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Cheap flights from White Plains to the Cayman Islands from $121

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 the Cayman Islands departing on 5/19. 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 the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 10:55 am
HPN
-
GCM
5h 55m
1 stop
American Airlines Logo
12:31 pm - 8:29 pm
GCM
-
HPN
6h 58m
1 stop
$345American Airlines
Sat, May 16 - Sat, May 23
American Airlines Logo
6:59 pm - 11:00 am
HPN
-
GCM
17h 01m
2 stops
American Airlines Logo
12:00 pm - 9:29 am
GCM
-
HPN
20h 29m
2 stops
$350American Airlines
Sun, Apr 19 - Wed, Apr 22
American Airlines Logo
5:59 pm - 11:31 am
HPN
-
GCM
18h 32m
2 stops
American Airlines Logo
12:00 pm - 9:29 am
GCM
-
HPN
20h 29m
2 stops
$360American Airlines
Sun, Apr 19 - Wed, Apr 22
American Airlines Logo
6:59 pm - 11:31 am
HPN
-
GCM
17h 32m
1 stop
American Airlines Logo
2:05 pm - 1:00 pm
GCM
-
HPN
21h 55m
2 stops
$367American Airlines
Sun, Apr 19 - Wed, Apr 22
American Airlines Logo
6:00 am - 11:00 am
HPN
-
GCM
6h 00m
1 stop
American Airlines Logo
2:05 pm - 9:29 am
GCM
-
HPN
18h 24m
2 stops
$399American Airlines
Sun, Apr 19 - Wed, Apr 22
American Airlines Logo
5:59 pm - 1:10 pm
HPN
-
GCM
20h 11m
2 stops
American Airlines Logo
12:01 pm - 9:28 am
GCM
-
HPN
20h 27m
2 stops
$400American Airlines
Tue, May 19 - Tue, May 26
American Airlines Logo
6:00 am - 11:00 am
HPN
-
GCM
6h 00m
1 stop
American Airlines Logo
12:35 pm - 11:27 am
GCM
-
HPN
21h 52m
2 stops
$420American Airlines
Fri, May 15 - Mon, May 18
JetBlue Logo
8:05 am - 12:45 pm
HPN
-
GCM
5h 40m
1 stop
JetBlue Logo
2:05 pm - 10:04 am
GCM
-
HPN
18h 59m
1 stop
$423JetBlue
Tue, May 19 - Tue, May 26
American Airlines Logo
4:30 pm - 11:31 am
HPN
-
GCM
20h 01m
2 stops
American Airlines Logo
12:00 pm - 9:29 am
GCM
-
HPN
20h 29m
2 stops
$425American Airlines
Fri, May 15 - Sun, May 17
American Airlines Logo
6:30 am - 3:03 pm
HPN
-
GCM
9h 33m
2 stops
American Airlines Logo
11:55 am - 9:28 am
GCM
-
HPN
20h 33m
2 stops
$429American Airlines
Sat, May 16 - Sat, May 23

American Airlines flights from White Plains to Cayman Islands

Our best American Airlines deals on White Plains to Cayman Islands flight tickets
American Airlines
May 16
HPN6:00 amWhite Plains Westchester County
5h 55m
1 stop
GCM10:55 amGeorge Town Owen Roberts Intl
May 23
GCM12:31 pmGeorge Town Owen Roberts Intl
6h 58m
1 stop
HPN8:29 pmWhite Plains Westchester County
$345
American Airlines
Apr 19
HPN6:59 pmWhite Plains Westchester County
17h 01m
2 stops
GCM11:00 amGeorge Town Owen Roberts Intl
Apr 22
GCM12:00 pmGeorge Town Owen Roberts Intl
20h 29m
2 stops
HPN9:29 amWhite Plains Westchester County
$350
American Airlines
Apr 19
HPN5:59 pmWhite Plains Westchester County
18h 32m
2 stops
GCM11:31 amGeorge Town Owen Roberts Intl
Apr 22
GCM12:00 pmGeorge Town Owen Roberts Intl
20h 29m
2 stops
HPN9:29 amWhite Plains Westchester County
$360

JetBlue flights from White Plains to Cayman Islands

Our best JetBlue deals on White Plains to Cayman Islands flight tickets
JetBlue
May 19
HPN8:05 amWhite Plains Westchester County
5h 40m
1 stop
GCM12:45 pmGeorge Town Owen Roberts Intl
May 26
GCM2:05 pmGeorge Town Owen Roberts Intl
18h 59m
1 stop
HPN10:04 amWhite Plains Westchester County
$423
JetBlue
May 19
HPN8:05 amWhite Plains Westchester County
5h 40m
1 stop
GCM12:45 pmGeorge Town Owen Roberts Intl
May 26
GCM2:05 pmGeorge Town Owen Roberts Intl
31h 25m
2 stops
HPN10:30 pmWhite Plains Westchester County
$473

momondo Fare Finder

 
Customize your flight search to find flights from White Plains to Cayman 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 April 3, 2026.
Use the filters below to find and compare flights from White Plains to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sat 5/16

6:00 am-10:55 am

1 stop5h 55m

George Town Owen Roberts Intl

Sat 5/23

12:31 pm-8:29 pm

1 stop6h 58m

$345

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sun 4/19

6:59 pm-11:00 am

2 stops17h 01m

George Town Owen Roberts Intl

Wed 4/22

12:00 pm-9:29 am

2 stops20h 29m

$350

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sun 4/19

5:59 pm-11:31 am

2 stops18h 32m

George Town Owen Roberts Intl

Wed 4/22

12:00 pm-9:29 am

2 stops20h 29m

$360

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sun 4/19

6:59 pm-11:31 am

1 stop17h 32m

George Town Owen Roberts Intl

Wed 4/22

2:05 pm-1:00 pm

2 stops21h 55m

$367

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sun 4/19

6:00 am-11:00 am

1 stop6h 00m

George Town Owen Roberts Intl

Wed 4/22

2:05 pm-9:29 am

2 stops18h 24m

$399

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Tue 5/19

5:59 pm-1:10 pm

2 stops20h 11m

George Town Owen Roberts Intl

Tue 5/26

12:01 pm-9:28 am

2 stops20h 27m

$400

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Fri 5/15

6:00 am-11:00 am

1 stop6h 00m

George Town Owen Roberts Intl

Mon 5/18

12:35 pm-11:27 am

2 stops21h 52m

$420

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Tue 5/19

8:05 am-12:45 pm

1 stop5h 40m

George Town Owen Roberts Intl

Tue 5/26

2:05 pm-10:04 am

1 stop18h 59m

$423

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Fri 5/15

4:30 pm-11:31 am

2 stops20h 01m

George Town Owen Roberts Intl

Sun 5/17

12:00 pm-9:29 am

2 stops20h 29m

$425

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sat 5/16

6:30 am-3:03 pm

2 stops9h 33m

George Town Owen Roberts Intl

Sat 5/23

11:55 am-9:28 am

2 stops20h 33m

$429

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 the Cayman Islands from

How to get the cheapest flight ticket from White Plains to Cayman 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

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

You could potentially save up to 8% on your flight if you consider stops on a White Plains to Cayman Islands flight.

Cheap White Plains to Cayman Islands flight deals and tips

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

Fastest flight time

5h 40m

Direct flights

None
The fastest flight from White Plains to Cayman Islands takes 5h 40m
There are no direct flights from White Plains to Cayman Islands. There are no popular flight routes from White Plains to Cayman Islands.
Search flight deals

Frequently asked questions about flying from White Plains to the Cayman Islands

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

    Prices for flights from White Plains Westchester County Airport to Cayman Islands refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from White Plains Westchester County Airport to Cayman Islands.

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

    The necessary travel and health documents for your Cayman Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from White Plains to Cayman Islands

Compare and see reviews for airlines that fly from White Plains to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $354Free CancellationRating
7.1
11,551 reviews
Search American Airlines flights

Why use momondo?

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

It is quick and easy to find White Plains to Cayman Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Cayman Islands that suits you.

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

Yes. momondo enables you to select and highlight flights to Cayman Islands from White Plains with this policy.

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

Once you have performed a search for White Plains to Cayman Islands 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 Cayman Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Cayman Islands from White Plains. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Cayman Islands trip

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Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Popular flights according to clicks in the last 7 days on momondo
Flights to George Townfrom $260
Flights to Cayman Bracfrom $325
Flights to Little Caymanfrom $424