What airlines fly to Caribbean Islands?

JetBlue, United Airlines and Delta are the top three most popular airlines that fly to Caribbean Islands from White Plains according to our data. JetBlue is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 13 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

How many flights depart from White Plains to Caribbean Islands on average per week?

4 flights are operational weekly from White Plains to Caribbean Islands as of March 2026. The most popular departure day for this route is Mon, with 25% of flights per week taking off on this day.

What is the cheapest airline that flies from White Plains Westchester County to Caribbean Islands?

American Airlines, Delta, and JetBlue are the most popular carriers operating from White Plains Westchester County to Caribbean Islands

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?

As of March 2026, there are 3 operators available to choose from 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.

$111 Cheap Flights from White Plains to Caribbean Islands in 2026

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Find the cheapest flights from White Plains to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 1:15 pm

HPN

STT

7h 15m

1 stop

2:05 pm - 10:52 pm

STT

HPN

8h 47m

1 stop

$230American Airlines

Fri, May 8 - Wed, May 13

6:00 am - 4:15 pm

HPN

STT

10h 15m

1 stop

12:25 pm - 10:52 pm

STT

HPN

10h 27m

1 stop

$235American Airlines

Wed, Apr 15 - Tue, Apr 21

6:00 am - 4:15 pm

HPN

STT

10h 15m

1 stop

5:05 pm - 10:30 am

STT

HPN

17h 25m

2 stops

$281American Airlines

Thu, May 14 - Mon, May 18

5:16 pm - 11:35 am

HPN

STT

18h 19m

2 stops

2:05 pm - 10:30 am

STT

HPN

20h 25m

2 stops

$286American Airlines

Wed, Apr 15 - Tue, Apr 21

5:16 pm - 4:15 pm

HPN

STT

22h 59m

2 stops

3:29 pm - 10:30 am

STT

HPN

19h 01m

2 stops

$300American Airlines

Mon, May 4 - Wed, May 6

8:00 am - 11:46 am

HPN

SJU

3h 46mnonstop

5:56 pm - 10:00 pm

SJU

HPN

4h 04mnonstop

$330JetBlue

Mon, Jun 1 - Fri, Jun 5

7:35 am - 3:39 pm

HPN

SJU

8h 04m

1 stop

4:55 pm - 9:00 pm

SJU

HPN

4h 05mnonstop

$335JetBlue

Wed, Apr 22 - Mon, Apr 27

4:29 pm - 11:12 pm

HPN

SJU

6h 43m

1 stop

12:55 pm - 10:03 pm

SJU

HPN

9h 08m

1 stop

$344Delta

Tue, Apr 21 - Fri, May 1

6:09 pm - 4:43 pm

HPN

SJU

22h 34m

1 stop

6:41 pm - 11:20 am

SJU

HPN

16h 39m

2 stops

$346Multiple Airlines

Mon, May 11 - Fri, May 15

6:00 am - 12:00 pm

HPN

GCM

7h 00m

1 stop

1:25 pm - 10:03 pm

GCM

HPN

7h 38m

1 stop

$347Delta

Tue, Apr 21 - Tue, Apr 28

JetBlue flights from White Plains to Caribbean Islands

Our best JetBlue deals on White Plains to Caribbean Islands flight tickets

JetBlue

Jun 1

HPN8:00 amWhite Plains Westchester County

3h 46m

SJU11:46 amSan Juan Luis Munoz Marin Intl

Jun 5

SJU5:56 pmSan Juan Luis Munoz Marin Intl

4h 04m

HPN10:00 pmWhite Plains Westchester County

$330

JetBlue

Apr 22

HPN7:35 amWhite Plains Westchester County

8h 04m

1 stop

SJU3:39 pmSan Juan Luis Munoz Marin Intl

Apr 27

SJU4:55 pmSan Juan Luis Munoz Marin Intl

4h 05m

HPN9:00 pmWhite Plains Westchester County

$335

JetBlue

Apr 22

HPN7:35 amWhite Plains Westchester County

8h 04m

1 stop

SJU3:39 pmSan Juan Luis Munoz Marin Intl

Apr 27

SJU4:55 pmSan Juan Luis Munoz Marin Intl

4h 05m

HPN9:00 pmWhite Plains Westchester County

$340

Delta flights from White Plains to Caribbean Islands

Our best Delta deals on White Plains to Caribbean Islands flight tickets

Delta

Apr 21

HPN4:29 pmWhite Plains Westchester County

6h 43m

1 stop

SJU11:12 pmSan Juan Luis Munoz Marin Intl

May 1

SJU12:55 pmSan Juan Luis Munoz Marin Intl

9h 08m

1 stop

HPN10:03 pmWhite Plains Westchester County

$344

Delta

Apr 24

HPN6:00 amWhite Plains Westchester County

7h 00m

1 stop

GCM12:00 pmGeorge Town Owen Roberts Intl

May 1

GCM1:25 pmGeorge Town Owen Roberts Intl

7h 38m

1 stop

HPN10:03 pmWhite Plains Westchester County

$347

Delta

Apr 26

HPN6:00 amWhite Plains Westchester County

8h 48m

1 stop

STT2:48 pmSaint Thomas Island Cyril E King

May 1

STT1:22 pmSaint Thomas Island Cyril E King

8h 41m

1 stop

HPN10:03 pmWhite Plains Westchester County

$359

momondo Fare Finder

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

Cheapest round-trip

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Fri 5/8

6:00 am-1:15 pm

1 stop7h 15m

Saint Thomas Island Cyril E King

Wed 5/13

2:05 pm-10:52 pm

1 stop8h 47m

$230

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Wed 4/15

6:00 am-4:15 pm

1 stop10h 15m

Saint Thomas Island Cyril E King

Tue 4/21

12:25 pm-10:52 pm

1 stop10h 27m

$235

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Thu 5/14

6:00 am-4:15 pm

1 stop10h 15m

Saint Thomas Island Cyril E King

Mon 5/18

5:05 pm-10:30 am

2 stops17h 25m

$281

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Wed 4/15

5:16 pm-11:35 am

2 stops18h 19m

Saint Thomas Island Cyril E King

Tue 4/21

2:05 pm-10:30 am

2 stops20h 25m

$286

White PlainsSaint Thomas Island

HPN - STT

HPNSTT

White Plains Westchester County

Mon 5/4

5:16 pm-4:15 pm

2 stops22h 59m

Saint Thomas Island Cyril E King

Wed 5/6

3:29 pm-10:30 am

2 stops19h 01m

$300

Quickest round-trip

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Mon 6/1

8:00 am-11:46 am

Nonstop3h 46m

San Juan Luis Munoz Marin Intl

Fri 6/5

5:56 pm-10:00 pm

Nonstop4h 04m

$330

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Wed 4/22

7:35 am-3:39 pm

1 stop8h 04m

San Juan Luis Munoz Marin Intl

Mon 4/27

4:55 pm-9:00 pm

Nonstop4h 05m

$335

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Tue 4/21

4:29 pm-11:12 pm

1 stop6h 43m

San Juan Luis Munoz Marin Intl

Fri 5/1

12:55 pm-10:03 pm

1 stop9h 08m

$344

White PlainsSan Juan

HPN - SJU

HPNSJU

White Plains Westchester County

Mon 5/11

6:09 pm-4:43 pm

1 stop22h 34m

San Juan Luis Munoz Marin Intl

Fri 5/15

6:41 pm-11:20 am

2 stops16h 39m

$346

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Tue 4/21

6:00 am-12:00 pm

1 stop7h 00m

George Town Owen Roberts Intl

Tue 4/28

1:25 pm-10:03 pm

1 stop7h 38m

$347

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 $244. The month of January is another great option to travel to Caribbean Islands, with average flight prices from White Plains averaging around $306.

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 Sunday. Travelers who choose to depart for Caribbean Islands on a Sunday will often find tickets for as low as $362. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $450. 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 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 $409 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 $310 on momondo.

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

There are 2 cabin classes 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?

No. A direct flight is the cheapest option for a flight between White Plains to Caribbean Islands.

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?
As of March 2026, there are 3 operators available to choose from 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?
momondo data reveals that the most frequently booked plane model on the route from White Plains to Caribbean Islands is Airbus A320-100/200, representing 31.27% of all bookings. The subsequent popular models are Airbus A220-300 at 16.57%, Airbus A321neo at 9.54%, and Airbus A321 (sharklets) at 5.47%.

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
Frontier	PriceFrom $28	Free Cancellation	Rating 5.7 3,013 reviews	Search Frontier flights
JetBlue	PriceFrom $205	Free Cancellation	Rating 7.2 2,908 reviews	Search JetBlue flights
American Airlines	PriceFrom $329	Free Cancellation	Rating 7.1 11,517 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.