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Cheap flights from White Plains to Simpson Bay from $355

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 4/17. 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
6:00 am - 1:20 pm
HPN
-
SXM
7h 20m
1 stop
American Airlines Logo
12:41 pm - 10:52 pm
SXM
-
HPN
10h 11m
1 stop
$389American Airlines
Sun, Apr 26 - Wed, Apr 29
American Airlines Logo
7:49 am - 2:26 pm
HPN
-
SXM
6h 37m
1 stop
American Airlines Logo
12:41 pm - 10:52 pm
SXM
-
HPN
10h 11m
1 stop
$397American Airlines
Sat, Apr 25 - Wed, Apr 29
American Airlines Logo
6:59 pm - 1:20 pm
HPN
-
SXM
18h 21m
2 stops
American Airlines Logo
4:35 pm - 10:30 am
SXM
-
HPN
17h 55m
2 stops
$399American Airlines
Sun, Apr 26 - Wed, Apr 29
American Airlines Logo
6:57 pm - 1:20 pm
HPN
-
SXM
18h 23m
2 stops
American Airlines Logo
2:21 pm - 9:29 am
SXM
-
HPN
19h 08m
2 stops
$402American Airlines
Sat, Apr 25 - Wed, Apr 29
American Airlines Logo
6:30 pm - 3:42 pm
HPN
-
SXM
21h 12m
2 stops
American Airlines Logo
2:22 pm - 10:30 am
SXM
-
HPN
20h 08m
2 stops
$407American Airlines
Wed, May 27 - Wed, Jun 3
American Airlines Logo
5:26 pm - 3:42 pm
HPN
-
SXM
22h 16m
2 stops
American Airlines Logo
2:51 pm - 11:29 am
SXM
-
HPN
20h 38m
2 stops
$468American Airlines
Tue, Jul 21 - Mon, Jul 27
American Airlines Logo
6:59 pm - 3:46 pm
HPN
-
SXM
20h 47m
2 stops
American Airlines Logo
4:46 pm - 1:13 pm
SXM
-
HPN
20h 27m
2 stops
$473American Airlines
Wed, Jul 22 - Mon, Jul 27
American Airlines Logo
6:00 am - 1:20 pm
HPN
-
SXM
7h 20m
1 stop
American Airlines Logo
2:21 pm - 10:52 pm
SXM
-
HPN
8h 31m
1 stop
$484American Airlines
Sat, May 9 - Sat, May 16
American Airlines Logo
5:59 pm - 1:20 pm
HPN
-
SXM
19h 21m
2 stops
American Airlines Logo
2:21 pm - 1:00 pm
SXM
-
HPN
22h 39m
2 stops
$489American Airlines
Sat, May 9 - Tue, May 19
American Airlines Logo
5:59 pm - 1:21 pm
HPN
-
SXM
19h 22m
1 stop
American Airlines Logo
2:21 pm - 9:59 pm
SXM
-
HPN
31h 38m
2 stops
$505American Airlines
Sat, May 9 - Mon, May 18

American Airlines flights from White Plains to Simpson Bay

Our best American Airlines deals on White Plains to Simpson Bay flight tickets
American Airlines
Apr 26
HPN6:00 amWhite Plains Westchester County
7h 20m
1 stop
SXM1:20 pmSimpson Bay Princess Juliana
Apr 29
SXM12:41 pmSimpson Bay Princess Juliana
10h 11m
1 stop
HPN10:52 pmWhite Plains Westchester County
$389
American Airlines
Apr 25
HPN7:49 amWhite Plains Westchester County
6h 37m
1 stop
SXM2:26 pmSimpson Bay Princess Juliana
Apr 29
SXM12:41 pmSimpson Bay Princess Juliana
10h 11m
1 stop
HPN10:52 pmWhite Plains Westchester County
$397
American Airlines
Apr 26
HPN6:59 pmWhite Plains Westchester County
18h 21m
2 stops
SXM1:20 pmSimpson Bay Princess Juliana
Apr 29
SXM4:35 pmSimpson Bay Princess Juliana
17h 55m
2 stops
HPN10:30 amWhite Plains Westchester County
$399

JetBlue flights from White Plains to Simpson Bay

Our best JetBlue deals on White Plains to Simpson Bay flight tickets
JetBlue
Sep 29
HPN8:55 pmWhite Plains Westchester County
15h 42m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Oct 3
SXM1:42 pmSimpson Bay Princess Juliana
32h 18m
2 stops
HPN10:00 pmWhite Plains Westchester County
$650
JetBlue
Jul 30
HPN8:29 pmWhite Plains Westchester County
16h 08m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Aug 8
SXM1:42 pmSimpson Bay Princess Juliana
9h 03m
1 stop
HPN10:45 pmWhite Plains Westchester County
$651
JetBlue
Sep 29
HPN8:55 pmWhite Plains Westchester County
15h 42m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Oct 3
SXM1:42 pmSimpson Bay Princess Juliana
8h 48m
1 stop
HPN10:30 pmWhite Plains Westchester County
$807

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 April 12, 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

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sun 4/26

6:00 am-1:20 pm

1 stop7h 20m

Simpson Bay Princess Juliana

Wed 4/29

12:41 pm-10:52 pm

1 stop10h 11m

$389

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sat 4/25

7:49 am-2:26 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Wed 4/29

12:41 pm-10:52 pm

1 stop10h 11m

$397

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sun 4/26

6:59 pm-1:20 pm

2 stops18h 21m

Simpson Bay Princess Juliana

Wed 4/29

4:35 pm-10:30 am

2 stops17h 55m

$399

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sat 4/25

6:57 pm-1:20 pm

2 stops18h 23m

Simpson Bay Princess Juliana

Wed 4/29

2:21 pm-9:29 am

2 stops19h 08m

$402

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Wed 5/27

6:30 pm-3:42 pm

2 stops21h 12m

Simpson Bay Princess Juliana

Wed 6/3

2:22 pm-10:30 am

2 stops20h 08m

$407

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Tue 7/21

5:26 pm-3:42 pm

2 stops22h 16m

Simpson Bay Princess Juliana

Mon 7/27

2:51 pm-11:29 am

2 stops20h 38m

$468

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Wed 7/22

6:59 pm-3:46 pm

2 stops20h 47m

Simpson Bay Princess Juliana

Mon 7/27

4:46 pm-1:13 pm

2 stops20h 27m

$473
Quickest round-trip

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sat 5/9

6:00 am-1:20 pm

1 stop7h 20m

Simpson Bay Princess Juliana

Sat 5/16

2:21 pm-10:52 pm

1 stop8h 31m

$484

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sat 5/9

5:59 pm-1:20 pm

2 stops19h 21m

Simpson Bay Princess Juliana

Tue 5/19

2:21 pm-1:00 pm

2 stops22h 39m

$489

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sat 5/9

5:59 pm-1:21 pm

1 stop19h 22m

Simpson Bay Princess Juliana

Mon 5/18

2:21 pm-9:59 pm

2 stops31h 38m

$505

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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 $466. Flights from White Plains to Simpson Bay on a Thursday will generally be more expensive and average around $605. 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 $528.

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 20m

Direct flights

None
The fastest flight from White Plains to Simpson Bay takes 7h 20m
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 20m.

  • 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.

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