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Cheap flights from Simpson Bay to Boston from $209

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Simpson Bay to Boston departing on 9/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Simpson Bay to Boston

Cheap round-trip flights

Delta Logo
3:20 pm - 1:18 amSXM-BOS
9h 58m1 stop
Delta Logo
5:35 am - 1:50 pmBOS-SXM
8h 15m1 stop
$326Delta
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Sun, Sep 14 - Sun, Sep 21
United Airlines Logo
2:20 pm - 9:30 amSXM-BOS
20h 10m1 stop
United Airlines Logo
5:30 am - 1:50 pmBOS-SXM
31h 20m2 stops
$346United Airlines
Find Deal
Sun, Nov 16 - Sun, Nov 23
Spirit Airlines Logo
3:05 pm - 11:55 pmSXM-BOS
8h 50m1 stop
Spirit Airlines Logo
5:45 am - 3:10 pmBOS-SXM
8h 25m1 stop
$371Spirit Airlines
Find Deal
Sat, Nov 1 - Sat, Nov 8
United Airlines Logo
4:55 pm - 11:54 pmSXM-BOS
7h 59m1 stop
United Airlines Logo
5:20 am - 1:50 pmBOS-SXM
7h 30m1 stop
$377United Airlines
Find Deal
Mon, Dec 22 - Fri, Jan 2
JetBlue Logo
5:00 pm - 9:32 pmSXM-BOS
4h 32mnonstop
JetBlue Logo
10:45 am - 4:02 pmBOS-SXM
4h 17mnonstop
$386JetBlue
Find Deal
Sat, Nov 1 - Sat, Nov 8
JetBlue Logo
1:00 pm - 5:20 pmSXM-BOS
4h 20mnonstop
JetBlue Logo
7:35 am - 11:45 amBOS-SXM
4h 10mnonstop
$387JetBlue
Find Deal
Sat, Oct 4 - Sun, Oct 19
American Airlines Logo
3:20 pm - 7:18 amSXM-BOS
16h 58m2 stops
American Airlines Logo
6:44 am - 4:20 pmBOS-SXM
8h 36m1 stop
$406American Airlines
Find Deal
Wed, Nov 12 - Wed, Nov 19
American Airlines Logo
5:24 pm - 11:29 amSXM-BOS
19h 05m1 stop
American Airlines Logo
6:09 pm - 4:20 pmBOS-SXM
21h 11m1 stop
$412American Airlines
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Tue, Nov 18 - Tue, Nov 25
Spirit Airlines Logo
3:05 pm - 11:55 pmSXM-BOS
8h 50m1 stop
Spirit Airlines Logo
8:03 pm - 2:00 pmBOS-SXM
17h 57m1 stop
$430Spirit Airlines
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Sat, Oct 4 - Thu, Oct 16
Logo
12:24 pm - 10:53 pmSXM-BOS
10h 29m1 stop
Logo
6:10 am - 2:00 pmBOS-SXM
7h 50m1 stop
$440
Find Deal
Wed, Oct 1 - Sat, Oct 18

United Airlines flights from Simpson Bay to Boston

Our best United Airlines deals on Simpson Bay to Boston flight tickets
United Airlines
Nov 16
SXM2:20 pmSimpson Bay Princess Juliana
20h 10m
1 stop
BOS9:30 amBoston Logan Intl
Nov 23
BOS5:30 amBoston Logan Intl
31h 20m
2 stops
SXM1:50 pmSimpson Bay Princess Juliana
$346
Find similar
United Airlines
Dec 22
SXM4:55 pmSimpson Bay Princess Juliana
7h 59m
1 stop
BOS11:54 pmBoston Logan Intl
Jan 2
BOS5:20 amBoston Logan Intl
7h 30m
1 stop
SXM1:50 pmSimpson Bay Princess Juliana
$377
Find similar
United Airlines
Dec 22
SXM4:55 pmSimpson Bay Princess Juliana
29h 34m
2 stops
BOS9:29 pmBoston Logan Intl
Jan 2
BOS5:20 amBoston Logan Intl
7h 30m
1 stop
SXM1:50 pmSimpson Bay Princess Juliana
$390
Find similar

Spirit Airlines flights from Simpson Bay to Boston

Our best Spirit Airlines deals on Simpson Bay to Boston flight tickets
Spirit Airlines
Nov 1
SXM3:05 pmSimpson Bay Princess Juliana
8h 50m
1 stop
BOS11:55 pmBoston Logan Intl
Nov 8
BOS5:45 amBoston Logan Intl
8h 25m
1 stop
SXM3:10 pmSimpson Bay Princess Juliana
$371
Find similar
Spirit Airlines
Oct 4
SXM3:05 pmSimpson Bay Princess Juliana
8h 50m
1 stop
BOS11:55 pmBoston Logan Intl
Oct 16
BOS8:03 pmBoston Logan Intl
17h 57m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
$430
Find similar
Spirit Airlines
Aug 9
SXM3:05 pmSimpson Bay Princess Juliana
8h 43m
1 stop
BOS11:48 pmBoston Logan Intl
Aug 16
BOS3:25 pmBoston Logan Intl
46h 35m
3 stops
SXM2:00 pmSimpson Bay Princess Juliana
$848
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated July 31, 2025.
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

Sun 9/14

3:20 pm-1:18 am

1 stop9h 58m

Boston Logan Intl

Sun 9/21

5:35 am-1:50 pm

1 stop8h 15m

$326

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sun 11/16

2:20 pm-9:30 am

1 stop20h 10m

Boston Logan Intl

Sun 11/23

5:30 am-1:50 pm

2 stops31h 20m

$346

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 11/1

3:05 pm-11:55 pm

1 stop8h 50m

Boston Logan Intl

Sat 11/8

5:45 am-3:10 pm

1 stop8h 25m

$371

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 12/22

4:55 pm-11:54 pm

1 stop7h 59m

Boston Logan Intl

Fri 1/2

5:20 am-1:50 pm

1 stop7h 30m

$377

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 11/1

5:00 pm-9:32 pm

Nonstop4h 32m

Boston Logan Intl

Sat 11/8

10:45 am-4:02 pm

Nonstop4h 17m

$386

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 10/4

1:00 pm-5:20 pm

Nonstop4h 20m

Boston Logan Intl

Sun 10/19

7:35 am-11:45 am

Nonstop4h 10m

$387

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 11/12

3:20 pm-7:18 am

2 stops16h 58m

Boston Logan Intl

Wed 11/19

6:44 am-4:20 pm

1 stop8h 36m

$406

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Tue 11/18

5:24 pm-11:29 am

1 stop19h 05m

Boston Logan Intl

Tue 11/25

6:09 pm-4:20 pm

1 stop21h 11m

$412

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 10/4

3:05 pm-11:55 pm

1 stop8h 50m

Boston Logan Intl

Thu 10/16

8:03 pm-2:00 pm

1 stop17h 57m

$430

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 10/1

12:24 pm-10:53 pm

1 stop10h 29m

Boston Logan Intl

Sat 10/18

6:10 am-2:00 pm

1 stop7h 50m

$440

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Simpson Bay to Boston

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

What is the cheapest month to fly to Boston?

In general, May is the cheapest month to fly from Simpson Bay to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $335. If you aren’t able to travel during the month of May, then book flights to Boston from Simpson Bay during November instead. Flights to Boston in November, while not as cheap as those in May, still average around $366.

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

The cheapest day to depart from Simpson Bay to Boston is on a Tuesday when prices can be found for as low as $262. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Thursday is $640.

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

According to our data, the cheapest time of day to fly to Boston is in the afternoon. momondo users have found flights departing from Simpson Bay to Boston in the afternoon for as low as $262. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Boston, so prices are often more expensive at around $690 per ticket.

What is the cheapest Simpson Bay Princess Juliana to Boston Logan Intl flight route?

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

What cabin class options are available on Simpson Bay Princess Juliana to Boston Logan Intl flights?

There are 3 cabin classes available to choose from on Simpson Bay Princess Juliana to Boston Logan Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Simpson Bay to Boston flight prices changed over time?

As of July 2025, prices for Simpson Bay to Boston flights are approximately 6% cheaper when compared to flights at the same time last year.

When to book flights from Simpson Bay to Boston

Are you open to changing your travel dates? Check out the ideal times to fly from Simpson Bay to Boston according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Simpson Bay to Boston (SXM to BOS) flight deals and tips

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

Best Price Found

$209

Fastest flight time

4h 20m

Direct flights

Tue, Sat and Sun

Airports in Boston

1 airport
The best one-way flight to Boston from Simpson Bay in the past 72 hours is $209. The best round-trip flight deal from Simpson Bay to Boston found on momondo in the last 72 hours is $326.
The fastest flight from Simpson Bay to Boston takes 4h 20m
Direct flights go from Simpson Bay to Boston on Tuesday, Saturday and Sunday. The only airline offering direct flights is JetBlue.
There is 1 airport near Boston: Boston Logan Intl (BOS)
Search flight deals

  • How far is Simpson Bay Princess Juliana to Boston Logan Intl by plane?

    Simpson Bay Princess Juliana and Boston Logan Intl are 1743.0 mi apart from one another. Typically, this will take 4h 20m by plane in normal conditions.

  • When did momondo last update prices for flights from Simpson Bay Princess Juliana Airport to Boston Logan Intl Airport?

    Prices for flights from Simpson Bay Princess Juliana Airport to Boston Logan Intl Airport were last updated today.

  • How many operators does momondo search for flights from Simpson Bay Princess Juliana Airport to Boston Logan Intl Airport?

  • How old do you have to be to fly from Simpson Bay Princess Juliana Airport to Boston Logan Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Simpson Bay Princess Juliana Airport to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The travel and health documents required for your trip to Boston Logan Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Boston Logan Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Simpson Bay to Boston?

  • What is the most popular airline from Simpson Bay to Boston?

Best airlines flying from Simpson Bay to Boston

Compare and see reviews for airlines that fly from Simpson Bay to Boston with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $326Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
American AirlinesPriceFrom $395Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Hampton
Old Orchard Beach
York Beach
Plymouth
Kennebunkport
Nashua
Cambridge
Narragansett
Laconia
Brockton
South Yarmouth
Gloucester
Concord
Everett
Wells
Falmouth
Middletown

Why use momondo?

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

It is quick and easy to find Simpson Bay to Boston flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Boston that suits you.

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

Yes. momondo allows you to filter the results for Simpson Bay to Boston flights to just show those with flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Simpson Bay to Boston.

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

Of course. momondo tracks the price of Simpson Bay to Boston flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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