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Cheap flights from Boston to Simpson Bay from $45

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Simpson Bay departing on 3/3. 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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Find the cheapest flights from Boston to Simpson Bay

Cheap round-trip flights

These are some of the best round-trip flight deals from Boston to Simpson Bay that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Boston to Simpson Bay.

Cheap last minute flights

Planning a quick getaway from Boston to Simpson Bay? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Simpson Bay, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Boston to Simpson Bay

Find recent round-trip train or bus tickets from Boston to Simpson Bay.

All round-trip flight deals from Boston to Simpson Bay

The cheapest plane tickets from Boston to Simpson Bay found on KAYAK recently.
11:43 am - 4:46 pmBOS-SXM
29h 03m1 stop
5:56 pm - 11:37 amSXM-BOS
17h 41m1 stop
$184Frontier
Find Deal
Thu, May 1 - Mon, May 5
11:43 am - 4:46 pmBOS-SXM
29h 03m1 stop
5:56 pm - 11:37 amSXM-BOS
17h 41m1 stop
$185Frontier
Find Deal
Thu, May 1 - Mon, May 5
7:40 pm - 2:30 pmBOS-SXM
17h 50m1 stop
3:25 pm - 11:47 pmSXM-BOS
9h 22m1 stop
$326Spirit Airlines
Find Deal
Sun, Feb 2 - Sat, Feb 15
7:40 pm - 2:30 pmBOS-SXM
17h 50m1 stop
3:25 pm - 11:47 pmSXM-BOS
9h 22m1 stop
$335Spirit Airlines
Find Deal
Sun, Feb 2 - Sat, Feb 15
9:16 am - 1:27 pmBOS-SXM
4h 11mnonstop
12:35 pm - 5:07 pmSXM-BOS
4h 32mnonstop
$348JetBlue
Find Deal
Mon, Apr 7 - Thu, Apr 10
7:00 am - 11:12 amBOS-SXM
4h 12mnonstop
2:32 pm - 7:07 pmSXM-BOS
4h 35mnonstop
$349JetBlue
Find Deal
Tue, Apr 1 - Mon, Apr 14
6:00 am - 3:52 pmBOS-SXM
8h 52m1 stop
4:55 pm - 9:48 amSXM-BOS
17h 53m2 stops
$353United Airlines
Find Deal
Sun, Feb 2 - Thu, Mar 6
6:00 am - 12:29 pmBOS-SXM
6h 29m1 stop
1:35 pm - 10:58 amSXM-BOS
21h 23m2 stops
$361United Airlines
Find Deal
Tue, Apr 8 - Wed, May 7
5:20 am - 3:15 pmBOS-SXM
9h 55m1 stop
4:25 pm - 10:23 amSXM-BOS
17h 58m1 stop
$363American Airlines
Find Deal
Tue, Apr 1 - Mon, Apr 7
6:30 pm - 1:55 pmBOS-SXM
18h 25m2 stops
5:20 pm - 10:13 amSXM-BOS
17h 53m2 stops
$367American Airlines
Find Deal
Tue, Feb 18 - Tue, Feb 25
10:18 am - 5:09 pmBOS-SXM
5h 51m1 stop
$45Frontier
Find Deal
Mon, Mar 3
11:43 am - 4:46 pmBOS-SXM
29h 03m1 stop
$51Frontier
Find Deal
Thu, May 8
8:16 pm - 2:30 pmBOS-SXM
17h 14m1 stop
$120Spirit Airlines
Find Deal
Thu, Feb 20
8:16 pm - 2:30 pmBOS-SXM
17h 14m1 stop
$127Spirit Airlines
Find Deal
Sun, Feb 23
7:36 pm - 2:51 pmBOS-SXM
19h 15m2 stops
$150United Airlines
Find Deal
Tue, Mar 25
7:00 am - 11:08 amBOS-SXM
4h 08mnonstop
$156JetBlue
Find Deal
Tue, Mar 18
5:00 am - 4:20 pmBOS-SXM
10h 20m2 stops
$161American Airlines
Find Deal
Wed, Feb 26
8:28 pm - 3:10 pmBOS-SXM
17h 42m2 stops
$167American Airlines
Find Deal
Thu, Feb 20
7:00 am - 11:12 amBOS-SXM
4h 12mnonstop
$181JetBlue
Find Deal
Tue, Apr 22
7:39 pm - 1:44 pmBOS-SXM
17h 05m1 stop
$189United Airlines
Find Deal
Sat, Feb 22
10:18 am - 5:19 pmBOS-SXM
6h 01m1 stop
3:25 pm - 11:32 pmSXM-BOS
9h 07m1 stop
Sat, Jan 25 - Wed, Jan 29
10:18 am - 5:19 pmBOS-SXM
6h 01m1 stop
3:25 pm - 11:22 pmSXM-BOS
32h 57m2 stops
Sat, Jan 25 - Wed, Jan 29
5:40 am - 3:16 pmBOS-SXM
8h 36m1 stop
1:40 pm - 10:47 pmSXM-BOS
10h 07m1 stop
$516Delta
Find Deal
Thu, Jan 23 - Tue, Feb 4
5:20 am - 2:00 pmBOS-SXM
7h 40m1 stop
3:20 pm - 8:40 amSXM-BOS
18h 20m2 stops
$538American Airlines
Find Deal
Thu, Jan 23 - Tue, Feb 4
10:10 am - 3:20 pmBOS-SXM
4h 10mnonstop
4:25 pm - 8:05 pmSXM-BOS
4h 40mnonstop
$558JetBlue
Find Deal
Thu, Jan 23 - Thu, Jan 30
5:40 am - 3:16 pmBOS-SXM
8h 36m1 stop
1:40 pm - 12:58 amSXM-BOS
12h 18m1 stop
$559Delta
Find Deal
Thu, Jan 23 - Thu, Jan 30
7:40 pm - 2:30 pmBOS-SXM
17h 50m1 stop
3:25 pm - 10:36 amSXM-BOS
20h 11m1 stop
$572Spirit Airlines
Find Deal
Thu, Jan 23 - Mon, Jan 27
6:10 am - 4:15 pmBOS-SXM
9h 05m1 stop
3:25 pm - 10:36 amSXM-BOS
20h 11m1 stop
Wed, Jan 22 - Mon, Jan 27
5:23 am - 3:05 pmBOS-SXM
8h 42m1 stop
5:19 pm - 7:12 amSXM-BOS
14h 53m2 stops
$583American Airlines
Find Deal
Thu, Jan 23 - Thu, Jan 30
10:10 am - 3:20 pmBOS-SXM
4h 10mnonstop
4:50 pm - 12:18 amSXM-BOS
8h 28m1 stop
$642JetBlue
Find Deal
Thu, Jan 23 - Thu, Jan 30
9:16 am - 1:27 pmBOS-SXM
4h 11mnonstop
12:35 pm - 5:07 pmSXM-BOS
4h 32mnonstop
$348JetBlue
Find Deal
Mon, Apr 7 - Thu, Apr 10
7:00 am - 11:12 amBOS-SXM
4h 12mnonstop
12:35 pm - 5:07 pmSXM-BOS
4h 32mnonstop
$349JetBlue
Find Deal
Tue, Apr 1 - Tue, Apr 15
9:16 am - 1:27 pmBOS-SXM
4h 11mnonstop
12:22 pm - 4:54 pmSXM-BOS
4h 32mnonstop
$373JetBlue
Find Deal
Mon, Mar 31 - Thu, Apr 3
7:00 am - 11:12 amBOS-SXM
4h 12mnonstop
12:35 pm - 5:07 pmSXM-BOS
4h 32mnonstop
$388JetBlue
Find Deal
Tue, Apr 8 - Thu, Apr 10
11:45 am - 3:54 pmBOS-SXM
4h 09mnonstop
5:15 pm - 9:38 pmSXM-BOS
4h 23mnonstop
$403JetBlue
Find Deal
Sat, May 17 - Sat, May 24
7:00 am - 11:12 amBOS-SXM
4h 12mnonstop
12:22 pm - 4:54 pmSXM-BOS
4h 32mnonstop
$413JetBlue
Find Deal
Tue, Apr 1 - Thu, Apr 3
7:00 am - 11:12 amBOS-SXM
4h 12mnonstop
12:35 pm - 5:07 pmSXM-BOS
4h 32mnonstop
$434JetBlue
Find Deal
Thu, Apr 3 - Thu, Apr 10
9:16 am - 1:27 pmBOS-SXM
4h 11mnonstop
12:35 pm - 5:07 pmSXM-BOS
4h 32mnonstop
$473JetBlue
Find Deal
Mon, Apr 7 - Tue, Apr 8
7:50 am - 12:00 pmBOS-SXM
4h 10mnonstop
1:25 pm - 5:51 pmSXM-BOS
4h 26mnonstop
$499JetBlue
Find Deal
Sat, Jun 14 - Sat, Jun 21
7:00 am - 11:12 amBOS-SXM
4h 12mnonstop
2:32 pm - 7:07 pmSXM-BOS
4h 35mnonstop
$514JetBlue
Find Deal
Thu, Apr 10 - Mon, Apr 14

American Airlines flights from Boston to Simpson Bay

Our best American Airlines deals on Boston to Simpson Bay flight tickets
American Airlines
Apr 1
BOS5:20 amBoston Logan Intl
9h 55m
1 stop
SXM3:15 pmSimpson Bay Princess Juliana
Apr 7
SXM4:25 pmSimpson Bay Princess Juliana
17h 58m
1 stop
BOS10:23 amBoston Logan Intl
American Airlines
Feb 18
BOS6:30 pmBoston Logan Intl
18h 25m
2 stops
SXM1:55 pmSimpson Bay Princess Juliana
Feb 25
SXM5:20 pmSimpson Bay Princess Juliana
17h 53m
2 stops
BOS10:13 amBoston Logan Intl
American Airlines
Feb 18
BOS8:28 pmBoston Logan Intl
17h 42m
2 stops
SXM3:10 pmSimpson Bay Princess Juliana
Feb 25
SXM5:20 pmSimpson Bay Princess Juliana
15h 58m
2 stops
BOS8:18 amBoston Logan Intl

Spirit Airlines flights from Boston to Simpson Bay

Our best Spirit Airlines deals on Boston to Simpson Bay flight tickets
Spirit Airlines
Feb 3
BOS6:00 amBoston Logan Intl
7h 30m
1 stop
SXM2:30 pmSimpson Bay Princess Juliana
Feb 15
SXM3:25 pmSimpson Bay Princess Juliana
9h 22m
1 stop
BOS11:47 pmBoston Logan Intl
Spirit Airlines
Feb 2
BOS7:40 pmBoston Logan Intl
17h 50m
1 stop
SXM2:30 pmSimpson Bay Princess Juliana
Feb 15
SXM3:25 pmSimpson Bay Princess Juliana
9h 22m
1 stop
BOS11:47 pmBoston Logan Intl
Spirit Airlines
Feb 2
BOS7:40 pmBoston Logan Intl
17h 50m
1 stop
SXM2:30 pmSimpson Bay Princess Juliana
Feb 15
SXM3:25 pmSimpson Bay Princess Juliana
9h 22m
1 stop
BOS11:47 pmBoston Logan Intl

See travel insights to Simpson Bay from

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

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 Simpson Bay?

In general, September is the cheapest month to fly from Boston to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $485. If you aren’t able to travel to Simpson Bay during the month of September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $529.

What is the cheapest day to depart on your flight to Simpson Bay?

Our data shows that Thursday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $564. Flights from Boston to Simpson Bay on a Saturday will generally be more expensive and average around $802. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

According to our data, the cheapest time of day to fly to Simpson Bay is at noon. momondo users have found flights departing from Boston to Simpson Bay at noon for as low as $299. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the morning when prices are around $666.

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

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

How far in advance should I book a flight to Simpson Bay?

You are more likely to see cheaper flights to Simpson Bay from Boston when booking 8 weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around $655 when searching 8 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Boston for as low as $542 on momondo.

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

There are 2 cabin classes available to choose from on Boston Logan Intl to Simpson Bay Princess Juliana flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of January 2025, prices for Boston to Simpson Bay flights are approximately 65% cheaper when compared to flights at the same time last year.

When to book flights from Boston to Simpson Bay

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

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

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

Best Price Found

$45

Fastest flight time

4h 08m

Direct flights

Mon, Tue, Wed, Fri and Sun

Airports in Simpson Bay

1 airport
The best one-way flight to Simpson Bay from Boston in the past 72 hours is $45. The best round-trip flight deal from Boston to Simpson Bay found on momondo in the last 72 hours is $184.
The fastest flight from Boston to Simpson Bay takes 4h 08m
Direct flights go from Boston to Simpson Bay on Monday, Tuesday, Wednesday, Friday and Sunday. The only airline offering direct flights is JetBlue.
There is 1 airport near Simpson Bay: Simpson Bay Princess Juliana (SXM)

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

    The straight-line distance from Boston Logan Intl to Simpson Bay Princess Juliana is 1743.0 mi. Typically, this will take 4h 08m by plane in normal conditions.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Boston Logan Intl Airport to Simpson Bay Princess Juliana Airport.

  • What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

    The necessary travel and health documents for your Simpson Bay Princess Juliana Airport 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 Boston to Simpson Bay?

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


Best airlines flying from Boston to Simpson Bay

Compare and see reviews for airlines that fly from Boston to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $73Free CancellationRating
6.0
3,440 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $280Free CancellationRating
6.3
8,113 reviews
Search Spirit Airlines flights
DeltaPriceFrom $338Free CancellationRating
8.0
8,521 reviews
Search Delta flights
United AirlinesPriceFrom $343Free CancellationRating
7.4
8,982 reviews
Search United Airlines flights
JetBluePriceFrom $366Free CancellationRating
7.4
3,201 reviews
Search JetBlue flights
American AirlinesPriceFrom $394Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • JetBlue Flights From Boston to Simpson Bay

    The lowest priced JetBlue flight from Boston to Simpson Bay from the last 72 hours was $366. Generally, JetBlue has 2 flights on this route every week with an average price of $682. JetBlue is rated 7.4/10 by our users.


Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

Why use momondo?

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

Finding the right flight to Simpson Bay from Boston is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Simpson Bay quick and easy, saving you time and money.

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

Flights from Boston to Simpson Bay with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo helps you find the best flight between Boston and Simpson Bay by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Boston to Simpson Bay flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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