$110 Find Cheap Flights to Grand Cayman - Compare and Save

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 Grand Cayman departing on 9/28. 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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Book Cheap Grand Cayman Plane Tickets

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

Tue, Oct 27 - Sat, Oct 31
American Airlines Logo
6:12 am - 11:30 am
DCA
-
GCM
6h 18m
1 stop
American Airlines Logo
12:00 pm - 10:59 pm
GCM
-
DCA
9h 59m
1 stop
$337American Airlines
Tue, Aug 18 - Tue, Aug 25
American Airlines Logo
6:10 am - 11:27 am
IAD
-
GCM
6h 17m
1 stop
American Airlines Logo
12:30 pm - 10:55 pm
GCM
-
IAD
9h 25m
1 stop
$337American Airlines
Thu, Aug 27 - Sun, Aug 30
Delta Logo
7:00 am - 11:39 am
BWI
-
GCM
5h 39m
1 stop
Delta Logo
1:04 pm - 11:29 pm
GCM
-
BWI
9h 25m
1 stop
$341Delta
Tue, Jul 14 - Mon, Jul 20
Delta Logo
7:00 am - 11:31 am
BWI
-
GCM
5h 31m
1 stop
Delta Logo
12:56 pm - 12:39 am
GCM
-
BWI
10h 43m
1 stop
$346Delta
Mon, Oct 19 - Fri, Oct 30
Multiple Airlines Logo
11:45 am - 2:45 pm
JFK
-
GCM
4h 00mnonstop
Multiple Airlines Logo
2:10 pm - 10:56 pm
GCM
-
JFK
7h 46m
1 stop
$363Multiple Airlines
Mon, Nov 2 - Fri, Nov 6
Southwest Logo
8:15 am - 12:35 pm
ATL
-
GCM
4h 20m
1 stop
Southwest Logo
1:30 pm - 9:15 pm
GCM
-
ATL
7h 45m
1 stop
$371Southwest
Fri, Aug 7 - Tue, Aug 11
Multiple Airlines Logo
3:36 pm - 9:15 pm
ATL
-
GCM
6h 39m
1 stop
Multiple Airlines Logo
11:30 am - 9:10 pm
GCM
-
ATL
8h 40m
1 stop
$372Multiple Airlines
Mon, Nov 2 - Fri, Nov 6
Southwest Logo
8:15 am - 12:35 pm
ATL
-
GCM
4h 20m
1 stop
Southwest Logo
1:30 pm - 11:50 pm
GCM
-
ATL
10h 20m
2 stops
$376Southwest
Tue, Jul 21 - Sat, Jul 25
United Airlines Logo
6:00 am - 12:30 pm
LGA
-
GCM
7h 30m
1 stop
United Airlines Logo
1:50 pm - 11:15 pm
GCM
-
LGA
8h 25m
1 stop
$396United Airlines
Thu, Dec 10 - Sun, Dec 13
United Airlines Logo
6:00 am - 4:30 pm
LGA
-
GCM
10h 30m
1 stop
United Airlines Logo
5:45 pm - 12:30 pm
GCM
-
LGA
18h 45m
1 stop
$400United Airlines
Booking Insights

KAYAK's insights & trends for flights to Grand Cayman

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

What is the cheapest flight to Grand Cayman?

These are the best round-trip prices found by users searching on KAYAK in the last 5 days.

The cheapest ticket to Grand Cayman from the United States found in the last 5 days was to George Town, at $237 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 5 days was $237.

How much is a flight to Grand Cayman?

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

A flight to Grand Cayman costs $417 on average. The cheapest price found on KAYAK in the last 2 weeks was $97 for the route Miami (MIA) to George Town (GCM). The most popular routes on KAYAK are Miami to George Town which costs $310 on average, and Chicago to George Town, which costs $881 on average.

See prices from:

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from the United States to Grand Cayman, 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 Grand Cayman is January, when tickets cost $46 (return) on average. On the other hand, the most expensive months are March and November, when the average cost of round-trip tickets is $514 and $408 respectively.

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

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

The cheapest time of day to fly to Grand Cayman is generally in the morning, when round-trip flights cost $672 on average. The most expensive time of day to fly to Grand Cayman is generally in the morning, which is peak travel time and where the average cost of a ticket is $672.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Grand Cayman, 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 Grand Cayman, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

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

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Grand Cayman is George Town Owen Roberts Intl Airport (GCM), with an average flight price of $214.

Good to know

Low seasonSeptember
Cheapest flight$110
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from New York John F Kennedy Airport to George Town

FAQs - booking Grand Cayman flights

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

    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 Grand Cayman.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from the United States to Grand Cayman 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 Grand Cayman?

    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 Grand Cayman 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 Grand Cayman?

    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 Grand Cayman 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 Grand Cayman?

    Based on KAYAK data, the cheapest day to fly to Grand Cayman is Wednesday where round-trip tickets can be as cheap as $438. 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 Grand Cayman

  • Looking for cheap airfare to Grand Cayman? 25% of our users found round-trip tickets to Grand Cayman for the following prices or less: From Miami $305, from Los Angeles $838
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Grand Cayman flight deals.

Reviews of the top 5 airlines flying to Grand Cayman

 
See real verified KAYAK customer reviews for airlines flying to Grand Cayman. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the United States to Grand Cayman. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from the United States to Grand Cayman? 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
9.0Boarding
7.2Entertainment
8.6Comfort
6.3Food
9.5Crew
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 about this flight was good except for the very end when I reached my destination. Everyone from the tune to the wheelchair escorts were great with the case were great but I miss you with people at the check in this at the very end. I need help from the chicken desk because I forgot my pillow on the plane The female worker at the chicken desk said that they found my pillow and she was going to retrieve it for me. She left a 30 minutes without any update and her so she saw me walking back and forth waiting for her and they didn't even bother calling her or radioing her for any updates. They were busy because they were behind schedule and they were overwhelmed but thanks because at least glanced me and try to give me an update just a quick radio check or phone call. I don't care about the pillow but if you tell me to wait, I waited for at least half an hour before I said something and I just left because they wouldn't bother talking to me so I could, so everything's going in the review. I took pictures of the two men that were left working at the check-in counter. The totally ignored me despite the signals I've been giving them. I don't see any offers in the kayak review to add pictures or screenshots so I'm going to post another review I don't know their name but I'm pretty sure Delta will find other names when they see the review. Google with pictures. There was another guy at the chicken counter bring an orange workers vest who finally left after telling me that the girl that was retrieving my pillow is working the gates now. That would have been if they just told me that's what happened. But I had no update. Make me wait for nothing. Thank you Delta airlines!

We had a great experience with Delta. They helped us from the start at the kiosk all the way to our final destination, including help reassigning and upgrading our seats free of charge at the gates, escorts with the wheelchair for my brother and even getting our luggage at baggage claim for us. I also had special help because I forgot my pillow on the plane. The wheelchair escort contacted for associates at the check-in desk all the way back to the plane and retrieved my pillow for me.

Crew was real good, flight was smooth and came in early.

The CRJ-900 was clean but the overhead air vents were broken in our First Class row, making the cabin very hot until about 30 mins into the flight. The flight attendants were both extremely apologetic and accommodating though so that is why I rated the flight as very good. They checked on us many times and truly showed they cared. The snacks for an hour and a half flight could be better. Would be nice if there was a small plated meal over convenient store snacks. WiFi also was not working. And it would be nice if Delta had adjustable headrests on these planes.

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

It was as good as it could be. Flying is not a pleasant experience these days.

The plane was old and thus the seats were not good. No cushion left whatsoever, and it all was a bit worn out.

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Staff could’ve been a little more cordial. The men were much more friendlier than the women. My daughter and I also missed the 2nd to last meal as we were sleeping but that is on us.

Great staff. Clean plane, but we were delayed for more than an hour due to maintenance issues and had to board another plane.

I was very disappointed with my experience at the United Airlines baggage check. The representative was rude and unhelpful. I was required to remove approximately 1.5 pounds from my two checked bags, even though it was a very small amount over the limit. The interaction was unnecessarily unpleasant, and I expected much better customer service. I hope United will review this incident and provide additional customer service training to its staff.

No extra snacks were available. Meals quality is terrible. Crew was not friendly.

I was exhausted from a long day. The flight was smooth. The first flight during my 3 week travel that took off on time.

Agents at gate were not immediately available to solve problems and once they did they didn’t fix all the fight connections

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

I needed internet for critical matters and it never worked.

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

I found the seats ergonomically uncomfortable forcing the body to seat slightly hunched. For a short flight I worked on adjustments but for a longer flight, it would be difficult.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Crew was great! Food sub-bar, tepid & flavorless. No snack options on trans-atlantic flight. Premium Economy seats ok, leg rest wouldn’t stay in place.

The planes can use an actual cleaning. The armrest and seats do not appear to be cleaned on this one and most other planes.

The flight attendant was very polite and attentive. The food was good.

For some unknown reason, my checked bag didn't arrive at the same time. I got to my destination about 30 minutes late (5pm) and my bag was delivered to my hotel at 2:06am.... in the past 4 flights with AA, they been delayed and I've missed connections and my bags. Poor service.

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

Entertainment system did not function. USB ports did not function. Wi-Fi did not function. Terrible trifecta…

I cancelled this flight 2 days before departure but I followed your texts and emails and IF you were correct this flight turned into a nightmare.

Flight left more than 5 hours late. American's policy did not allow flight to be fueled or bags to be loaded due to intermittent lightning. We were on the plane for hours before having to deplane. They then changed the departure time to an earlier than expected time. We re-boarded and had to wait another 1.5 hours on the plane before it finally took off. Flight crew did not serve any food or drinks while airborne.

Flight was delayed many times. The crew was friendly but you eleven had to buy headphones to access the movies in the plane. $8 is not a lot for one person but it is when you travel with all your family.

When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

Complete and total debacle from start to finish. HUGE mistake picking this airline. NEVER again! Rudest staff in the business.

The food took two hours to be delivered to my seat, when I'm on an overnight flight I want to sleep asap after take off

It's not JetBlues fault but there was a smell on the plane (possibly other travelers) and 3 children behind me that never quit whining. Soccor fans that were very loud. Pilot brought the plane down from high altitude quickly, dropping us hu dress of feet at a time. I've never felt that intense of dropping on other airlines (usually fly Southwest Airlines). But I arrived safely and I'm thankful for that.

Seats were great, the staff was great, and the food was about the best I've had on a plane, and is especially the best of any US-based carrier I've flown. Free Wi-Fi was also great.

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

Domestic flights are good. Just stay away from international travel

Drinks and snacks provided. TV had a lot of entertainment options. Plane was fairly comfortable. Staff was less than pleasant.

Everything you need to know for your flight to Grand Cayman

Cabin class types available on flights to Grand Cayman

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