$92 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 7/16. 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

KAYAK searches hundreds of travel sites at once for deals on flights to the Cayman Islands

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

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$330
Little Cayman
Little Cayman1 stop$365
Cayman Brac
Cayman Bracnonstop$330
Little Cayman
Little Cayman1 stop$365

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

Fri, Sep 4 - Mon, Sep 7
Cayman Airways Logo
11:00 am - 11:35 am
MIA
-
GCM
1h 35mnonstop
Cayman Airways Logo
7:00 am - 9:35 am
GCM
-
MIA
1h 35mnonstop
$281Cayman Airways
Sat, May 9 - Mon, May 11
Cayman Airways Logo
12:50 pm - 2:50 pm
MIA
-
GCM
3h 00mnonstop
Cayman Airways Logo
4:45 pm - 7:20 pm
GCM
-
MIA
1h 35mnonstop
$282Cayman Airways
Tue, Jun 2 - Tue, Jun 9
American Airlines Logo
6:00 am - 11:30 am
BOS
-
GCM
6h 30m
1 stop
American Airlines Logo
5:12 pm - 12:59 am
GCM
-
BOS
6h 47m
1 stop
$286American Airlines
Wed, Jun 3 - Wed, Jun 10
American Airlines Logo
3:30 pm - 4:11 pm
MIA
-
GCM
1h 41mnonstop
American Airlines Logo
5:12 pm - 7:52 pm
GCM
-
MIA
1h 40mnonstop
$291American Airlines
Sat, May 9 - Sat, May 16
United Airlines Logo
5:45 am - 3:10 pm
BOS
-
GCM
10h 25m
1 stop
United Airlines Logo
1:50 pm - 12:59 am
GCM
-
BOS
10h 09m
1 stop
$300United Airlines
Wed, May 13 - Sat, May 16
United Airlines Logo
8:35 pm - 12:30 pm
EWR
-
GCM
16h 55m
1 stop
United Airlines Logo
2:40 pm - 7:38 pm
GCM
-
EWR
3h 58mnonstop
$303United Airlines
Tue, Jun 9 - Thu, Jun 11
Delta Logo
6:00 am - 11:34 am
EWR
-
GCM
6h 34m
1 stop
Delta Logo
12:59 pm - 10:29 pm
GCM
-
EWR
8h 30m
1 stop
$306Delta
Tue, Aug 18 - Tue, Aug 25
Delta Logo
7:00 am - 11:41 am
EWR
-
GCM
5h 41m
1 stop
Delta Logo
12:56 pm - 12:05 am
GCM
-
EWR
10h 09m
1 stop
$313Delta
Sat, May 9 - Tue, May 26
JetBlue Logo
6:10 am - 12:19 pm
DFW
-
GCM
6h 09m
1 stop
JetBlue Logo
2:05 pm - 11:18 pm
GCM
-
DFW
9h 13m
1 stop
$409JetBlue
Sat, May 9 - Tue, May 12
JetBlue Logo
6:10 am - 12:19 pm
DFW
-
GCM
6h 09m
1 stop
JetBlue Logo
2:05 pm - 11:18 pm
GCM
-
DFW
9h 13m
1 stop
$411JetBlue
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 $194 round-trip. The most popular route is Boston (BOS) to George Town (GCM) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $194.

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 $409 on average. The cheapest price found on KAYAK in the last 2 weeks was $98 for the route Miami (MIA) to Cayman Brac (CYB). The most popular routes on KAYAK are New York to George Town which costs $452 on average, and Miami to Cayman Brac, which costs $332 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 December, when tickets cost $614 (return) on average. On the other hand, the most expensive months are November and May, when the average cost of round-trip tickets is $1,242 and $731 respectively.

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

The average price for all round-trip flights from the United States to the Cayman Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $637 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 $637.

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 10 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 $239.

Good to know

Low seasonSeptember
Cheapest flight$92
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Miami 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 Friday where round-trip tickets can be as cheap as $442. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $558 on average.

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 Miami $241, from New York John F Kennedy Intl $260, from Newark $260
  • 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.
9.0
Cayman AirwaysOverall score based on 33 reviews
7.2Entertainment
8.6Comfort
9.5Crew
6.3Food
9.0Boarding
Airline reviews

Flight departed early and arrived early. Excellent, orderly boarding, ample legroom. Great crew and a very smooth flight.

10.0 ExcellentJeffrey, Apr 2026
GCM - MIA
Read more Cayman Airways reviews

Flight departed early and arrived early. Excellent, orderly boarding, ample legroom. Great crew and a very smooth flight.

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.

Everything was great. The only issue is unfixable. Seats are too small. 😁🤪

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Crew was nice, meal was good. Entertainment had to be rebooted 3 times and still did not work. Turns out there was residue on screen, it needed to be cleaned to prevent the touchscreen buttons from continuously activating. I had entertainment for the last 45 minutes of a 5 hour 45 minute flight. Really unacceptable for first class. Flight attendent indicated your cleaning solution creates this problem. Seems as if this is widely known, you should be using a different product or cleaning better. Really really disappointing which simply added to the wi fi on your planes with reliably never ever works.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Flight itself excellent, but delayed so missed connection & got to destination 2 hrs later

The flight crew on this leg of my trip was very friendly and pleasant. Every one of them was humorous, as well as helpful and accommodating. This group was BY FAR the best crew I’ve flown with. They deserve kudos.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was delayed from take off because only one runway was operational in San Francisco.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Really hard landing... as in slammed into the runway then hit the brakes really hard ...

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

Putting people that close to the bathroom, where you have to look into the bathroom as people are exiting and entering was not great and the smell was also not great. I know the airlines are desperate for more chairs, but that seat is a crime.

Crew was very friendly. Did not like being jammed in the back middle seat. Don’t understand why I can not select an aisle for free based on first come first serve. Also first time I’ve been on a flight which attempted land then circled Detroit airport multiple times.

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

The flight was delayed 4 hours and the JetBlue people at the counter kept lying to us and telling us it was due to weather however all other flights were going in and out of NY and FL. Then they lied that the plane had to stop to refuel. Then they lied and said the plane needed a tire change. JetBlue is the worst. Then they gave a lot of people meal vouchers however I didn’t know they did that and they didn’t offer anything to me.

My experience with Jet Blue was wonderful. My experience with Kayak sucked and will never use again.

Jet Blue has excellent everything, Friendly customer service and staff, clean aircraft’s and is always on time.

Entertainment and wifi were very sub-par - audio issues and no wifi

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

They forced me to check my hand luggage at the gate.

On time departure and early arrival. Flight attendant very nice.

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

The staff was nice. I appreciated that I was able to take an earlier flight, even though it was last minute. The boarding process felt rather chaotic.

Overall a good experience, however Wifi was not working on the flight.

For a 4 1/2 hour international flight all we got was 1 small pack of cookies and a drink. You had to watch movies on your own devise.

Airlines should be prohibited from using the seats they get away with.

My flight got delayed a total of five times. And the boarding gate changed four times. most of the time the platform was not up-to-date with the changes taking place. The most discouraging part of the entire trip by far.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

American delayed the flight for a crew rest period. The delay occurred late in the evening - the earliest i can find is 10:20 pm. With a 6 am flight anyone on the flight would have already have been asleep (unless you are insane, a vampire or on drugs) and at least for me i was already on the way to the airport at 445 am the next morning when i discovered they delayed the flight until 9 am. Given the incoming flight was in the air at 6 pm the evening before this should have been figured out a lot more timely that was there only crew to use. Just frustrating given there is no consideration for customer experience anymore in flying.

Returned home with a blood clot from flight homes and the uncomfortable aircraft I was on.

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.