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Cheap flights from White Plains to Caribbean Islands from $93

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 Caribbean Islands departing on 2/8. 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

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Find the cheapest flights from White Plains to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
8:00 am - 12:52 pm
HPN
-
SJU
3h 52mnonstop
JetBlue Logo
4:12 pm - 7:29 pm
SJU
-
HPN
4h 17mnonstop
$216JetBlue
Tue, Dec 23 - Mon, Dec 29
American Airlines Logo
10:00 am - 11:56 pm
HPN
-
SJU
12h 56m2 stops
American Airlines Logo
8:15 am - 10:52 pm
SJU
-
HPN
15h 37m1 stop
$218American Airlines
Sun, Feb 8 - Sun, Feb 15
American Airlines Logo
6:40 pm - 1:10 pm
HPN
-
STT
17h 30m1 stop
American Airlines Logo
6:39 pm - 9:27 am
STT
-
HPN
15h 48m2 stops
$219American Airlines
Sun, Feb 1 - Fri, Feb 6
JetBlue Logo
8:40 am - 1:25 pm
HPN
-
SJU
3h 45mnonstop
JetBlue Logo
6:15 pm - 9:30 pm
SJU
-
HPN
4h 15mnonstop
$231JetBlue
Mon, Jan 26 - Sat, Feb 7
American Airlines Logo
7:00 am - 9:33 pm
HPN
-
SJU
13h 33m1 stop
American Airlines Logo
9:20 am - 8:07 pm
SJU
-
HPN
10h 47m2 stops
$238American Airlines
Thu, Mar 5 - Wed, Mar 11
American Airlines Logo
6:30 am - 8:50 pm
HPN
-
SJU
13h 20m2 stops
American Airlines Logo
3:49 pm - 9:55 pm
SJU
-
HPN
7h 06m1 stop
$245American Airlines
Tue, Jan 27 - Fri, Jan 30
JetBlue Logo
8:40 am - 1:25 pm
HPN
-
SJU
3h 45mnonstop
JetBlue Logo
5:45 pm - 9:07 pm
SJU
-
HPN
4h 22mnonstop
$247JetBlue
Tue, Jan 20 - Tue, Jan 27
Delta Logo
6:00 am - 2:55 pm
HPN
-
SXM
7h 55m1 stop
Delta Logo
1:55 pm - 10:00 pm
SXM
-
HPN
9h 05m1 stop
$307Delta
Sat, Jan 31 - Fri, Feb 6
Delta Logo
6:03 am - 2:50 pm
HPN
-
SXM
7h 47m1 stop
Delta Logo
1:55 pm - 10:00 pm
SXM
-
HPN
9h 05m1 stop
$309Delta
Wed, Dec 31 - Thu, Jan 8
Delta Logo
5:12 pm - 2:55 pm
HPN
-
SXM
20h 43m2 stops
Delta Logo
1:55 pm - 11:58 am
SXM
-
HPN
23h 03m2 stops
$312Delta
Fri, Jan 30 - Fri, Feb 6

American Airlines flights from White Plains to Caribbean Islands

Our best American Airlines deals on White Plains to Caribbean Islands flight tickets
American Airlines
Feb 8
HPN10:00 amWhite Plains Westchester County
12h 56m
2 stops
SJU11:56 pmSan Juan Luis Munoz Marin Intl
Feb 15
SJU8:15 amSan Juan Luis Munoz Marin Intl
15h 37m
1 stop
HPN10:52 pmWhite Plains Westchester County
$218
Find similar
American Airlines
Feb 1
HPN6:40 pmWhite Plains Westchester County
17h 30m
1 stop
STT1:10 pmSaint Thomas Island Cyril E King
Feb 6
STT6:39 pmSaint Thomas Island Cyril E King
15h 48m
2 stops
HPN9:27 amWhite Plains Westchester County
$219
Find similar
American Airlines
Mar 5
HPN7:00 amWhite Plains Westchester County
13h 33m
1 stop
SJU9:33 pmSan Juan Luis Munoz Marin Intl
Mar 11
SJU9:20 amSan Juan Luis Munoz Marin Intl
10h 47m
2 stops
HPN8:07 pmWhite Plains Westchester County
$238
Find similar

JetBlue flights from White Plains to Caribbean Islands

Our best JetBlue deals on White Plains to Caribbean Islands flight tickets
JetBlue
Dec 23
HPN8:00 amWhite Plains Westchester County
3h 52m
SJU12:52 pmSan Juan Luis Munoz Marin Intl
Dec 29
SJU4:12 pmSan Juan Luis Munoz Marin Intl
4h 17m
HPN7:29 pmWhite Plains Westchester County
$216
Find similar
JetBlue
Jan 26
HPN8:40 amWhite Plains Westchester County
3h 45m
SJU1:25 pmSan Juan Luis Munoz Marin Intl
Feb 7
SJU6:15 pmSan Juan Luis Munoz Marin Intl
4h 15m
HPN9:30 pmWhite Plains Westchester County
$231
Find similar
JetBlue
Jan 20
HPN8:40 amWhite Plains Westchester County
3h 45m
SJU1:25 pmSan Juan Luis Munoz Marin Intl
Jan 27
SJU5:45 pmSan Juan Luis Munoz Marin Intl
4h 22m
HPN9:07 pmWhite Plains Westchester County
$247
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from White Plains to Caribbean Islands 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 December 11, 2025.
Use the filters below to find and compare flights from White Plains to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Tue 12/23

8:00 am-12:52 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Mon 12/29

4:12 pm-7:29 pm

Nonstop4h 17m

$216

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Sun 2/8

10:00 am-11:56 pm

2 stops12h 56m

San Juan Luis Munoz Marin Intl

Sun 2/15

8:15 am-10:52 pm

1 stop15h 37m

$218

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Sun 2/1

6:40 pm-1:10 pm

1 stop17h 30m

Saint Thomas Island Cyril E King

Fri 2/6

6:39 pm-9:27 am

2 stops15h 48m

$219

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Mon 1/26

8:40 am-1:25 pm

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Sat 2/7

6:15 pm-9:30 pm

Nonstop4h 15m

$231

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Thu 3/5

7:00 am-9:33 pm

1 stop13h 33m

San Juan Luis Munoz Marin Intl

Wed 3/11

9:20 am-8:07 pm

2 stops10h 47m

$238

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Tue 1/27

6:30 am-8:50 pm

2 stops13h 20m

San Juan Luis Munoz Marin Intl

Fri 1/30

3:49 pm-9:55 pm

1 stop7h 06m

$245

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Tue 1/20

8:40 am-1:25 pm

Nonstop3h 45m

San Juan Luis Munoz Marin Intl

Tue 1/27

5:45 pm-9:07 pm

Nonstop4h 22m

$247

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Sat 1/31

6:00 am-2:55 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Fri 2/6

1:55 pm-10:00 pm

1 stop9h 05m

$307

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Wed 12/31

6:03 am-2:50 pm

1 stop7h 47m

Simpson Bay Princess Juliana

Thu 1/8

1:55 pm-10:00 pm

1 stop9h 05m

$309

White PlainsSimpson Bay

HPN - SXM

HPNSXM

White Plains Westchester County

Fri 1/30

5:12 pm-2:55 pm

2 stops20h 43m

Simpson Bay Princess Juliana

Fri 2/6

1:55 pm-11:58 am

2 stops23h 03m

$312

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from White Plains to Caribbean Islands

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 Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from White Plains, with most prices found around $241. The month of November is another great option to travel to Caribbean Islands, with average flight prices from White Plains averaging around $305.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from White Plains to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $338. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $432. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from White Plains to Caribbean Islands in the evening for as low as $171. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $511. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest White Plains Westchester County to Caribbean Islands flight route?

Fly from White Plains Westchester County to San Juan Luis Munoz Marin Intl for the best White Plains Westchester County - Caribbean Islands flight prices

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from White Plains when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $383 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from White Plains for as low as $278 on momondo.

What cabin class options are available on White Plains Westchester County to Caribbean Islands flights?

There is only 1 cabin class available to choose from on White Plains Westchester County to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on White Plains to Caribbean Islands flights?

You could potentially save up to 18% on your flight if you consider stops on a White Plains to Caribbean Islands flight.

Cheap White Plains to Caribbean Islands flight deals and tips

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

Fastest flight time

3h 45m

Direct flights

Every day

Airports in Caribbean Islands

99 airports
The fastest flight from White Plains to Caribbean Islands takes 3h 45m
Direct flights go from White Plains to Caribbean Islands every day.
There are 99 airports in Caribbean Islands. From White Plains there are direct flights to San Juan Luis Munoz Marin Intl (SJU).
Search flight deals

  • When did momondo last update prices for flights from White Plains Westchester County Airport to Caribbean Islands?

    Prices for flights from White Plains Westchester County Airport to Caribbean Islands were last updated today.

  • How many operators does momondo search for flights from White Plains Westchester County Airport to Caribbean Islands?

  • How old do you have to be to fly from White Plains Westchester County Airport to Caribbean Islands?

    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 Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The required travel and health documents for your Caribbean Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from White Plains to Caribbean Islands?

Best airlines flying from White Plains to Caribbean Islands

Compare and see reviews for airlines that fly from White Plains to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $84Free CancellationRating
5.8
3,084 reviews
Search Frontier flights
DeltaPriceFrom $128Free CancellationRating
7.9
8,009 reviews
Search Delta flights
JetBluePriceFrom $206Free CancellationRating
7.2
2,898 reviews
Search JetBlue flights
American AirlinesPriceFrom $224Free CancellationRating
7.2
11,048 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from White Plains to Caribbean Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from White Plains to Caribbean Islands. momondo saves you time and could save you money on your trip.

Can I find flights from White Plains to Caribbean Islands with flexible booking policies on momondo?

momondo does allow users to show only those flights to Caribbean Islands from White Plains which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from White Plains to Caribbean Islands?

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 White Plains to Caribbean Islands.

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

Price alerts on flights to Caribbean Islands from White Plains are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Caribbean Islands 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.
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