$110 Find Cheap Flights from White Plains to the Cayman Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from White Plains to the Cayman Islands departing on 4/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Book Cheap White Plains to the Cayman Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from White Plains to the Cayman Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from White Plains to the Cayman Islands

Sun, Feb 1 - Fri, Feb 6
Delta Logo
6:00 am - 12:40 pm
HPN
-
GCM
6h 40m
1 stop
Delta Logo
2:05 pm - 10:00 pm
GCM
-
HPN
7h 55m
1 stop
$345Delta
Sun, Mar 22 - Fri, Mar 27
American Airlines Logo
7:00 am - 7:15 pm
HPN
-
GCM
13h 15m
1 stop
American Airlines Logo
11:40 am - 9:29 am
GCM
-
HPN
20h 49m
2 stops
$350American Airlines
Sun, Mar 1 - Sun, Mar 8
American Airlines Logo
6:00 am - 2:35 pm
HPN
-
GCM
8h 35m
1 stop
American Airlines Logo
3:30 pm - 9:29 am
GCM
-
HPN
16h 59m
2 stops
$355American Airlines
Sun, Mar 1 - Sun, Mar 8
American Airlines Logo
6:00 am - 2:35 pm
HPN
-
GCM
8h 35m
1 stop
American Airlines Logo
2:44 pm - 4:47 pm
GCM
-
HPN
25h 03m
1 stop
$357American Airlines
Sun, Feb 1 - Fri, Feb 6
American Airlines Logo
5:15 pm - 11:50 am
HPN
-
GCM
18h 35m
2 stops
American Airlines Logo
12:16 pm - 9:55 pm
GCM
-
HPN
9h 39m
1 stop
$360American Airlines
Wed, May 20 - Mon, May 25
American Airlines Logo
6:00 am - 11:00 am
HPN
-
GCM
6h 00m
1 stop
American Airlines Logo
12:00 pm - 9:28 am
GCM
-
HPN
20h 28m
2 stops
$403American Airlines
Tue, Jan 27 - Sat, Jan 31
JetBlue Logo
8:15 am - 1:55 pm
HPN
-
GCM
5h 40m
1 stop
JetBlue Logo
2:55 pm - 10:30 pm
GCM
-
HPN
7h 35m
1 stop
$436JetBlue
Sun, Mar 22 - Fri, Mar 27
American Airlines Logo
7:00 am - 7:15 pm
HPN
-
GCM
13h 15m
1 stop
American Airlines Logo
7:45 am - 11:29 pm
GCM
-
HPN
14h 44m
1 stop
$437American Airlines
Sun, Feb 15 - Sun, Feb 22
American Airlines Logo
5:30 pm - 11:50 am
HPN
-
GCM
18h 20m
2 stops
American Airlines Logo
4:25 pm - 9:29 am
GCM
-
HPN
17h 04m
2 stops
$488American Airlines
Sun, Feb 15 - Sun, Feb 22
American Airlines Logo
5:29 pm - 2:35 pm
HPN
-
GCM
21h 06m
1 stop
American Airlines Logo
4:25 pm - 9:29 am
GCM
-
HPN
17h 04m
2 stops
$495American Airlines
Booking Insights

KAYAK's insights & trends for White Plains to the Cayman Islands flights

Get data-powered insights and trends into flights from White Plains to the Cayman Islands to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from White Plains to the Cayman Islands?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from White Plains to the Cayman Islands were found on Delta ($345) and American Airlines ($350).

Good to know

Low seasonOctober
Cheapest flight$110
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly with an average 60% increase in price.
Flight from White Plains to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from White Plains to the Cayman Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from White Plains to the Cayman Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from White Plains to the Cayman Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from White Plains to the Cayman Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from White Plains to the Cayman Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from White Plains to the Cayman Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from White Plains to the Cayman Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from White Plains to the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from White Plains to the Cayman Islands

 
Need help choosing which airline to fly with from White Plains to the Cayman Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11136 reviews
7.2Comfort
6.4Food
6.9Entertainment
8.0Crew
7.5Boarding
Airline reviews

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

6.0 GoodKathleen, Jan 2026
LGA - MCO
Read more American Airlines reviews

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Tell the crew (when boarding) to yell at the imbeciles blocking us from walking up to scan. I promise everyone crowds around and half of us (most the time I’m group 4) have to push our way through. Your staff is awesome, the public - not so much-

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

Disliked having to wait a little longer to disembark from the plan when we landed in London

Food should be better quality. Video screens have poor resolution and the library of movies is poor. The other airlines are much better.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

We arrived 4 hours early and still almost missed the flight because they weren’t able to access one of the boarding tickets. They then sent hour bags late and we were all of our without clothing and eventually had to take an expensive cab back and forth to the airport as they wouldn’t deliver the bag which arrived late at night that day and we would have to wait until noon the began day (messing up a second day of plans). Also, all the food has dairy or pork. No vegan or even vegetarian option in the flight—even for purchase.

The comfort of the seats was great, the crew eased my child’s anxieties and the fact that I had full cans of my beverage choice was great.

Pathetic check in experience at JFK. Everything is self check in. Not enough staff present to help with when the check in process or the kiosk gets stuck. Staff present not welcoming or pleasant at all. On the other hand the NY based flight crew was great. Courteous and friendly throughout the flight. Special meals leave a lot to be desired. Kids meals should be made available when kids are flying and same goes for special kids meals too.

Everything you need to know for your flight from White Plains to the Cayman Islands

Information on your arrival and departure airports