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Cheap flights from Simpson Bay to Boston from $184

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 5/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Simpson Bay to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
4:35 pm - 12:59 am
SXM
-
BOS
8h 24m
1 stop
American Airlines Logo
6:00 am - 3:22 pm
BOS
-
SXM
9h 22m
2 stops
$276American Airlines
Wed, May 6 - Tue, May 12
KLM Logo
3:30 pm - 7:29 am
SXM
-
BOS
15h 59m
1 stop
KLM Logo
8:45 pm - 2:05 pm
BOS
-
SXM
17h 20m
1 stop
$291KLM
Thu, Apr 16 - Sat, Apr 25
Southwest Logo
2:25 pm - 8:05 am
SXM
-
BOS
17h 40m
2 stops
Southwest Logo
4:45 pm - 1:30 pm
BOS
-
SXM
20h 45m
2 stops
$292Southwest
Wed, May 6 - Tue, May 12
American Airlines Logo
2:21 pm - 10:40 pm
SXM
-
BOS
8h 19m
1 stop
American Airlines Logo
5:00 am - 1:21 pm
BOS
-
SXM
8h 21m
1 stop
$305American Airlines
Thu, Mar 26 - Wed, Apr 1
United Airlines Logo
1:35 pm - 9:39 am
SXM
-
BOS
20h 04m
2 stops
United Airlines Logo
7:19 am - 12:33 pm
BOS
-
SXM
29h 14m
2 stops
$338United Airlines
Wed, Jun 24 - Sun, Jun 28
American Airlines Logo
1:40 pm - 10:35 pm
SXM
-
BOS
8h 55m
1 stop
American Airlines Logo
12:38 pm - 12:40 pm
BOS
-
SXM
24h 02m
1 stop
$345American Airlines
Wed, Jul 1 - Tue, Jul 14
United Airlines Logo
1:35 pm - 9:53 pm
SXM
-
BOS
8h 18m
1 stop
United Airlines Logo
8:00 am - 2:43 pm
BOS
-
SXM
6h 43m
1 stop
$346United Airlines
Wed, Jun 24 - Mon, Jul 6
American Airlines Logo
2:21 pm - 10:02 am
SXM
-
BOS
19h 41m
1 stop
American Airlines Logo
5:40 pm - 1:21 pm
BOS
-
SXM
19h 41m
1 stop
$347American Airlines
Thu, May 7 - Sat, May 16
Spirit Airlines Logo
2:35 pm - 11:59 pm
SXM
-
BOS
9h 24m
1 stop
Spirit Airlines Logo
5:45 am - 1:30 pm
BOS
-
SXM
7h 45m
1 stop
$349Spirit Airlines
Thu, Apr 2 - Mon, Apr 6
American Airlines Logo
2:24 pm - 11:07 pm
SXM
-
BOS
8h 43m
1 stop
American Airlines Logo
5:40 pm - 11:37 am
BOS
-
SXM
17h 57m
2 stops
$350American Airlines
Thu, Apr 16 - Wed, Apr 22

American Airlines flights from Simpson Bay to Boston

Our best American Airlines deals on Simpson Bay to Boston flight tickets
American Airlines
May 6
SXM4:35 pmSimpson Bay Princess Juliana
8h 24m
1 stop
BOS12:59 amBoston Logan Intl
May 12
BOS6:00 amBoston Logan Intl
9h 22m
2 stops
SXM3:22 pmSimpson Bay Princess Juliana
$276
American Airlines
Mar 26
SXM2:21 pmSimpson Bay Princess Juliana
8h 19m
1 stop
BOS10:40 pmBoston Logan Intl
Apr 1
BOS5:00 amBoston Logan Intl
8h 21m
1 stop
SXM1:21 pmSimpson Bay Princess Juliana
$305
American Airlines
Jul 1
SXM4:43 pmSimpson Bay Princess Juliana
26h 07m
2 stops
BOS6:50 pmBoston Logan Intl
Jul 9
BOS10:48 amBoston Logan Intl
25h 52m
1 stop
SXM12:40 pmSimpson Bay Princess Juliana
$345

JetBlue flights from Simpson Bay to Boston

Our best JetBlue deals on Simpson Bay to Boston flight tickets
JetBlue
Mar 29
SXM1:25 pmSimpson Bay Princess Juliana
4h 35m
BOS6:00 pmBoston Logan Intl
Apr 5
BOS6:00 amBoston Logan Intl
4h 07m
SXM10:07 amSimpson Bay Princess Juliana
$361
JetBlue
Apr 2
SXM11:25 amSimpson Bay Princess Juliana
4h 13m
BOS3:38 pmBoston Logan Intl
Apr 6
BOS6:00 amBoston Logan Intl
4h 07m
SXM10:07 amSimpson Bay Princess Juliana
$365
JetBlue
Mar 26
SXM1:25 pmSimpson Bay Princess Juliana
4h 35m
BOS6:00 pmBoston Logan Intl
Apr 1
BOS6:00 amBoston Logan Intl
4h 07m
SXM10:07 amSimpson Bay Princess Juliana
$371

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 March 16, 2026.
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

Cheapest round-trip

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 5/6

4:35 pm-12:59 am

1 stop8h 24m

Boston Logan Intl

Tue 5/12

6:00 am-3:22 pm

2 stops9h 22m

$276

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Thu 4/16

3:30 pm-7:29 am

1 stop15h 59m

Boston Logan Intl

Sat 4/25

8:45 pm-2:05 pm

1 stop17h 20m

$291

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 5/6

2:25 pm-8:05 am

2 stops17h 40m

Boston Logan Intl

Tue 5/12

4:45 pm-1:30 pm

2 stops20h 45m

$292

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Thu 3/26

2:21 pm-10:40 pm

1 stop8h 19m

Boston Logan Intl

Wed 4/1

5:00 am-1:21 pm

1 stop8h 21m

$305

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 6/24

1:35 pm-9:39 am

2 stops20h 04m

Boston Logan Intl

Sun 6/28

7:19 am-12:33 pm

2 stops29h 14m

$338

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 7/1

1:40 pm-10:35 pm

1 stop8h 55m

Boston Logan Intl

Tue 7/14

12:38 pm-12:40 pm

1 stop24h 02m

$345
Quickest round-trip

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 6/24

1:35 pm-9:53 pm

1 stop8h 18m

Boston Logan Intl

Mon 7/6

8:00 am-2:43 pm

1 stop6h 43m

$346

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Thu 5/7

2:21 pm-10:02 am

1 stop19h 41m

Boston Logan Intl

Sat 5/16

5:40 pm-1:21 pm

1 stop19h 41m

$347

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Thu 4/2

2:35 pm-11:59 pm

1 stop9h 24m

Boston Logan Intl

Mon 4/6

5:45 am-1:30 pm

1 stop7h 45m

$349

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Thu 4/16

2:24 pm-11:07 pm

1 stop8h 43m

Boston Logan Intl

Wed 4/22

5:40 pm-11:37 am

2 stops17h 57m

$350

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 June instead. Flights to Boston in June, while not as cheap as those in May, still average around $335.

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 Saturday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Saturday is $829.

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. At noon is when there is more demand to fly to Boston, so prices are often more expensive at around $717 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 March 2026, prices for Simpson Bay to Boston flights are approximately 21% 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

Fastest flight time

4h 13m

Direct flights

Every day

Airports in Boston

1 airport
The fastest flight from Simpson Bay to Boston takes 4h 13m
Direct flights go from Simpson Bay to Boston every day.
There is 1 airport in Boston. From Simpson Bay there are direct flights to 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 13m 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
American AirlinesPriceFrom $423Free CancellationRating
7.1
11,468 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
Old Orchard Beach
Hampton
York Beach
Kennebunkport
Plymouth
Cambridge
South Yarmouth
Narragansett
Gloucester
Falmouth
Brockton
Warwick
Laconia
Chatham
Nashua
Sturbridge
Everett

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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