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Cheap flights from White Plains to Simpson Bay from $378

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from White Plains to Simpson Bay departing on 6/28. 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

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Find the cheapest flights from White Plains to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:09 pm - 3:05 pm
HPN
-
SXM
20h 56m
2 stops
American Airlines Logo
2:51 pm - 10:47 pm
SXM
-
HPN
8h 56m
1 stop
$400American Airlines
Tue, Oct 27 - Tue, Nov 3
American Airlines Logo
5:26 pm - 3:44 pm
HPN
-
SXM
22h 18m
2 stops
American Airlines Logo
4:45 pm - 10:30 am
SXM
-
HPN
17h 45m
2 stops
$415American Airlines
Sun, Jul 5 - Sat, Jul 11
American Airlines Logo
6:59 pm - 3:42 pm
HPN
-
SXM
20h 43m
2 stops
American Airlines Logo
2:22 pm - 10:50 pm
SXM
-
HPN
32h 28m
2 stops
$434American Airlines
Mon, Jun 22 - Fri, Aug 21
American Airlines Logo
6:59 pm - 3:42 pm
HPN
-
SXM
20h 43m
2 stops
American Airlines Logo
2:22 pm - 9:59 pm
SXM
-
HPN
31h 37m
2 stops
$439American Airlines
Mon, Jun 22 - Sun, Aug 16
American Airlines Logo
6:59 pm - 1:22 pm
HPN
-
SXM
18h 23m
2 stops
American Airlines Logo
2:42 pm - 9:29 am
SXM
-
HPN
18h 47m
1 stop
$441American Airlines
Mon, Jun 22 - Thu, Aug 20
American Airlines Logo
4:30 pm - 1:22 pm
HPN
-
SXM
20h 52m
2 stops
American Airlines Logo
4:43 pm - 10:30 am
SXM
-
HPN
17h 47m
2 stops
$444American Airlines
Sat, Jun 20 - Tue, Jun 23
American Airlines Logo
6:30 am - 1:50 pm
HPN
-
SXM
31h 20m
2 stops
American Airlines Logo
4:39 pm - 11:29 am
SXM
-
HPN
18h 50m
2 stops
$447American Airlines
Sun, Jun 21 - Tue, Aug 18
American Airlines Logo
6:59 pm - 3:42 pm
HPN
-
SXM
20h 43m
2 stops
American Airlines Logo
4:39 pm - 5:15 pm
SXM
-
HPN
24h 36m
2 stops
$450American Airlines
Mon, Jun 22 - Wed, Aug 19
American Airlines Logo
6:30 am - 1:50 pm
HPN
-
SXM
31h 20m
2 stops
American Airlines Logo
4:39 pm - 3:46 pm
SXM
-
HPN
23h 07m
2 stops
$452American Airlines
Sun, Jun 21 - Sun, Aug 16
American Airlines Logo
7:55 am - 3:42 pm
HPN
-
SXM
31h 47m
2 stops
American Airlines Logo
2:42 pm - 10:30 am
SXM
-
HPN
19h 48m
2 stops
$454American Airlines
Wed, Jun 24 - Thu, Aug 20

Delta flights from White Plains to Simpson Bay

Our best Delta deals on White Plains to Simpson Bay flight tickets
Delta
Jun 25
HPN6:29 amWhite Plains Westchester County
7h 24m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
Aug 19
SXM3:18 pmSimpson Bay Princess Juliana
18h 31m
1 stop
HPN9:49 amWhite Plains Westchester County
$969
Delta
Jun 20
HPN6:29 amWhite Plains Westchester County
7h 24m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
Jun 23
SXM3:18 pmSimpson Bay Princess Juliana
18h 31m
1 stop
HPN9:49 amWhite Plains Westchester County
$995
Delta
Jun 11
HPN12:54 pmWhite Plains Westchester County
24h 59m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
Jun 16
SXM3:18 pmSimpson Bay Princess Juliana
18h 31m
1 stop
HPN9:49 amWhite Plains Westchester County
$1,089

American Airlines flights from White Plains to Simpson Bay

Our best American Airlines deals on White Plains to Simpson Bay flight tickets
American Airlines
Oct 27
HPN6:09 pmWhite Plains Westchester County
20h 56m
2 stops
SXM3:05 pmSimpson Bay Princess Juliana
Nov 3
SXM2:51 pmSimpson Bay Princess Juliana
8h 56m
1 stop
HPN10:47 pmWhite Plains Westchester County
$400
American Airlines
Jul 5
HPN5:26 pmWhite Plains Westchester County
22h 18m
2 stops
SXM3:44 pmSimpson Bay Princess Juliana
Jul 11
SXM4:45 pmSimpson Bay Princess Juliana
17h 45m
2 stops
HPN10:30 amWhite Plains Westchester County
$415
American Airlines
Jun 22
HPN6:59 pmWhite Plains Westchester County
20h 43m
2 stops
SXM3:42 pmSimpson Bay Princess Juliana
Aug 21
SXM2:22 pmSimpson Bay Princess Juliana
32h 28m
2 stops
HPN10:50 pmWhite Plains Westchester County
$434

momondo Fare Finder

 
Customize your flight search to find flights from White Plains 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 7, 2026.
Use the filters below to find and compare flights from White Plains to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Tue 10/27

6:09 pm-3:05 pm

2 stops20h 56m

Simpson Bay Princess Juliana

Tue 11/3

2:51 pm-10:47 pm

1 stop8h 56m

$400

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sun 7/5

5:26 pm-3:44 pm

2 stops22h 18m

Simpson Bay Princess Juliana

Sat 7/11

4:45 pm-10:30 am

2 stops17h 45m

$415

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Mon 6/22

6:59 pm-3:42 pm

2 stops20h 43m

Simpson Bay Princess Juliana

Fri 8/21

2:22 pm-10:50 pm

2 stops32h 28m

$434

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Mon 6/22

6:59 pm-3:42 pm

2 stops20h 43m

Simpson Bay Princess Juliana

Sun 8/16

2:22 pm-9:59 pm

2 stops31h 37m

$439

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Mon 6/22

6:59 pm-1:22 pm

2 stops18h 23m

Simpson Bay Princess Juliana

Thu 8/20

2:42 pm-9:29 am

1 stop18h 47m

$441

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sat 6/20

4:30 pm-1:22 pm

2 stops20h 52m

Simpson Bay Princess Juliana

Tue 6/23

4:43 pm-10:30 am

2 stops17h 47m

$444

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sun 6/21

6:30 am-1:50 pm

2 stops31h 20m

Simpson Bay Princess Juliana

Tue 8/18

4:39 pm-11:29 am

2 stops18h 50m

$447

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Mon 6/22

6:59 pm-3:42 pm

2 stops20h 43m

Simpson Bay Princess Juliana

Wed 8/19

4:39 pm-5:15 pm

2 stops24h 36m

$450

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sun 6/21

6:30 am-1:50 pm

2 stops31h 20m

Simpson Bay Princess Juliana

Sun 8/16

4:39 pm-3:46 pm

2 stops23h 07m

$452

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Wed 6/24

7:55 am-3:42 pm

2 stops31h 47m

Simpson Bay Princess Juliana

Thu 8/20

2:42 pm-10:30 am

2 stops19h 48m

$454

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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See travel insights to Simpson Bay from

How to get the cheapest flight ticket from White Plains 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 $468. Flights from White Plains to Simpson Bay on a Thursday will generally be more expensive and average around $615. 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 White Plains 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 $539.

Can stopping save me money on White Plains to Simpson Bay flights?

You could potentially save up to 21% on your flight if you consider stops on a White Plains to Simpson Bay flight.

When to book flights from White Plains to Simpson Bay

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

Cheap White Plains to Simpson Bay (HPN to SXM) flight deals and tips

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

Fastest flight time

7h 24m

Direct flights

None
The fastest flight from White Plains to Simpson Bay takes 7h 24m
There are no direct flights from White Plains to Simpson Bay. There are no popular flight routes from White Plains to Simpson Bay.
Search flight deals

Frequently asked questions about flying from White Plains to Simpson Bay

  • How far is White Plains Westchester County to Simpson Bay Princess Juliana by plane?

    White Plains Westchester County and Simpson Bay Princess Juliana are 1708.5 mi apart from one another. A reasonable flight in good conditions will take 7h 24m.

  • When did momondo last update prices for flights from White Plains Westchester County Airport to Simpson Bay Princess Juliana Airport?

    Prices for flights from White Plains Westchester County Airport to Simpson Bay Princess Juliana Airport were last updated today.

  • How old do you have to be to fly from White Plains Westchester County Airport to Simpson Bay Princess Juliana Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from White Plains Westchester County 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 White Plains to Simpson Bay?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from White Plains to Simpson Bay. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from White Plains 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 White Plains to Simpson Bay?

Once you have performed a search for White Plains to Simpson Bay flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Simpson Bay, momondo offers a useful price alert feature which will track prices for flights to Simpson Bay from White Plains and alert you when they change.

An easier way to manage your Simpson Bay trip

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