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

Delta, United Airlines, and Southwest 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 September 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.

$177 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.

6:00 pm - 4:05 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

22h 05m1 stop Toronto Pearson Intl

6:00 am - 5:00 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

11h 00m1 stop Toronto Pearson Intl

$301Air Canada

Sat, Oct 10 - Sat, Oct 17

6:00 pm - 9:55 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

15h 55m1 stop Toronto Pearson Intl

5:50 am - 5:00 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

11h 10m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

$316Air Canada

Sat, Oct 10 - Sat, Oct 17

6:00 pm - 2:41 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

20h 41m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

5:50 am - 5:00 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

11h 10m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

$319Air Canada

Sat, Oct 10 - Sat, Oct 17

2:52 pm - 7:43 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

17h 51m1 stop Newark

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

18h 32m1 stop Chicago O'Hare Intl

$320Lufthansa

Thu, Nov 5 - Fri, Nov 13

2:52 pm - 9:34 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

19h 42m2 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

$325Lufthansa

Thu, Nov 5 - Fri, Nov 13

6:00 pm - 9:55 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

15h 55m1 stop Toronto Pearson Intl

12:45 pm - 5:00 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

28h 15m1 stop Toronto Pearson Intl

$339Air Canada

Thu, Oct 8 - Wed, Oct 14

3:45 pm - 10:37 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

31h 52m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

9:35 am - 2:45 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

28h 10m2 stops Toronto Island Montreal Pierre Elliott Trudeau Intl

$342Air Canada

Sat, Dec 12 - Mon, Dec 14

4:45 pm - 10:37 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

30h 52m1 stop Toronto Pearson Intl

6:35 pm - 2:45 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

19h 10m1 stop Montreal Pierre Elliott Trudeau Intl

$342Air Canada

Fri, Nov 20 - Wed, Nov 25

4:32 pm - 11:48 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

8h 16m1 stop New York John F Kennedy Intl

5:45 am - 3:11 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

8h 26m1 stop New York John F Kennedy Intl

$365JetBlue

Sat, Dec 12 - Mon, Dec 14

1:48 pm - 12:33 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

10h 45m1 stop Fort Lauderdale

6:55 am - 1:23 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

6h 28m1 stop New York John F Kennedy Intl

$389JetBlue

Thu, Oct 8 - Tue, Oct 13

Cheap last minute flights

Enter your travel dates to find the best prices.

6:00 pm - 9:55 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

15h 55m1 stop Toronto Pearson Intl

10:50 am - 5:00 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

30h 10m1 stop Toronto Pearson Intl

$385Air Canada

Sat, Sep 19 - Fri, Sep 25

6:00 pm - 9:26 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

51h 26m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

6:55 pm - 5:00 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

22h 05m1 stop Toronto Pearson Intl

$398Air Canada

Sat, Sep 19 - Fri, Sep 25

6:00 pm - 9:50 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

39h 50m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

5:50 am - 5:00 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

35h 10m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

$401Air Canada

Sat, Sep 19 - Fri, Sep 25

3:18 pm - 1:17 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

9h 59m1 stop Atlanta Hartsfield-Jackson

5:30 am - 1:53 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

8h 23m1 stop Atlanta Hartsfield-Jackson

$407Delta

Thu, Sep 17 - Mon, Sep 21

2:23 pm - 11:29 pmSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

9h 06m1 stop Miami

6:00 am - 3:39 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

9h 39m1 stop Miami

$430American Airlines

Thu, Sep 17 - Tue, Oct 13

2:23 pm - 7:44 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

17h 21m2 stops Miami Washington, D.C. Reagan-National

5:00 am - 1:23 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

8h 23m1 stop Miami

$430American Airlines

Thu, Sep 17 - Tue, Oct 13

3:18 pm - 1:17 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

9h 59m1 stop Atlanta Hartsfield-Jackson

5:30 am - 1:53 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

8h 23m1 stop Atlanta Hartsfield-Jackson

$433Delta

Thu, Sep 17 - Wed, Sep 23

3:18 pm - 1:17 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

9h 59m1 stop Atlanta Hartsfield-Jackson

5:30 am - 1:53 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

8h 23m1 stop Atlanta Hartsfield-Jackson

$433Delta

Thu, Sep 17 - Sun, Sep 20

2:43 pm - 12:01 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

9h 18m1 stop New York John F Kennedy Intl

5:15 am - 1:23 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

8h 08m1 stop New York John F Kennedy Intl

$457JetBlue

Fri, Sep 18 - Sun, Sep 20

2:43 pm - 12:01 amSXM Simpson Bay Princess Juliana-BOS Boston Logan Intl

9h 18m1 stop New York John F Kennedy Intl

5:15 am - 1:23 pmBOS Boston Logan Intl-SXM Simpson Bay Princess Juliana

8h 08m1 stop New York John F Kennedy Intl

$457JetBlue

Fri, Sep 18 - Mon, Sep 21

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American Airlines flights from Simpson Bay to Massachusetts

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

American Airlines

Oct 1

SXM2:23 pmSimpson Bay Princess Juliana

16h 55m

2 stops

BOS7:18 amBoston Logan Intl

Oct 6

BOS9:25 pmBoston Logan Intl

15h 58m

2 stops

SXM1:23 pmSimpson Bay Princess Juliana

$370

American Airlines

Oct 7

SXM4:39 pmSimpson Bay Princess Juliana

17h 39m

1 stop

BOS10:18 amBoston Logan Intl

Oct 13

BOS9:30 amBoston Logan Intl

27h 53m

2 stops

SXM1:23 pmSimpson Bay Princess Juliana

$390

American Airlines

Oct 7

SXM4:39 pmSimpson Bay Princess Juliana

15h 09m

2 stops

BOS7:48 amBoston Logan Intl

Oct 14

BOS5:00 amBoston Logan Intl

10h 39m

1 stop

SXM3:39 pmSimpson Bay Princess Juliana

$395

Lufthansa flights from Simpson Bay to Massachusetts

Our best Lufthansa deals on Simpson Bay to Massachusetts flight tickets

Lufthansa

Nov 5

SXM2:52 pmSimpson Bay Princess Juliana

17h 51m

1 stop

BOS7:43 amBoston Logan Intl

Nov 13

BOS8:25 pmBoston Logan Intl

18h 32m

1 stop

SXM3:57 pmSimpson Bay Princess Juliana

$320

Lufthansa

Nov 5

SXM2:52 pmSimpson Bay Princess Juliana

19h 42m

2 stops

BOS9:34 amBoston Logan Intl

Nov 13

BOS8:25 pmBoston Logan Intl

18h 32m

1 stop

SXM3:57 pmSimpson Bay Princess Juliana

$325

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

Sat 10/10

6:00 pm-4:05 pm

1 stop22h 05m

Boston Logan Intl

Sat 10/17

6:00 am-5:00 pm

1 stop11h 00m

$301

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Sat 10/10

6:00 pm-9:55 am

1 stop15h 55m

Boston Logan Intl

Sat 10/17

5:50 am-5:00 pm

2 stops11h 10m

$316

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Sat 10/10

6:00 pm-2:41 pm

2 stops20h 41m

Boston Logan Intl

Sat 10/17

5:50 am-5:00 pm

2 stops11h 10m

$319

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Thu 11/5

2:52 pm-7:43 am

1 stop17h 51m

Boston Logan Intl

Fri 11/13

8:25 pm-3:57 pm

1 stop18h 32m

$320

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Thu 11/5

2:52 pm-9:34 am

2 stops19h 42m

Boston Logan Intl

Fri 11/13

8:25 pm-3:57 pm

1 stop18h 32m

$325

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Thu 10/8

6:00 pm-9:55 am

1 stop15h 55m

Boston Logan Intl

Wed 10/14

12:45 pm-5:00 pm

1 stop28h 15m

$339

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Sat 12/12

3:45 pm-10:37 pm

2 stops31h 52m

Boston Logan Intl

Mon 12/14

9:35 am-2:45 pm

2 stops28h 10m

$342

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Fri 11/20

4:45 pm-10:37 pm

1 stop30h 52m

Boston Logan Intl

Wed 11/25

6:35 pm-2:45 pm

1 stop19h 10m

$342

Quickest round-trip

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Sat 12/12

4:32 pm-11:48 pm

1 stop8h 16m

Boston Logan Intl

Mon 12/14

5:45 am-3:11 pm

1 stop8h 26m

$365

Simpson BayBoston

SXM Simpson Bay Princess Juliana - BOS Boston Logan Intl

SXMBOS

Simpson Bay Princess Juliana

Thu 10/8

1:48 pm-12:33 am

1 stop10h 45m

Boston Logan Intl

Tue 10/13

6:55 am-1:23 pm

1 stop6h 28m

$389

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 5% 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	$177
Fastest flight time	4h 27m
Direct flights	Mon, Tue, Wed, Thu, Fri and Sun
Airports in Massachusetts	140 airports

The best one-way flight to Massachusetts from Simpson Bay in the past 72 hours is $177. The best round-trip flight deal from Simpson Bay to Massachusetts found on momondo in the last 72 hours is $301.

The fastest flight from Simpson Bay to Massachusetts takes 4h 27m

Direct flights go from Simpson Bay to Massachusetts on Monday, Tuesday, Wednesday, Thursday, Friday and Sunday. The only airline offering direct flights is JetBlue.

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 September 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 23.08% of the total bookings. Other popular models include Airbus A320-100/200 with 23.08%, Airbus A321-100/200 with 15.38%, and Airbus A318/A319/A320/A321 with 15.38%.

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 3,037 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.