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Cheap flights from Islip, New York to Simpson Bay from $367

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Islip, New York to Simpson Bay departing on 9/27. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Islip, New York to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
7:00 am - 2:00 pm
ISP
-
SXM
7h 00m
1 stop
JetBlue Logo
3:05 pm - 11:22 pm
SXM
-
ISP
8h 17m
1 stop
$367JetBlue
Sun, Sep 27 - Thu, Oct 1
JetBlue Logo
7:00 am - 2:00 pm
ISP
-
SXM
7h 00m
1 stop
JetBlue Logo
3:05 pm - 11:22 pm
SXM
-
ISP
8h 17m
1 stop
$406JetBlue
Mon, Sep 21 - Thu, Sep 24
JetBlue Logo
6:00 am - 12:37 pm
ISP
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 10:56 pm
SXM
-
ISP
9h 14m
1 stop
$467JetBlue
Tue, Jul 28 - Thu, Aug 13
Southwest Logo
6:05 am - 1:15 pm
ISP
-
SXM
7h 10m
1 stop
Southwest Logo
2:25 pm - 11:45 pm
SXM
-
ISP
9h 20m
1 stop
$496Southwest
Sat, Jul 4 - Fri, Jul 10
JetBlue Logo
6:00 am - 12:33 pm
ISP
-
SXM
6h 33m
1 stop
JetBlue Logo
2:30 pm - 9:37 pm
SXM
-
ISP
8h 07m
1 stop
$519JetBlue
Mon, Oct 26 - Tue, Nov 3
JetBlue Logo
6:00 am - 12:37 pm
ISP
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 9:34 pm
SXM
-
ISP
7h 52m
1 stop
$527JetBlue
Tue, Jul 28 - Fri, Aug 14
JetBlue Logo
6:00 am - 12:37 pm
ISP
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 10:56 pm
SXM
-
ISP
9h 14m
1 stop
$564JetBlue
Mon, Jul 27 - Thu, Aug 13
JetBlue Logo
6:00 am - 12:37 pm
ISP
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 10:56 pm
SXM
-
ISP
9h 14m
1 stop
$587JetBlue
Wed, Jul 29 - Thu, Aug 13
JetBlue Logo
6:00 am - 12:37 pm
ISP
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 9:34 pm
SXM
-
ISP
7h 52m
1 stop
$598JetBlue
Tue, Jul 28 - Wed, Aug 12
JetBlue Logo
6:00 am - 12:37 pm
ISP
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 10:56 pm
SXM
-
ISP
9h 14m
1 stop
$607JetBlue
Sat, Jul 25 - Thu, Aug 13

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JetBlue flights from Islip, New York to Simpson Bay

Our best JetBlue deals on Islip, New York to Simpson Bay flight tickets
JetBlue
Sep 27
ISP7:00 amIslip Long Island
7h 00m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
Oct 1
SXM3:05 pmSimpson Bay Princess Juliana
8h 17m
1 stop
ISP11:22 pmIslip Long Island
$367
JetBlue
Sep 21
ISP7:00 amIslip Long Island
7h 00m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
Sep 24
SXM3:05 pmSimpson Bay Princess Juliana
8h 17m
1 stop
ISP11:22 pmIslip Long Island
$406
JetBlue
Jul 28
ISP6:00 amIslip Long Island
6h 37m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Aug 13
SXM1:42 pmSimpson Bay Princess Juliana
9h 14m
1 stop
ISP10:56 pmIslip Long Island
$467

Southwest flights from Islip, New York to Simpson Bay

Our best Southwest deals on Islip, New York to Simpson Bay flight tickets
Southwest
Jul 4
ISP6:05 amIslip Long Island
7h 10m
1 stop
SXM1:15 pmSimpson Bay Princess Juliana
Jul 10
SXM2:25 pmSimpson Bay Princess Juliana
9h 20m
1 stop
ISP11:45 pmIslip Long Island
$496
Southwest
Jul 15
ISP6:25 amIslip Long Island
7h 35m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
Jul 19
SXM4:30 pmSimpson Bay Princess Juliana
7h 10m
1 stop
ISP11:40 pmIslip Long Island
$660
Southwest
Jul 15
ISP6:25 amIslip Long Island
7h 35m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
Jul 19
SXM1:55 pmSimpson Bay Princess Juliana
9h 45m
2 stops
ISP11:40 pmIslip Long Island
$795

momondo Fare Finder

 
Customize your flight search to find flights from Islip, New York to Simpson Bay 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 June 14, 2026.
Use the filters below to find and compare flights from Islip, New York to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

IslipSimpson Bay

ISP - SXM

ISPSXM

Islip Long Island

Sun 9/27

7:00 am-2:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Thu 10/1

3:05 pm-11:22 pm

1 stop8h 17m

$367

IslipSimpson Bay

ISP - SXM

ISPSXM

Islip Long Island

Mon 9/21

7:00 am-2:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Thu 9/24

3:05 pm-11:22 pm

1 stop8h 17m

$406

IslipSimpson Bay

ISP - SXM

ISPSXM

Islip Long Island

Tue 7/28

6:00 am-12:37 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Thu 8/13

1:42 pm-10:56 pm

1 stop9h 14m

$467

IslipSimpson Bay

ISP - SXM

ISPSXM

Islip Long Island

Sat 7/4

6:05 am-1:15 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Fri 7/10

2:25 pm-11:45 pm

1 stop9h 20m

$496

IslipSimpson Bay

ISP - SXM

ISPSXM

Islip Long Island

Mon 10/26

6:00 am-12:33 pm

1 stop6h 33m

Simpson Bay Princess Juliana

Tue 11/3

2:30 pm-9:37 pm

1 stop8h 07m

$519
Quickest round-trip

IslipSimpson Bay

ISP - SXM

ISPSXM

Islip Long Island

Tue 7/28

6:00 am-12:37 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Fri 8/14

1:42 pm-9:34 pm

1 stop7h 52m

$527

IslipSimpson Bay

ISP - SXM

ISPSXM

Islip Long Island

Mon 7/27

6:00 am-12:37 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Thu 8/13

1:42 pm-10:56 pm

1 stop9h 14m

$564

IslipSimpson Bay

ISP - SXM

ISPSXM

Islip Long Island

Wed 7/29

6:00 am-12:37 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Thu 8/13

1:42 pm-10:56 pm

1 stop9h 14m

$587

IslipSimpson Bay

ISP - SXM

ISPSXM

Islip Long Island

Tue 7/28

6:00 am-12:37 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Wed 8/12

1:42 pm-9:34 pm

1 stop7h 52m

$598

IslipSimpson Bay

ISP - SXM

ISPSXM

Islip Long Island

Sat 7/25

6:00 am-12:37 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Thu 8/13

1:42 pm-10:56 pm

1 stop9h 14m

$607

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Islip, New York 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 day to depart on your flight to Simpson Bay?

Our data shows that Monday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $471. Flights from Islip, New York to Simpson Bay on a Thursday will generally be more expensive and average around $614. 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 Islip, New York to Simpson Bay at noon for as low as $518. 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 $540.

When to book flights from Islip, New York to Simpson Bay

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

Cheap Islip, New York to Simpson Bay (ISP to SXM) flight deals and tips

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

Fastest flight time

6h 37m

Direct flights

None
The fastest flight from Islip, New York to Simpson Bay takes 6h 37m
There are no direct flights from Islip, New York to Simpson Bay. There are no popular flight routes from Islip, New York to Simpson Bay.
Search flight deals

Frequently asked questions about flying from Islip, New York to Simpson Bay

  • How far is Islip Long Island to Simpson Bay Princess Juliana by plane?

    A flight from Islip Long Island to Simpson Bay Princess Juliana will travel around 1677.4 mi. Typically, this will take 6h 37m by plane in normal conditions.

  • When did momondo last update prices for flights from Islip Long Island Airport to Simpson Bay Princess Juliana Airport?

    Prices for flights from Islip Long Island Airport to Simpson Bay Princess Juliana Airport were last updated today.

  • How old do you have to be to fly from Islip Long Island Airport to Simpson Bay Princess Juliana 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 Islip Long Island Airport to Simpson Bay Princess Juliana Airport.

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

    The travel and health documents you'll need for your trip to Simpson Bay Princess Juliana Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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 Islip to Simpson Bay?

Finding the right flight to Simpson Bay from Islip 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 Islip to Simpson Bay with flexible booking policies on momondo?

Flights from Islip 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 Islip to Simpson Bay?

momondo helps you find the best flight between Islip 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 Islip to Simpson Bay right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Islip to Simpson Bay 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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