Find cheap flights from Cleveland to the Cayman Islands

Find cheap flights from Cleveland to the Cayman Islands

Round-trip
Economy
Cleveland (CLE)
Cayman Islands
Wed 11/25
Wed 12/2
Any month
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Good to know

Low season

September Best time to beat the crowds with an average 3% drop in price.

High season

February Most popular time to fly with an average 9% increase in price.

Average price round-trip

$528 (avg. price over the last 2 weeks)

Good deal round-trip

$376 or less

Good deal one-way

$149 or less

Top tips for finding cheap flights to the Cayman Islands

  • Book at least 4 weeks before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly to the Cayman Islands is January.

FAQs - booking Cayman Islands flights

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Top airlines flying Cleveland Hopkins Intl to Cayman Islands

Scores according to KAYAK customer reviews

7.7
WestJet
Overall score based on 8,979 reviews
8.1
Boarding
7.7
Comfort
8.5
Crew
7.1
Entertainment
7.1
Food
Airline reviews

Pros: "nice but slow in business class"

Cons: "Nothing"

Pros: "The crew were nice!"
Cons: "But this was like flying in an antique from the 20th century. No screens, AC not working well, tiny cabin. One of the bathrooms didn’t even have a sink."

Cons: "Premium seat was just coach seat with middle seat blocked. But you're in the first 3 rows."

Cons: "nothing."

Pros: "Easy check in."
Cons: "Male attendant rude. For some reason refused my request for water in addition to cup of orange juice during beverage service. First time ever I was refused water by an airline."

Pros: "Great and responsive crew, still-amusing WestJet wit. Very organized!"
Cons: "Some older (like 1940s-1950s) movies for in-flight entertainment would have been great."

Pros: "Crew were very caring. Seats were OK"

Cons: "It would be nice if WestJet didn't gouge customers during unfortunate circumstances"

Pros: "Flight was excellent. Crew was very courteous and very friendly."
Cons: "The only thing I wish I had more was more other options for fluid besides water."

Cons: "Monitor did not have sound Plug in bad."

Pros: "Check in was quick and easy. Boarding and flight was right on time!"

Pros: "West jet always communicates"
Cons: "Waiting to board.. always a hassle"

Cons: "I missed the flight because the delay of the anterior connection and custom, and they didn't give me a new ticket, I had to buy a new one."

Pros: "Overall flight was fine"
Cons: "Flight was delayed and we therefore missed the last UP Express train and had to take a taxi. Disappointing."

Pros: "Friendly staff on time"

Cons: "The flight was 5 hours 40 min late The Flight attended (her name was if not mistaken Staysy or start with S) was staying at the door as a security guard in a detention center without formal greeting “welcome on board”, no smile at all and later jumped on me regarding my bag. I was seated when her collage pulled my back bag from the compartment to make room for a bigger luggage, left it on the seat next to me and said will take care later. With frustrating tone Staysy showed up and command me to put it under the seat. I told her to put it under and not to command me with this tone... as it was not my decision the bag to be there. She did put it under but kept making comments and even did not apologize. A frustrating flights - over 5 hours late with spicy flight attendant attitude."

Pros: "Crew was funny."
Cons: "Flight delayed 3 times, ended up being a 4 hour delay after a delay on our first flight already. No help at terminals until just before flights. Employees seemed spread thin. Need more help."

Pros: "Crew did a good job, even with the long delays."
Cons: "Plane was almost 2 hours late getting to LA. Started with the crew needing to clear customs in Vancouver. Delayed by 30 minutes....then the crew preboarded a sick lady and her travel companion. At some point crew decided she should not fly to LA, but the ladies wouldn’t get off plane! 45 minutes later and 4 RCMP show up to escort them off plane. Then we didn’t have any ground crew to get us off loading ramp. Finally got away 90 minutes or more after scheduled departure. Circled LA a few times before getting to land.... long flight with long delays!"

Pros: "Friendly and helpful staff. Boarded and got off quickly. Clean airplane."
Cons: "I felt cramped in my emergency exit seat, especially having a larger size person sit next to me. My seat was not comfortable. Being tall provides no advantages on westjet. Had to look down at my phone the whole time for entertainment, neck hurt. Wont fly again"

Pros: "They were quick and efficient"

Cons: "Should have been home by midnight but ended up landing at 1:45 am."

Pros: "getting to Vancouver in short time."
Cons: "No movi"

Pros: "trip was fairly smooth, flight was on time. Crew was polite and helpful."
Cons: "Trying to carry travel on luggage up the aisles is very awkward when the plane is already full or half full of people. seating should be done in a bit more order. back 5 rows, next 5 etc. Crew should have a better knowledge of the land masses flying over."

Pros: "Great professional crew"

Pros: "Excellent from phone courtesy to every aspect of travelling with them."
Cons: "Well organized. Courteous at every step. Other airlines should emulate them in every way. Travelled all over the world and would rate them as best so far."

Pros: "Fast friendly service. Aircraft was clean and in great condition."
Cons: "No entertainment, not even power for your own electronics."

Cons: "I dislike that westjet tried to get me to pay for my seats when I initially bought the ticket, only to discover later that the seats are free if I choose them at check in. I didn’t pay the seat charge but there is a breach of trust in them trying to con me that makes me not want to fly with them again."

Pros: "Fast cheap flight"
Cons: "Nothong"

Cons: "It was late. They were waiting on a flight from Toronto so we could board. We board the plan and sat for what seemed like a very long time. We were not even offered a glass of water on the flight."

Pros: "Staff was wonderful, very welcoming, and cheap air service!!"

Cons: "Having to divert to Calgary for broken radio. I’m positive there is enough redundancy in radio system to be down 1 radio."

Pros: "Carousel number although we only had carry-on"

Cons: "I had to pay for earphones. Even if I didn't want the earphones I couldn't shut off the tv screen which really bothered me. Will you, in he future,charge us for using the washroom facilities?"

Pros: "The staff was outstanding from the minute we arrived in Hamilton till we got to Edmonton. So impressed with the customer service."

Pros: "Excellent Flight to London"
Cons: "Typical Econofare - pay piece meal for everything including a checked bag."

Pros: "I am mute and the staff did a good job of understanding that and accommodating the way I communicate. (still wish more staff knew American Sign Language; that remains the best flight ever)"

Pros: "Great flight easy booking"
Cons: "Paying for baggage"

Pros: "I had 2 checked in bags, the charge a bit to high, When fly between Canada - USA, 1 allowable check-in luggage should be included in the fare. Please think about it."

Pros: "All Good"
Cons: "After landing in Edmonton could of been on next flight to Kelowna ended up waiting 1 1/2 for second flight to Kelown"

Pros: "Flight attendants Snacks Entertainment options"
Cons: "No screens; but the options were provided"

Pros: "The food was good"
Cons: "Your website and westjet allowed price gouging to happen. I had to spend about $2500 for two new flights, to replace two flights that were cancelled on September 8th due to Hurricane Irma. The previous flights cost total $678 for two people from FLL to EDI. But you allowed us to be charged $2500 for the same exact route, and we had to spend due to the emergency. The very next day the President of the USA stated it was unethical for price gouging to happen. I request at least 50% refunded back"

Pros: "Crew was very nice and welcoming."

Pros: "Very professional and dilligent staff helping th elderly with utmost care. the flight was clock work on time and well aided by the cabin crew. Overall aces high !!! Keep it flying"

Pros: "Great atmosphere... entertaining staff, very pleasant."

Cons: "."

Pros: "westjet connect to watch a tv show or the news or something"

Cons: "Got there 2 minutes after check in closed and wouldn't let us fly"

Pros: "Smoot boarding on time leaving earlier they were we supposed to be everything will be smooth"

Pros: "A crew member saw me struggling to walk and offered a wheelchair, explained to me that I would be met with one throughout my trip. Her name was Donna!! Problem occurred when we got to Dallas."
Cons: "Instead of circling in the sky, they could have had the pilot take the alternate route he eventually took anyway, in the first place. My family and I still don’t know if we’re going to get a flight to El Paso/ stand by. So much 4 seeing my armyson before he deploys, recipient time waisted over bad decisions on to of everything else, entitled woman on the plane insults me on the lane for no reason. The crew was amazing though."

Pros: "Crew members were okay"
Cons: "Wifi could be better"

Pros: "Very friendly and accommodating."
Cons: "tv screens on the back of seats"

Cons: "The attendants attitude."

Pros: "Crew"
Cons: "6 hour delay"

Pros: "Great airplane. Enjoy the 2 seat rows."

Cons: "Running out of bin space by Group 3 is just wrong."

Pros: "The crew was fantastic and very nicely got us into an earlier flight and allowed my wife and I to sit together for our 10th anniversary"
Cons: "The entertainment apps were difficult to use"

Pros: "Early arrival, smooth flight, excellent flight attendant service"
Cons: "Snack/food in first class (even though short flight)"

Cons: "Flight was 90 mins late departing"

Pros: "The friendly informative team when we learned our plane broke. I switched to Charlotte connection earlier as a Miami one made no sense as Miami is south of Atlanta final destination. We had a different outcome than expected yet staff cared for us."
Cons: "Plane better maintained as before take off a hydraulic part broke and we were grounded . We arrived home hours later than planned because of this."

Pros: "WiFi entertainment system."
Cons: "Hard seats, no arm padding. No power to recharge phone and iPad."

Pros: "My bag was lost!!!"
Cons: "To have my bag delivered"

Cons: "On time"

Cons: "Departing on time...30 minutes late."

Pros: "Very professional and timely. My last six flights with American have been without a hitch and right on time. If I were a business traveler, which I am not, American Airlines would be my go to carrier. Quite satisfied with this airline and have been for a long time. Thanks!"

Pros: "The crew"
Cons: "I just don’t understand how a flight can be delayed three hours from weather the day before. And, of course, we arrived and there was no gate for us. They had three hours to have a gate ready for us. AA fail!"

Cons: "See above"

Pros: "Check in"
Cons: "Missed connection"

Cons: "They charge for coffee."

Cons: "Supposed to leave saturday, but didnt cause the lady at airlines said i need a visa when i did not need a visa.now its tuesday in austrailia and im stuck in airport because quantos doest know where my bags are. This trip is turning or turned into a total disaster!"

Pros: "Missed my connection because my flight was late. Then made to get on stand by. Not cool."
Cons: "Missed my connection because my flight was late. Then made to get on stand by. Not cool."

Pros: "Standard AA domestic flight. Once we were boarded and underway, things were fine. Crew was friendly, the aircraft was cleaned on the turn from the prior flight, and we didn't sit on the tarmac too long when arriving at DFW. Normal operations for AA domestic."
Cons: "Unfortunately, normal operations for AA domestic means boarding 20-30 minutes late, which delayed the arrival a bit. In general, AA could provide more accurate updates and boarding information for their flights. For example, if the inbound aircraft arrives at the time my flight should be boarding, I want to see an updated departure time, rather than maintaining the "on time" status right up until five minutes before the new boarding time. Generally it takes 25-30 minutes to turn the plane for the next outbound flight."

Pros: "We got to our destination aver 12 hours late."
Cons: "In addition to being rebooked approximately 12 hours after our original flight, this flight left about 40 minutes late."

Pros: "Crew was nicw"

Cons: "Now pay significant more for carry on bags for another mediocre airline where it is not significantly cheaper."

Pros: "Arrived slightly early. The crew was efficient and friendly. The interior and seats looked new."
Cons: "Nothing was negative."

Cons: "The trip is still ongoing 6 hours after it was to have been over and we still have a couple more hours to go. I understand that things happen, but most of the problems today seem to have been preventable. First, our plane in Lihue was delayed for over 3 hours because they could not get a working fuel truck to fill the plane. Three hours? This caused us to miss our connection in LA, although just barely. We had to wait onboard so that we could use the same gate that our outgoing plane was departing from. If we had just been sent to a different gate we. Oils have made our original flight. So, they put us on a flight to Chicago because there were no more flights to Minneapolis. Then, once in Chicago the incoming plane was delayed and we sat on the tarmac for 40 minutes before deplaning. Then after an hour delay we were told the crew was on the ground and we were boarded. Sat in the plane for another hour, then we’re told we were still waiting for crew members that were delayed so we deplaned again. Another 90 minutes past and we got back on the plane and sat for another 45 minutes. We are finally pulling away from the gate. Hallelujah!"

Cons: "Coach seating is too tight"

Pros: "Like my AA rides > 90% of the time. The usual prob is sketchy gogo service."
Cons: "Nogo gogo"

Pros: "Flight crew very friendly."
Cons: "No entertainment so 1 star rating. Kind passenger switched seats so I could sit with my husband and son. Would have had to sit behind them if not for her. Paying extra for isle seats was a surprise."

Cons: "Plane was dirty and crew inattentive."

Pros: "Short flight, nothing much to say."

Pros: "The crew on both flights to Cancun were very nice!! thanks"

Pros: "Speedy boarding, friendly crew."
Cons: "Seats are definitely cramped."

Cons: "Boarding chaos at Miami airport."

Pros: "The price"
Cons: "We were delayed almost two hours for weather and then when I finally boarded, myself and a few other people were pulled aside to be asked new security questions and have new boarding passes printed. The people at the desk let us know that it was because we checked in online. I don't mind being asked questions but they could have done that part of the process in the two hours that we were waiting to board so as not to further delay the boarding process."

Pros: "The gate agent was having a bad night because she did not get a break. I am platinum pro and would not upgrade me because she said I was not on the list but she put 2 people in first who were not even advantage members"

Pros: "Flight was smooth and ontime"
Cons: "Flight was extremely expensive."

Pros: "This was a great flight! I love the brand new plane, very comfortable even in coach. Entertainment system was well-done with good selection of movies. I didn't need my own device to be entertained on the long flight."

Cons: "."

Pros: "Nothing"
Cons: "I selected an aisle seat because I have very bad anxiety and when I got there to print off my ticket I was assigned a middle seat. It was very uncomfortable"

Cons: "When they finally found the crew they had been working so long, they weren't allowed to fly for another hour because of regulations. For overpriced flights, youd think they would be able to hire some more crew"

Pros: "Good flight! Smooth landing!"
Cons: "N/A"

Cons: "The flight was cancelled without notification."

Pros: "Entertainment was free."
Cons: "Had to wait for mechanical issues so we were delayed."

Pros: "Boarding was smooth. Flight was on time. Some weather en route but pilot was able to avoid the turbulence. Overall a good flight."
Cons: "Unrelated to the flight- but immigration and customs in Grand Cayman was slow. 200+ people arrived on this plane and there ware 4 immigration agents although they had more stations. We spent about a half hour in line in each- immigration and then customs. Rental cars is another situation to be aware of regarding insurance."

Pros: "Efficient. Got to destination on time."
Cons: "My tv screen was not working. I asked four times to see if it could be fixed. Crew could have cared less. Crew seemed a bit rude overall."

Cons: "The original flight was cancelled so we were stuck at the airport for nine hours. Then the replacement fight was a super old out of date place."

Pros: "All went very smoothly"

Read more about WestJet
COVID-19 information

Safety measures for airlines flying from Cleveland to the Cayman Islands

Airlines flying from Cleveland to the Cayman Islands have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters

Mandatory masks

Masks required on board, masks provided

Social distancing seating

Middle seats unavailable to book

Pre-flight testing

Testing for antibodies, testing for symptoms

Book cheap flights from Cleveland Hopkins Intl to Cayman Islands

Recent round-trip flight deals

2/5
Fri
2 stops
Multiple Airlines
7h 45m
CLE - GCM
2/12
Fri
1 stop
Multiple Airlines
9h 31m
GCM - CLE
2/5
Fri
1 stop
American Airlines
18h 33m
CLE - GCM
2/20
Sat
1 stop
American Airlines
19h 45m
GCM - CLE
2/5
Fri
2 stops
American Airlines
16h 07m
CLE - GCM
2/20
Sat
1 stop
American Airlines
5h 52m
GCM - CLE
1/28
Thu
2 stops
American Airlines
7h 37m
CLE - GCM
1/31
Sun
2 stops
American Airlines
9h 46m
GCM - CLE
2/5
Fri
2 stops
WestJet
41h 55m
CLE - GCM
2/20
Sat
2 stops
WestJet
44h 28m
GCM - CLE
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