

2 stops

BOS12:21 pmBoston Logan Intl

Feb 17

BOS5:45 amBoston Logan Intl

7h 05m

1 stop

SXM1:50 pmSimpson Bay Princess Juliana

$347

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Sun 12/20

5:00 pm-11:59 pm

1 stop7h 59m

Boston Logan Intl

Tue 12/29

7:49 pm-1:50 pm

1 stop17h 01m

$285

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Thu 12/3

2:52 pm-7:38 am

1 stop17h 46m

Boston Logan Intl

Fri 12/11

8:25 pm-3:57 pm

1 stop18h 32m

$291

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Sat 11/21

4:10 pm-10:55 pm

1 stop7h 45m

Boston Logan Intl

Sat 11/28

6:00 am-2:11 pm

1 stop7h 11m

$296

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Thu 12/3

2:52 pm-3:53 pm

2 stops26h 01m

Boston Logan Intl

Fri 12/11

8:25 pm-3:57 pm

1 stop18h 32m

$296

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Sun 12/20

2:10 pm-1:18 am

1 stop12h 08m

Boston Logan Intl

Tue 12/29

3:31 pm-3:57 pm

2 stops23h 26m

$314

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Fri 12/25

4:35 pm-11:47 pm

1 stop8h 12m

Boston Logan Intl

Thu 12/31

5:30 am-2:08 pm

1 stop7h 38m

$319

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Mon 12/21

5:00 pm-11:59 pm

1 stop7h 59m

Boston Logan Intl

Tue 12/29

5:45 am-3:57 pm

1 stop9h 12m

$331

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Sat 11/21

4:10 pm-10:55 pm

1 stop7h 45m

Boston Logan Intl

Sat 11/28

6:00 am-2:11 pm

1 stop7h 11m

$342

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Thu 2/11

2:52 pm-9:54 pm

1 stop8h 02m

Boston Logan Intl

Wed 2/17

5:45 am-1:50 pm

1 stop7h 05m

$343

Quickest round-trip

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Fri 12/25

3:28 pm-11:47 pm

1 stop9h 19m

Boston Logan Intl

Thu 12/31

7:00 am-12:21 pm

Nonstop4h 21m

$370

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Simpson Bay to Massachusetts

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Massachusetts?

In general, November is the cheapest month to fly from Simpson Bay to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $0. If you aren’t able to travel to Massachusetts during the month of November, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $268.

What is the cheapest day to depart on your flight to Massachusetts?

According to our data, Sunday is the cheapest day to fly to Massachusetts from Simpson Bay. The lowest ticket price found for a Sunday departure recently was $393. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Simpson Bay because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $581.

What is the cheapest time of day to depart on your flight to Massachusetts?

Our data shows that the cheapest Simpson Bay to Massachusetts flights are usually those with departure times in the morning. Our users have found flights to Massachusetts in the morning for as low as $448. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $717 on average. Flights to Massachusetts from Simpson Bay at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Simpson Bay Princess Juliana to Massachusetts flight route?

Fly from Simpson Bay Princess Juliana to Boston Logan Intl for the best Simpson Bay Princess Juliana - Massachusetts flight prices

What cabin class options are available on Simpson Bay to Massachusetts flights?

There is only 1 cabin class available to choose from on Simpson Bay to Massachusetts flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Simpson Bay to Massachusetts flights?

You could potentially save up to 16% on your flight if you consider stops on a Simpson Bay to Massachusetts flight.

Cheap Simpson Bay to Massachusetts flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Simpson Bay to Massachusetts

Best Price Found	$183
Fastest flight time	4h 40m
Direct flights	Every day
Airports in Massachusetts	140 airports

The best one-way flight to Massachusetts from Simpson Bay in the past 72 hours is $183. The best round-trip flight deal from Simpson Bay to Massachusetts found on momondo in the last 72 hours is $285.

The fastest flight from Simpson Bay to Massachusetts takes 4h 40m

Direct flights go from Simpson Bay to Massachusetts every day.

There are 140 airports in Massachusetts. From Simpson Bay there are direct flights to Boston Logan Intl (BOS).

Search flight deals

Frequently asked questions about flying from Simpson Bay to Massachusetts

When did momondo last update prices for flights from Simpson Bay Princess Juliana Airport to Massachusetts?
Prices for flights from Simpson Bay Princess Juliana Airport to Massachusetts refresh daily.
How many operators does momondo search for flights from Simpson Bay Princess Juliana Airport to Massachusetts?
As of October 2026, there is 1 operator available to choose from for flights from Simpson Bay Princess Juliana Airport to Massachusetts.
How old do you have to be to fly from Simpson Bay Princess Juliana Airport to Massachusetts?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Simpson Bay Princess Juliana Airport to Massachusetts.
What documentation or ID do you need to fly to Massachusetts?
The necessary travel and health documents for your Massachusetts trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Simpson Bay to Massachusetts?
Based on momondo bookings for flights between Simpson Bay and Massachusetts, the leading plane model is Boeing 737 MAX 8, making up 25.00% of the total bookings. Other popular models include Airbus A320-100/200 with 25.00%, Airbus A321-100/200 with 16.67%, and Airbus A318/A319/A320/A321 with 16.67%.

Best airlines flying from Simpson Bay to Massachusetts

Compare and see reviews for airlines that fly from Simpson Bay to Massachusetts with momondo

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $380	Free Cancellation	Rating 7.1 3,076 reviews		Search JetBlue flights

Why use momondo?

Why should I use momondo to find a flight deal from Simpson Bay to Massachusetts?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Simpson Bay to Massachusetts. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Simpson Bay to Massachusetts with flexible booking policies on momondo?

All flight searches from Simpson Bay to Massachusetts on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Simpson Bay to Massachusetts?

Once you have performed a search for Simpson Bay to Massachusetts flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Simpson Bay to Massachusetts right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Massachusetts, momondo offers a useful price alert feature which will track prices for flights to Massachusetts from Simpson Bay and alert you when they change.