Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Simpson Bay to Boston from $175

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 12/24. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Simpson Bay to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
4:26 pm - 7:24 amSXM-BOS
15h 58m1 stop
Delta Logo
8:45 pm - 11:15 amBOS-SXM
14h 30m1 stop
$269Delta
Find Deal
Thu, Mar 5 - Mon, Mar 9
Delta Logo
3:25 pm - 1:27 amSXM-BOS
11h 02m1 stop
Delta Logo
5:40 am - 2:28 pmBOS-SXM
7h 48m1 stop
$280Delta
Find Deal
Sat, Dec 6 - Mon, Dec 15
Delta Logo
4:20 pm - 7:33 amSXM-BOS
16h 13m1 stop
Delta Logo
8:45 pm - 12:15 pmBOS-SXM
14h 30m1 stop
$281Delta
Find Deal
Wed, Feb 4 - Wed, Feb 18
United Airlines Logo
2:40 pm - 10:49 amSXM-BOS
21h 09m1 stop
United Airlines Logo
6:23 pm - 3:57 pmBOS-SXM
20h 34m1 stop
$313United Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
American Airlines Logo
1:39 pm - 11:33 pmSXM-BOS
10h 54m1 stop
American Airlines Logo
5:59 am - 1:26 pmBOS-SXM
6h 27m1 stop
$317American Airlines
Find Deal
Mon, Dec 22 - Tue, Dec 30
United Airlines Logo
5:00 pm - 10:58 amSXM-BOS
18h 58m2 stops
United Airlines Logo
6:23 pm - 3:57 pmBOS-SXM
20h 34m1 stop
$322United Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
JetBlue Logo
1:59 pm - 5:34 pmSXM-BOS
4h 35mnonstop
JetBlue Logo
8:07 pm - 2:30 pmBOS-SXM
17h 23m1 stop
$358JetBlue
Find Deal
Mon, Dec 22 - Wed, Dec 31
JetBlue Logo
3:45 pm - 7:41 amSXM-BOS
16h 56m1 stop
JetBlue Logo
7:30 am - 12:44 pmBOS-SXM
4h 14mnonstop
$367JetBlue
Find Deal
Mon, Dec 22 - Wed, Dec 31
American Airlines Logo
5:25 pm - 1:05 pmSXM-BOS
20h 40m2 stops
American Airlines Logo
8:00 am - 2:20 pmBOS-SXM
29h 20m2 stops
$368American Airlines
Find Deal
Sat, Dec 6 - Mon, Dec 15
Multiple Airlines Logo
4:30 pm - 1:04 amSXM-BOS
9h 34m1 stop
Multiple Airlines Logo
5:45 am - 3:10 pmBOS-SXM
8h 25m1 stop
$463Multiple Airlines
Find Deal
Sat, Feb 28 - Mon, Mar 2

United Airlines flights from Simpson Bay to Boston

Our best United Airlines deals on Simpson Bay to Boston flight tickets
United Airlines
Dec 6
SXM2:40 pmSimpson Bay Princess Juliana
21h 09m
1 stop
BOS10:49 amBoston Logan Intl
Dec 13
BOS6:23 pmBoston Logan Intl
20h 34m
1 stop
SXM3:57 pmSimpson Bay Princess Juliana
$313
Find similar
United Airlines
Dec 6
SXM5:00 pmSimpson Bay Princess Juliana
18h 58m
2 stops
BOS10:58 amBoston Logan Intl
Dec 13
BOS6:23 pmBoston Logan Intl
20h 34m
1 stop
SXM3:57 pmSimpson Bay Princess Juliana
$322
Find similar
United Airlines
Feb 8
SXM4:55 pmSimpson Bay Princess Juliana
22h 22m
1 stop
BOS2:17 pmBoston Logan Intl
Feb 17
BOS6:00 amBoston Logan Intl
6h 50m
1 stop
SXM1:50 pmSimpson Bay Princess Juliana
$330
Find similar

JetBlue flights from Simpson Bay to Boston

Our best JetBlue deals on Simpson Bay to Boston flight tickets
JetBlue
Dec 22
SXM1:59 pmSimpson Bay Princess Juliana
4h 35m
BOS5:34 pmBoston Logan Intl
Dec 31
BOS8:07 pmBoston Logan Intl
17h 23m
1 stop
SXM2:30 pmSimpson Bay Princess Juliana
$358
Find similar
JetBlue
Dec 22
SXM3:45 pmSimpson Bay Princess Juliana
16h 56m
1 stop
BOS7:41 amBoston Logan Intl
Dec 31
BOS7:30 amBoston Logan Intl
4h 14m
SXM12:44 pmSimpson Bay Princess Juliana
$367
Find similar
JetBlue
Dec 22
SXM1:59 pmSimpson Bay Princess Juliana
4h 35m
BOS5:34 pmBoston Logan Intl
Dec 30
BOS7:30 amBoston Logan Intl
4h 14m
SXM12:44 pmSimpson Bay Princess Juliana
$372
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 October 30, 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

Thu 3/5

4:26 pm-7:24 am

1 stop15h 58m

Boston Logan Intl

Mon 3/9

8:45 pm-11:15 am

1 stop14h 30m

$269

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 12/6

3:25 pm-1:27 am

1 stop11h 02m

Boston Logan Intl

Mon 12/15

5:40 am-2:28 pm

1 stop7h 48m

$280

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Wed 2/4

4:20 pm-7:33 am

1 stop16h 13m

Boston Logan Intl

Wed 2/18

8:45 pm-12:15 pm

1 stop14h 30m

$281

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 12/6

2:40 pm-10:49 am

1 stop21h 09m

Boston Logan Intl

Sat 12/13

6:23 pm-3:57 pm

1 stop20h 34m

$313

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 12/22

1:39 pm-11:33 pm

1 stop10h 54m

Boston Logan Intl

Tue 12/30

5:59 am-1:26 pm

1 stop6h 27m

$317

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 12/6

5:00 pm-10:58 am

2 stops18h 58m

Boston Logan Intl

Sat 12/13

6:23 pm-3:57 pm

1 stop20h 34m

$322

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 12/22

1:59 pm-5:34 pm

Nonstop4h 35m

Boston Logan Intl

Wed 12/31

8:07 pm-2:30 pm

1 stop17h 23m

$358

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Mon 12/22

3:45 pm-7:41 am

1 stop16h 56m

Boston Logan Intl

Wed 12/31

7:30 am-12:44 pm

Nonstop4h 14m

$367

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 12/6

5:25 pm-1:05 pm

2 stops20h 40m

Boston Logan Intl

Mon 12/15

8:00 am-2:20 pm

2 stops29h 20m

$368

Simpson BayBoston

SXM - BOS

SXMBOS

Simpson Bay Princess Juliana

Sat 2/28

4:30 pm-1:04 am

1 stop9h 34m

Boston Logan Intl

Mon 3/2

5:45 am-3:10 pm

1 stop8h 25m

$463

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Boston from

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 December instead. Flights to Boston in December, while not as cheap as those in May, still average around $388.

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 $690.

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 October 2025, prices for Simpson Bay to Boston flights are approximately 15% 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 26m

Direct flights

Every day

Airports in Boston

1 airport
The fastest flight from Simpson Bay to Boston takes 4h 26m
Direct flights go from Simpson Bay to Boston every day.
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 26m 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 $319Free CancellationRating
7.2
2,906 reviews
Search JetBlue flights
American AirlinesPriceFrom $395Free CancellationRating
7.2
11,034 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
Plymouth
Kennebunkport
Cambridge
South Yarmouth
Narragansett
Nashua
Gloucester
Falmouth
Laconia
Brockton
Concord
Everett
Sturbridge
Warwick

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.

An easier way to manage your Boston trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 11/29
Sat 12/6
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States