$83 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 12/14. 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 Brac2 stops$382
Little Cayman
Little Cayman1 stop$382
Cayman Brac
Cayman Brac2 stops$382
Little Cayman
Little Cayman1 stop$382

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, Nov 29 - Sat, Dec 6
United Airlines Logo
6:00 am - 1:15 pmBOS-GCM
7h 15m1 stop
United Airlines Logo
2:25 pm - 9:58 pmGCM-BOS
7h 33m1 stop
$270United Airlines
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Sat, Nov 29 - Sat, Dec 6
United Airlines Logo
6:00 am - 1:15 pmBOS-GCM
7h 15m1 stop
United Airlines Logo
5:30 pm - 10:49 amGCM-BOS
17h 19m2 stops
$274United Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
American Airlines Logo
6:00 am - 2:22 pmBOS-GCM
8h 22m2 stops
American Airlines Logo
1:25 pm - 10:43 pmGCM-BOS
9h 18m2 stops
$302American Airlines
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Thu, Dec 4 - Sun, Dec 7
American Airlines Logo
7:30 am - 2:24 pmBOS-GCM
6h 54m1 stop
American Airlines Logo
8:45 am - 12:55 amGCM-BOS
16h 10m1 stop
$303American Airlines
Find Deal
Sat, Nov 8 - Wed, Nov 12
Cayman Airways Logo
11:50 am - 2:50 pmMIA-GCM
3h 00m1 stop
Cayman Airways Logo
11:30 am - 1:05 pmGCM-MIA
1h 35mnonstop
$304Cayman Airways
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Fri, Oct 10 - Mon, Oct 13
Cayman Airways Logo
11:00 am - 11:35 amMIA-GCM
1h 35mnonstop
Cayman Airways Logo
4:45 pm - 7:20 pmGCM-MIA
1h 35mnonstop
$309Cayman Airways
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Sat, Dec 6 - Sat, Dec 13
JetBlue Logo
8:00 am - 2:55 pmATL-GCM
6h 55m1 stop
JetBlue Logo
3:55 pm - 10:36 pmGCM-ATL
6h 41m1 stop
$311JetBlue
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Sat, Nov 1 - Sat, Nov 8
JetBlue Logo
7:22 am - 10:50 amBOS-GCM
4h 28mnonstop
JetBlue Logo
12:54 pm - 5:05 pmGCM-BOS
4h 11mnonstop
$314JetBlue
Find Deal
Mon, Feb 9 - Fri, Feb 13
Delta Logo
6:00 am - 12:35 pmEWR-GCM
6h 35m1 stop
Delta Logo
2:00 pm - 10:58 pmGCM-EWR
8h 58m1 stop
$364Delta
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Sat, Jan 17 - Sat, Jan 24
Delta Logo
8:42 am - 12:50 pmJFK-GCM
4h 08mnonstop
Delta Logo
2:15 pm - 6:07 pmGCM-JFK
3h 52mnonstop
$366Delta
Find Deal
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 $133 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 $133.

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 $399 on average. The cheapest price found on KAYAK in the last 2 weeks was $106 for the route Miami (MIA) to Cayman Brac (CYB). The most popular routes on KAYAK are New York to George Town which costs $416 on average, and Miami to Cayman Brac, which costs $333 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 December and October, when the average cost of round-trip tickets is $804 and $738 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 9 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 $209.

Good to know

Low seasonSeptember
Cheapest flight$83
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 0% lower on average.
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 Monday where round-trip tickets can be as cheap as $522. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $585 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 evening, when round-trip flights cost $373 on average. Morning departures are around 68% more expensive than evening flights, on average. The most expensive time of day to fly to the Cayman Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $763.

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 $222, from Newark $262, from Miami $267
  • 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.
8.8
Cayman AirwaysOverall score based on 25 reviews
8.4Comfort
6.9Entertainment
9.4Crew
8.8Boarding
6.0Food
Airline reviews

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

8.0 ExcellentJeffrey, Sep 2024GCM - CYB
Read more Cayman Airways reviews

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.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

Everything was good, except the seats in economy were so close together, you could barely get out when the seat in front of your was reclined. If the airlines keep jamming in more and more seats, it will become intolerable. I will look for another airline that considers customer comfort and does not keep adding more rows of seats for more profit.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

Great service on board. Boarding a bit slow due to process. Food was pretty average.

Tastless food and too obvious lack of enthusiasm for service in the economy vesus business class

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

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

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Don’t know they cancelled the flight day before I was to leave. They sent a email at 9:00 pm at night saying they cancelled. That is the smooth way to say we don’t want your business! I think they didn’t have enough people booking so they cancelled the flight! It’s all about the money anymore there is no honesty in business.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

The entertainment package was vast and the selections were very current. Keep updating it was great.

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

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.

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