$56 Find Cheap Flights 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 the United States to the Cayman Islands departing on 2/19. 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.
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Cheap Flights to the Cayman Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Cayman Brac
Cayman Bracnonstop$318
Little Cayman
Little Cayman1 stop$328
Cayman Brac
Cayman Bracnonstop$318
Little Cayman
Little Cayman1 stop$328

Book Cheap Cayman Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights 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 to the Cayman Islands

Sat, Mar 14 - Sat, Mar 28
Spirit Airlines Logo
5:25 am - 12:20 pm
ATL
-
GCM
7h 55m
1 stop
Spirit Airlines Logo
1:15 pm - 8:34 pm
GCM
-
ATL
6h 19m
1 stop
$227Spirit Airlines
Sun, Feb 22 - Thu, Feb 26
Spirit Airlines Logo
6:00 am - 1:43 pm
LGA
-
GCM
7h 43m
1 stop
Spirit Airlines Logo
2:49 pm - 11:48 pm
GCM
-
LGA
8h 59m
1 stop
$235Spirit Airlines
Tue, Mar 3 - Tue, Mar 10
American Airlines Logo
5:00 am - 2:45 pm
BOS
-
GCM
9h 45m
1 stop
American Airlines Logo
2:44 pm - 12:05 am
GCM
-
BOS
8h 21m
1 stop
$285American Airlines
Tue, Apr 21 - Thu, Apr 30
JetBlue Logo
6:10 am - 12:39 pm
DFW
-
GCM
6h 29m
1 stop
JetBlue Logo
2:05 pm - 10:53 pm
GCM
-
DFW
8h 48m
1 stop
$289JetBlue
Tue, Mar 3 - Tue, Mar 10
American Airlines Logo
8:35 am - 8:15 pm
BOS
-
GCM
11h 40m
2 stops
American Airlines Logo
2:44 pm - 12:05 am
GCM
-
BOS
8h 21m
1 stop
$290American Airlines
Fri, Mar 6 - Sun, Mar 15
Cayman Airways Logo
3:00 pm - 7:00 pm
JFK
-
GCM
4h 00mnonstop
Cayman Airways Logo
8:00 am - 12:50 pm
GCM
-
JFK
3h 50mnonstop
$294Cayman Airways
Mon, Feb 23 - Fri, Feb 27
JetBlue Logo
10:29 am - 2:34 pm
JFK
-
GCM
4h 05mnonstop
JetBlue Logo
3:40 pm - 7:29 pm
GCM
-
JFK
3h 49mnonstop
$300JetBlue
Tue, Feb 24 - Sat, Feb 28
United Airlines Logo
9:10 am - 1:15 pm
EWR
-
GCM
4h 05mnonstop
United Airlines Logo
2:25 pm - 6:17 pm
GCM
-
EWR
3h 52mnonstop
$301United Airlines
Sun, Mar 1 - Sun, Mar 8
Cayman Airways Logo
3:00 pm - 7:00 pm
JFK
-
GCM
4h 00mnonstop
Cayman Airways Logo
8:00 am - 12:50 pm
GCM
-
JFK
3h 50mnonstop
$303Cayman Airways
Sat, May 30 - Sat, Jun 6
United Airlines Logo
12:37 pm - 3:05 pm
IAD
-
GCM
3h 28mnonstop
United Airlines Logo
4:15 pm - 8:38 pm
GCM
-
IAD
3h 23mnonstop
$317United Airlines
Booking Insights

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

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

What is the cheapest flight to the Cayman Islands?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

The cheapest ticket to the Cayman Islands from the United States found in the last 72 hours was to George Town, at $116 round-trip. The most popular route is Atlanta (ATL) to George Town (GCM) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $116.

How much is a flight to the Cayman Islands?

The average and cheapest price for all round-trip flights to the Cayman Islands from each origin found by users searching on KAYAK in the last month.

A flight to the Cayman Islands costs $361 on average. The cheapest price found on KAYAK in the last 2 weeks was $47 for the route Fort Lauderdale (FLL) to George Town (GCM). The most popular routes on KAYAK are New York to George Town which costs $360 on average, and Fort Lauderdale to George Town, which costs $198 on average.

See prices from:

What is the cheapest month to fly from the United States to the Cayman Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from the United States to the Cayman Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from the United States to the Cayman Islands is September, when tickets cost $495 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $754 and $716 respectively.

How far in advance should I book a flight from the United States to the Cayman Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to the Cayman Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from the United States to the Cayman Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Which is the cheapest airport to fly into in the Cayman Islands?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in the Cayman Islands is George Town Owen Roberts Intl Airport (GCM), with an average flight price of $164.

Good to know

Low seasonSeptember
Cheapest flight$56
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Boston to George Town

FAQs - booking Cayman Islands flights

  • Are there nonstop flights from the United States to the Cayman Islands?

    Few nonstop flights are available to the Cayman Islands from the United States. A few daily nonstop flights are available from Miami International Airport. Cayman Airways serves nonstop flights from Miami (MIA) that take about 30min to arrive at George Town International Airport. These are the cheapest flights available to the Cayman Islands from the United States. No airlines fly nonstop to Captain Charles Kirkconnell International Airport. Flights from other international airports in the United States to the Cayman Islands have one to three stops before landing at the Cayman Islands.

  • What are the requirements for travel to the Cayman Islands?

    You only need to present a passport to enter the Cayman Islands. Your passport should have a blank page for the entry stamp and be valid for the entire period of your visit. Visas are not a requirement for tourist or business travel. However, business travelers should visit the Department of Immigration of the Cayman Islands for a work permit, which is essential for their entry.

  • Which airport is closest to Stingray City?

    George Town International Airport is the closest airport in the Cayman Islands to Stingray City. Flights to GCM include nonstop to three-stop flights from many airports in the US. Public transportation from GCM covers around four miles to Stingray City. Only buses departing from the airport every few minutes offer transport to Stingray City after your flight arrives.

  • Which airport should I fly into to tour the southern coast of Cayman Island?

    Travelers intending to tour the southern coast of the Cayman Islands should fly into Captain Charles Kirkconnell International Airport (CYB). Flights to CYB are quicker than those to Edward Bodden Little Cayman Airport (LYB). CYB also receives international flights from many international airports in the United States compared to LYB. It also operates several domestic flights within the Cayman Islands, which is a convenient way of moving around the southern coast.

  • Which airport is suitable for sports enthusiasts traveling to the Cayman Islands from the US?

    Sports enthusiasts planning on going on vacation in the Cayman Islands from the US should consider landing at Charles Kirkconnell International Airport (CYB) from a variety of international airports. CYB Airport is situated closer to a number of sports arenas, like Truman Bodden Sports Complex. You may get the opportunity to cheer on your favorite local soccer team at this stadium on weekends from CYB Airport. The stadium may be accessed using a rental car, public buses, or taxis.

  • What other cities can I explore after flying to GCM Airport from the US?

    From SLC Airport in the US, you get to the Cayman Islands by air and then explore a number of additional cities close to GCM Airport. Some of the neighboring cities you may comfortably visit from GCM Airport include Bodden Town and George Town. After arriving at GCM Airport, you have the option of traveling to these cities by bus, taxi, or rented vehicle.

  • Which airport should I fly into to participate in the Batabano Carnival festivals in the Cayman Islands?

    Batabano Carnival festival is held in Cayman Brac. Therefore, US travelers who wish to participate in this festival when touring the Cayman Islands should consider using Charles Kirkconnell International Airport (CYB) as their arrival airport from diverse international airports in the USA. Several bus services help to transport travelers from CYB Airport to Cayman Brac.

  • Does GCM Airport have on-site car rentals?

    Yes. Travelers who wish to hire their own cars for easy exploration of the Cayman Islands have nothing to worry about as there are several onsite car rentals at GCM Airport. You have the option of renting your favorite car from different on-site car rental agencies at GCM, like Fox Rent A Car Grand Cayman Airport and Marshall's Rent-A-Car.

  • How does KAYAK find such low prices on flights from the United States 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 the United States to the Cayman Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from the United States 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 the United States 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 the United States 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 the United States 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 the United States to the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to the Cayman Islands?

    Based on KAYAK data, the cheapest day to fly to the Cayman Islands is Wednesday where round-trip tickets can be as cheap as $450. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $559 on average.

  • What is the cheapest time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $640 on average. The most expensive time of day to fly to the Cayman Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $640.

Top tips for finding cheap flights to the Cayman Islands

  • Looking for cheap airfare to the Cayman Islands? 25% of our users found round-trip tickets to the Cayman Islands for the following prices or less: From New York John F Kennedy Intl $210, from Washington, D.C. Dulles Intl $388, from Newark $674
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Cayman Islands flight deals.
  • US citizens on the west coast should book flights to the Cayman Islands from Los Angeles International Airport (LAX) instead of San Francisco Airport (SFO). Flights from LAX to the Cayman Islands are cheaper and take a shorter time to arrive at the Cayman Islands.
  • Fly to George Town International Airport (GCM) if you want to be close to the Cayman Islands’ capital of George Town. GCM is 1.3 miles northeast of George Town. Travelers can take a bus or walk to the capital’s center from GCM.
  • Travelers can get public transport from GCM to the George Town city center. Grand Cayman Island buses depart for the city center from GCM every 15min. Taxis are available from CYB to the West End city center as well.
  • The main terminal of GCM has lounge areas where you can relax after your flight to the Cayman Islands. You can access the lounges with your flight ticket or membership card.
  • US travelers with limited mobility will receive free special assistance when their plane lands at GCM and CYB airports in the Cayman Islands. You should request special assistance from the airline when booking flights.
  • Passengers with limited mobility at the Salt Lake City International Airport (SLC) can access a wide variety of special services when flying to the Cayman Islands. Each terminal's parking garage at the airport has places designated specifically for vehicles occupied by disabled drivers.
  • While waiting to board an aircraft to the Cayman Islands from the United States, travelers often regard airport lounges as one of the most amazing locations for decompressing. While they wait to take off from SLC Airport, most passengers who are traveling in economy opt to unwind in the Delta Sky Club.
  • The majority of travelers coming from America to the Cayman Islands for vacation with kids choose Delta Airlines as their preferred carrier other airlines. Thanks to the availability of free in-flight Wi-Fi on Delta, kids may effortlessly download or watch versions of fantastic kid-friendly TV episodes and music albums on their flights to the Cayman Islands from the US.
  • Consider booking a hotel close to Owen Roberts International Airport (GCM) if your plane from the US is due to arrive at night in the Cayman Islands. Travelers don’t need to worry about their safety when they land at GCM Airport at night because this airport neighbors several hotels operating on a 24/7 basis where they can spend the rest of their night. Some of these hotels offer a complimentary airport shuttle.
  • John F. Kennedy International Airport (JFK) is the widely preferred airport for most passengers going from the USA to the Cayman Islands. This is because JFK Airport serves as a significant hub for a number of reputable airlines that fly internationally, increasing their chances of finding low-cost tickets due to the market's competitive price.

Reviews of the top 5 airlines flying to the Cayman Islands

 
Need help choosing which airline to fly with from the United States 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.
8.9
Cayman AirwaysOverall score based on 31 reviews
8.5Comfort
9.5Crew
9.0Boarding
7.0Entertainment
6.1Food
Airline reviews

There is no food or entertainment in this flight. Service was excellent.

10.0 ExcellentAnonymous, Dec 2025
MIA - GCM
Read more Cayman Airways reviews

There is no food or entertainment in this flight. Service was excellent.

Short flight. Excellent boarding and crew. Flight left early and arrived early!

Great flight on the Twin Otter. Early departure and early arrival. Hassle free flight.

Boarded 20 minutes late, dinner and beverages were provided but the "main" of dinner was freezing cold and had soggy lettuce. The seats were wildly uncomfortable! There was in-flight entertainment that you can access via your phone (vs. the TV on the seatback in front of you) but the wifi connection was weak and you could not actually play anything. With that said, the crew was very pleasant and friendly!

Flight crew made the flight very enjoyable as they were friendly, helpful and accommodating. Flight time was 3:40 compared to the 4:30 that was captured on our itinerary, so that was a pleasant surprise. In flight entertainment was good with plenty of selection, however some of the choices that my family tried were slow to load and stalled out a few times. We were able to restart and everyone finished watching their movies. Food was pretty basic: croissant, turkey or chicken lunch meat with Swiss cheese and a bag of Lay’s potato chips. Still a bonus considering most airlines offerings which is nothing but peanuts or a cookie.

Best experience ever. Crew were amazing, kept me informed throughout. Boarding was on time and spot on. Id book again most def

Food could have been better, and internet that allows texting/WhatsApp and other basics on the phone instead of just inflight entertainment would have been nice.

It was nt delta. It was aeromexo. Service was awful. They served a very small drink and NO snack for a 3hr and 35min flight. Then for the first 30 min of the flight is was talk and talk over head interruption the movie/ show i picked to watch.

Comfort seating was on the tight side. Maybe it was a smaller plane(?)

I was given middle seat on this flight and prior Boston to Seoul flight That is a problem for long flights, Kayak system did not give me a change to select my seats and assigned me middle seats regardless of my elevated status in Delta. This needs immediate attention.

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The flight was comfortable and uneventful, which is what I desire

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Bad food, bad service, cold cabin with no additional blankets when asked for (they told me they don’t provide additional blankets). I’m a frequent traveler and this is one of the worst companies I traveled with (by the way I thought that I booked my ticket with Lufthansa but I didn’t see that the flights were handled by United).

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

the whole trip was smooth, and as comfortable as flying is these days. flight crew was friendly and very courteous and helpful.

The attendant on board was amazing. She should be doing business/first international long haul.

Although our flight was delayed the overall boarding process was very smooth and the crew was accommodating.

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

They are always late and seats was also not having working charger

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

did not have enough meal for first class passengers so offer us snack

Arrived 40 min early which was great - sat in runway for 35 min so no gain. Then waited for luggage 45 min. They need to staff accordingly knowing its one of the busiest week in Phx

Broke my luggage and I can't get a resolution yet.

My flight got rerouted due to crew rest. I was sent to Dallas customer service was not very polite. Was given a $40 room voucher for Motel 6 and $12 to eat with. It delayed me by a day. Where if I would have just stuck with my original flight Arizona was delayed to Cleveland and I could have made it home. They put me on a 9:00 flight out of Dallas to Cleveland without my knowledge or consent. When originally I was told it would be 8:45 a.m. on February 1st. I told them I could not take the 9:00 flight because I did not have anybody to pick me up from the airport at that time. I'm extremely disappointed in how I was treated. And I will not fly American Airlines again.

I am very appreciative of the help provided to me by Dennis and Whitney. I had lost my phone at EWR airport and they were very kind in assisting me. This included advice on how to file a report and also helping me connect with family. The pilot was also great about keeping passengers updated on the flight progress with regular communications over the system.

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

Old equipment, needs upgrade and seat comfort. Internet didn't work 75% or the time.

The screens were inoperable for movies and such, but everything else was just fine

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

Everything you need to know for your flight to the Cayman Islands

Cabin class types available on flights to the Cayman Islands

Cabin classes available on flights to the Cayman Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.