$91 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 6/6. 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$322
Little Cayman
Little Cayman1 stop$388
Cayman Brac
Cayman Bracnonstop$322
Little Cayman
Little Cayman1 stop$388

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, Jun 6 - Tue, Jun 9
JetBlue Logo
6:59 am - 1:00 pm
DCA
-
GCM
7h 01m
1 stop
JetBlue Logo
2:05 pm - 10:32 pm
GCM
-
DCA
7h 27m
1 stop
$287JetBlue
Sat, Jun 6 - Sat, Jun 13
United Airlines Logo
7:05 am - 3:35 pm
EWR
-
GCM
9h 30m
1 stop
United Airlines Logo
2:40 pm - 7:38 pm
GCM
-
EWR
3h 58mnonstop
$303United Airlines
Sat, May 30 - Thu, Jun 4
American Airlines Logo
6:00 am - 3:07 pm
EWR
-
GCM
10h 07m
1 stop
American Airlines Logo
12:33 pm - 8:30 pm
GCM
-
EWR
6h 57m
1 stop
$313American Airlines
Tue, Jun 2 - Thu, Jun 4
Delta Logo
5:35 am - 11:54 am
BOS
-
GCM
7h 19m
1 stop
Delta Logo
1:19 pm - 1:28 am
GCM
-
BOS
11h 09m
1 stop
$313Delta
Thu, May 28 - Thu, Jun 4
Delta Logo
8:20 pm - 11:54 am
BOS
-
GCM
16h 34m
1 stop
Delta Logo
1:19 pm - 1:28 am
GCM
-
BOS
11h 09m
1 stop
$317Delta
Sun, Jul 19 - Sat, Jul 25
American Airlines Logo
5:21 pm - 11:25 am
EWR
-
GCM
19h 04m
2 stops
American Airlines Logo
4:07 pm - 12:37 pm
GCM
-
EWR
19h 30m
2 stops
$318American Airlines
Mon, Aug 31 - Sun, Sep 6
Cayman Airways Logo
11:45 am - 2:45 pm
JFK
-
GCM
4h 00mnonstop
Cayman Airways Logo
6:10 pm - 11:00 pm
GCM
-
JFK
3h 50mnonstop
$345Cayman Airways
Mon, Aug 31 - Sun, Sep 6
Cayman Airways Logo
11:45 am - 2:45 pm
JFK
-
GCM
4h 00mnonstop
Cayman Airways Logo
6:10 pm - 11:00 pm
GCM
-
JFK
3h 50mnonstop
$355Cayman Airways
Mon, Jun 29 - Sat, Jul 4
Southwest Logo
5:05 am - 11:55 am
HOU
-
GCM
6h 50m
1 stop
Southwest Logo
1:05 pm - 9:45 pm
GCM
-
HOU
8h 40m
1 stop
$607Southwest
Sun, May 31 - Fri, Jun 5
Southwest Logo
8:45 pm - 12:10 pm
HOU
-
GCM
15h 25m
2 stops
Southwest Logo
12:50 pm - 11:45 pm
GCM
-
HOU
10h 55m
1 stop
$608Southwest
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 Atlanta (ATL) 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 $387 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 $428 on average, and Houston to George Town, which costs $886 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 $489 (return) on average. On the other hand, the most expensive months are August and July, when the average cost of round-trip tickets is $788 and $785 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 $643 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 $643.

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 $240.

Good to know

Low seasonSeptember
Cheapest flight$91
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 14% 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 $445. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $556 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 $222, from New York John F Kennedy Intl $263, from Newark $305
  • 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
6.3Food
9.5Crew
8.6Comfort
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.

Bus to plane was delayed for no apparent reason and our luggage was still on the belt when they shut it off. Took about 20 minutes to turn it back on to get our luggage.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

WiFi didn’t exist , seats were super cramped, lights stayed on near my seat for a long time while others were dimmed, the food/trash/drink cart hit my shoulder at least a couple of times while moving, food options were down to just one option by the time it got to my row, the utensils were garbage (knife bent at a couple of places by the time I was done eating) the spoon was very flimsy plastic

Friendliest Flight Attendant I’ve seen since I flew on Southwest Airlines. The whole trip was outstanding…and arrived Early!

It was good overall except from Omaha to Denver when flight a was a repeatedly delayed apparently due to some issue at Denver. Communications could have been handled better. I had to board then deboard with luggage and board again

I didn’t have a seat assignment and my seat was very dirty on the flight from Frankfurt to Budapest.

Left an hour and a half after the listed time. Up side was it had TV screens on the seat.

No screens or meal options. Freezing cold. Dirty seats. Left late.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Cree was organized and pleasant. Plane had good seating but as it’s a shuttle toilets hadn’t been thoroughly cleaned (eg. bins too full)

I liked that my son and I were reseated next to each other (we had different bookings). I liked that it was a directg flight and mostly on time. I liked that you provided pillows and blankets. Flight attendants were generally courteous. The messaging through wifi did not work well. The food was not good. Seats are very narrow and I felt slightly claustraphobic in the window seat.

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

The space between seat rows seemed to be larger than other airlines. I didn’t check their food or entertainment since I slept most of the way. They do seem to have a lot of options for purchase though.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

Direct tv did not work on flight Short flight so no good service offered Arrived early to destination and had to wait for gate to open. Deplaned LATER than if we arrived on time!! Poor planning Jet blue has had something go wrong on every flight I’ve taken with them in last five years. Terribly run airline

Given us a free miles or free flight for waiting for 9 hours I didn’t get home till 5am in the morning and I was supposed to be home at 9:30 touch down.

Excellent price. Everything on time. two bad parts. Kayak said I couldn't sign in for the flight online, but I got an email at the same time from Jet Blue and they let me sign in online. Second bad part was that, although I had provided my known traveler number, neither of my boarding passes, for this flight and the previous one, had TSA pre-check showing.

Jet blue was great But the Jayak system Wasa pure nightmare and wasted so much of my time and energy by not giving me a way to access jet blue to check in the flight back I didn’t even get the number confirmation code 24 hours before. Because I didn’t receive the email with the confirmation code I could NoT CHECk IN. I spoke to a kayak third party and they informed me I could not carry a carry on, on the flight which caused me so much extra stress it was just too much. You can be sure I will not be using it recommending your site. Again.

There was a screen but no earphones that could use the older input so I could listen to anything.

My experience with JetBlue was fine BUT I am very upset with Kayak! JetBlue had delayed our scheduled departure by an hour and you NEVER notified me of the change. I did not hear directly from JetBlue because the trip was booked through Kayak, a mistake I will not repeat. Your reminder of the our trip last week still had the WRONG departure time. Our return trip has also changed, and again no notice from you.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

We had several flights and they were all on-time and flawless

My Frequent Flyer nber wasn't put on as I was told it was..... This resulted in a last group boarding and no priority tags on My bags.

Premium Economy Good crew, good service, excellent food. Seat back screen just not bright enough.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

Flight was delayed an no one cares, or try to help passengers to get the conexión.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

The small flights with Valet Luggage has a poor service

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

The crew was very attentive through out the flight. Seats were comfortable, nice flight bag with pillow and blanket. Food was okay, since it was a overnight flight seemed to go by fast.

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.