$94 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 5/9. 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$325
Little Cayman
Little Cayman1 stop$366
Cayman Brac
Cayman Bracnonstop$325
Little Cayman
Little Cayman1 stop$366

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
8:40 pm - 9:15 pm
MIA
-
GCM
1h 35mnonstop
Cayman Airways Logo
4:45 pm - 7:20 pm
GCM
-
MIA
1h 35mnonstop
$281Cayman Airways
Mon, Oct 5 - Wed, Oct 14
Cayman Airways Logo
11:00 am - 11:35 am
MIA
-
GCM
1h 35mnonstop
Cayman Airways Logo
11:30 am - 2:05 pm
GCM
-
MIA
1h 35mnonstop
$282Cayman Airways
Tue, Jun 23 - Wed, Jun 24
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
$288American Airlines
Wed, Jun 24 - Tue, Jun 30
American Airlines Logo
3:30 pm - 4:11 pm
MIA
-
GCM
1h 41mnonstop
American Airlines Logo
12:01 pm - 2:38 pm
GCM
-
MIA
1h 37mnonstop
$292American Airlines
Thu, May 7 - Tue, May 12
United Airlines Logo
1:30 pm - 12:30 pm
BOS
-
GCM
24h 00m
1 stop
United Airlines Logo
1:35 pm - 11:35 pm
GCM
-
BOS
9h 00m
1 stop
$301United Airlines
Sat, May 16 - Sat, May 23
United Airlines Logo
7:00 am - 1:30 pm
EWR
-
GCM
7h 30m
1 stop
United Airlines Logo
2:40 pm - 7:38 pm
GCM
-
EWR
3h 58mnonstop
$303United Airlines
Mon, Aug 10 - Wed, Aug 19
Delta Logo
8:15 pm - 11:41 am
BOS
-
GCM
16h 26m
1 stop
Delta Logo
12:56 pm - 1:06 am
GCM
-
BOS
11h 10m
1 stop
$306Delta
Thu, May 7 - Tue, May 12
JetBlue Logo
6:00 am - 12:45 pm
JFK
-
GCM
7h 45m
1 stop
JetBlue Logo
2:05 pm - 12:01 am
GCM
-
JFK
8h 56m
1 stop
$308JetBlue
Thu, May 7 - Tue, May 12
JetBlue Logo
7:35 am - 12:45 pm
LGA
-
GCM
6h 10m
1 stop
JetBlue Logo
2:05 pm - 11:15 pm
GCM
-
LGA
8h 10m
1 stop
$308JetBlue
Mon, May 11 - Tue, May 19
Delta Logo
5:35 am - 11:54 am
BOS
-
GCM
7h 19m
1 stop
Delta Logo
1:19 pm - 11:27 pm
GCM
-
BOS
9h 08m
1 stop
$313Delta
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 $269 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 $269.

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 $396 on average. The cheapest price found on KAYAK in the last 2 weeks was $84 for the route Fort Lauderdale (FLL) to George Town (GCM). The most popular routes on KAYAK are Miami to Cayman Brac which costs $336 on average, and Washington, D.C. to George Town, which costs $513 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 $636 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 $636.

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 $201.

Good to know

Low seasonSeptember
Cheapest flight$94
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 12% 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 Friday where round-trip tickets can be as cheap as $444. 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 $247, from New York John F Kennedy Intl $255, from Newark $285
  • 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 32 reviews
9.5Crew
8.5Comfort
9.0Boarding
7.1Entertainment
6.2Food
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.

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.

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

Transparency from pilots, quick boarding and exiting the plane, staff greeted to each and everyone,

Didn't like sitting on the waiting pad for 30 minutes right after departing the gate. If you're going to do that, just don't board so people can still get up and walk around in the terminal. My luggage was damaged by the baggage handlers.

Pilots lied about waiting on “paperwork”. Sat in the plane for over an hour, waiting on some papers to be printed according to the pilot and then all of a sudden he says good news maintenance is finally on their way. Maybe they can fix it before we get our paperwork. Ended up missing my connection in LaGuardia and as a result, had a fly home to Lexington instead of the Louisville airport. Then paid $100 to uber to Louisville since it was midnight by the time I got in. I wish they would just be transparent with passengers sometimes and not try to beat around the bush on why things are delayed.

The WiFi was horrific. I fly delta often and love their (usually reliable and free) WiFi. On this flight it was intermittent and when it did connect was extremely slow. I couldn’t get any work done while I was on the flight which was extremely frustrating. I was also in the exit row seat where there is now immediate seat in front of you, so while the leg room was nice, I couldn’t even watch the TV when the internet wasn’t working. Finally, for the last 20 mins of the flight, the announcement indicator came on the TV screens and took them over, even though no announcement was being made. Really disappointed.

The flight was way too HOT! And the plane did not have any in-flight TV entertainment.

Boarding was good. The flight was on time ( arrival was 20 minutes early). Inflight service was average ( US airlines have not mastered the skills of customer service yet). The food was mediocre. “ breakfast “ was downright awful and insulting. It was a piece of dough with mon descript filling that was supposed to be cheese omelette).

The tray table was broken and the food was terrible.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

Due to cancellation of connecting flight (Lufthansa) I didn’t fly with United

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

It was a red-eye, but the flight felt surprisingly quick. The seats were very comfortable, and that made resting much easier. I also want to thank the gentleman seated next to me, who graciously moved so my mom could sit beside me. We slept almost the entire way. The cabin crew was respectful in not disturbing us, while also being courteous and professional throughout. Thank you, United.

Packed in plane small uncomfortable seats elbow to elbow nobody wants to be in that situation for the money they paid

Vegetarian selection could be better. Bread was too hard to chew.

Crew was friendly and competent. Food, wine, and entertainment were excellent except the raw tuna on the flight to Split. Recommend against serving that - at least as the only option. Many medical conditions do not allow people to eat raw fish.

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.

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

Still hasn’t left. Why are you asking how it was?

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

I was denied a plastic fork to eat my food and was told plastic forks are for paying customers who buy Jet Blue’s food. So I had to make a utensil out of a cup so nourish my body. Like a refugee. Because decency is dead.

I was especially impressed without efficiently the crew got passengers on and off. One of the stewards was slightly gruff, I thought. No big deal but that's what I noticed.

Flight was 3 hours delayed. They gave our plan to two other routes. Need to knock that off.

To have arrived on time and not 3 hours late after having already spent $100 to change to an earlier flight, only to arrive back home close to the original flight time.

No gate in Rome. Had stairs. Got separated from my wife in a wheel chair. Customs was a zoo. If AA doesnt have landing rights, it should be advertised.

I almost missed my flight and they helped me out enormously

Business class was very good, one of my best flights

The "on the ground" A/C was not working. It was so hot while waiting to get in the air, a passenger from the rear of the plan declared "I just can't!" and waited in the gangway until time to close the doors. It was miserable. But the crew were champs and had an amazing attitude. I know they were as miserable as we were but didn't let that affect their performance.

The captain announced to the cabin there would be a delay because they observed a "cut" on a tire during precheck that needed to be cleared by maintenance. We were delayed during this inspection and allowed to proceed after maintenance "measured the cut and decided it was acceptable". My complaint is not about the delay or due diligence. I wish the captain had been more generic when making his announcement. I was a nervous wreck all the way to Charlotte worried that we would have a blowout when landing!

The SFO Lounge crew were amazing. The bartender Faris was great. Thanks!

The flight was on time and the landing was very smooth. The crew and flight attendants were all very friendly and professional.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

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.