Find cheap flights from Connecticut to Grand Cayman

Find cheap flights from Connecticut to Grand Cayman

Search hundreds of travel sites at once for deals on flights to Grand Cayman

Round-trip
Economy
Boston (BOS)
Grand Cayman
Fri 5/7
Fri 5/14
Any month
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Good to know

Low season

AugustBest time to beat the crowds with an average 4% drop in price.

High season

DecemberMost popular time to fly with an average 16% increase in price.

Average price round-trip

$392(avg. price over the last 2 weeks)

Good deal round-trip

$315or less

Good deal one-way

$129or less

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Top airlines flying from Connecticut to Grand Cayman

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,227 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Cons: "Despite the fact that I fell skiing and broke my elbow, requiring surgery, for which I sent a copy of the medical procedures, Aeromexico was the ONLY part of my trip, other flights and hotels, that refused to offer me a change of date option. Terrible customer service."

Pros: "Crew could have been more helpful, had a 30 min layover and the gate was very far away. They could have told us directions"

Pros: "Very attentive staff"
Cons: "I have no complaints"

Pros: "You know what you are getting with Delta"
Cons: "The economy seats were really tiny, this made the flight fairly uncomfortable"

Pros: "The crew was great."
Cons: "Nothing."

Pros: "Flight was smooth"
Cons: "More leg room"

Cons: "K a y a k. Booked tickets on WestJet for us, but we were never told that check in and reservation was to be manage through delta so checkin was difficult and we ended up with poor seats because we were not given any advance notice"

Pros: "the entertainment choices were adequate"
Cons: "More efficient deplanning. It took us 40 minutes to get off the plane after it landed"

Pros: "Great crew. Seat was not too bad."

Pros: "I liked the wide variety of movies and snacks available."
Cons: "The kid behind me wouldn't stop kicking my seat."

Pros: "Delta’s crew is always the best. On schedule"
Cons: "This was a 2 hour flight, some entertainment would be nice..."

Pros: "great crew"

Pros: "That I arrived safe."
Cons: "My seat didnt recline my back was in a lot of pain so was my neck. After getting to L.A at 9:52 a.m didn’t get out of the plane till 11:05 then the baggage claim was noted on carousel 2 when in fact it was carousel 3 when I asked a worker she said “I dont know ma’am” waved me off and kept walking. Terrible."

Pros: "New plane with great entertainment arrived 30 mins early"

Pros: "The crew was friendly and we arrived earlier than expected"
Cons: "Seats are too tight and too expensive to upgrade."

Pros: "Free drinks and snacks - great entertainment system (please read this Frontier)!"
Cons: "Boarding process was agonizingly slow and ineffective"

Pros: "The plane was an older model but staff allowed main cabin to use 1sr class bathroom."
Cons: "The choices of free snacks were limited. They should also give more than 1 package of peanut."

Pros: "It was very quick! Great service."
Cons: "We need more food options and a little bit more legroom."

Pros: "Crew was friendly, flight ran on time."
Cons: "Can you make the seats any smaller? Cabin space is tight and for people who suffer from claustrophobia it makes it difficult traveling. More cabin space with raising the fares would be great!"

Cons: "Paid extra for a seat that didn't have any extra leg room. The entertainment system was broken for the whole plane during the first 2 hours."

Pros: "Staff tried to be helpful"
Cons: "Silly series of events. Maintenance problem before flight left previous city, got to us and we boarded only to deplane for more repairs. Ended up with another plane, five hours later. For a 44 min flight. Would’ve been easier to drive!"

Pros: "Not much"
Cons: "Seats very uncomfortable no room to move"

Pros: "No waits, front desk personnel were helpful about baggage accommodations. Clear communications."
Cons: "No issues."

Pros: "How nice and gentle they were."
Cons: "Long waiting lines."

Pros: "Easy work trip and with the storms coming in I was able to get out early without fees"
Cons: "Snow storms. Not a fan."

Pros: "direct flight from bdl to cun."
Cons: "reclining seats that doesnt give much room to person behind recliner"

Pros: "Nice equipment for the ride and pleasant staff"

Pros: "The plane was new and very comfortable. Free entertainment and plug for charging electronics. Love this airline!"

Pros: "Great pilot.."
Cons: "Jam packed too small and the lady flight attendant was to bossy and not that welcoming, she was more interested in being more of a drill sergeant than the comfort of the passengers"

Pros: "Staff was friendly. Flight was smooth."
Cons: "Media kept freezing. They had to reboot the system several times."

Cons: "They said we would get there on time even though we took off late so that what we told our ride. Ended up about 30 minutes late. Did not like that."

Pros: "We were delayed one hour in Mexico city but when we were in flight the crew definetly made up for it. The crew served us a great meal with drinks of choice as quick as possible followed by a hot cup of coffee cookies and kept coming around to check if we needed any thing els. Way to turn things around Delta."

Pros: "I always love flying on Delta! The service is always excellent. The crew is always nice and attentive!"

Pros: "Crew was good. Flight was early."
Cons: "Poor booking experience."

Pros: "Absolutely nothing."
Cons: "These people are reprehensible. They refused to cancel and refund our tickets when the bride-to-be in a wedding we were supposed to go to was diagnosed with cancer and the wedding was cancelled. Every customer service person we dealt with was uncaring, incompetent, and completely useless."

Pros: "Crew were courteous and overall everything was systematic."
Cons: "I had to pay for my single piece of luggage AND for alcoholic drinks. That doesn't feel right."

Pros: "Larger seats"
Cons: "The seats are too small."

Pros: "Avg flight"
Cons: "They changed my seat to a worse one without any explanation. I picked my seats on line for a reason and dont like them changed. Older MD series plane from AUS to ATL."

Pros: "The entertainment is always great on delta and they have new snacks now!"
Cons: "Cabin service took a bit longer than normal and we were stuck on the tarmack for at least 30 mins waiting to take off. Not anyone’s fault, just annoying"

Pros: "Who could ask for more?"
Cons: "N/A"

Pros: "Whereas our flight out from Raleigh to JFK where everything that could possibly go wrong did(late crew, boarding computer problem, mechanical issues with the plane, gate problems, missed connection) this last leg of our trip back was flawless. Everything was on time, and the crew was friendly and attentive. We had exit row seats so the leg room for this 90 minute flight was great compared to our first part (London-Atlanta)"

Pros: "Delta auto-booked me so I didn't have that worry once I arrived in Atlanta."
Cons: "Their system gives too-short layovers so any delay at the point of origin means a risk of missing connections. Many people on my flight were worried about connections because Delta delayed our start by over 30 minutes to "change a switch," whatever that means. Then for passengers with short connection times, they should NEVER be seated in the rear of the plane when it takes 20-30 minutes for the rear-seated passengers. Not very consumer-oriented."

Pros: "Brand new plane"

Cons: "Airplanes are filthy; asked for Coke without ice & the flight attendant filled my cup halfway. Unbelievably cheap! I was afraid to ask for more, for fear that I'd get an up charge!"

Pros: "I would like the airline service to do more for our veterans. Especially the 100% disabled veterans"
Cons: "Seats not comfortable enough"

Pros: "Crew was nice and friendly."
Cons: "Plane was not cleaned well from the previous flight and looked dirty from being overlooked for so long. There was garbage in my seat back pocket and the overhead areas all looked dirty as if they were never cleaned at all."

Cons: "Everything was great"

Pros: "Friendly staff. On time departure and arrival."
Cons: "N/A"

Cons: "Flight cancelled at 8:30 p.m. the night before when we were going to bed at the airport. Ability to get rebooked a nightmare."

Cons: "Good👍👍👍"

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

Pros: "Nice attendants was the only thing good about this flight"
Cons: "Flight was very late causing problems for connection. Forced to check carryon due to poor storage. Seat instruction were in Spanish. Magazine was in Spanish. This is America and can’t it be in English."

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

Cons: "Seating is extra tight. I’m 6 feet tall and find American seats to be too closely packed together."

Pros: "Very competent flight attendant."
Cons: "Flight was a half hour late. Pilot could have communicated with passengers. Gate 35X at National Airport is a terrible situation. We go down stairs to deplane, then wait for a bus to take us to the terminal. Not acceptable."

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"

Cons: "Nothing really needed to be better this time around"

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

Pros: "AA has good in flight entertainment"
Cons: "1+ hour delay, could’ve left on time"

Pros: "Seat seemed smaller than previous flight BDL to MIA"
Cons: "On a short flight MIA to GCM AA has seat back screens. On longer flight BDL to MIA no seatback screens. Seems backwards logic!!"

Cons: "Better food"

Pros: "Convenient departure time originally"
Cons: "Late start due to needing more fuel because of weather at the destination. So after everyone had boarded, at the minute we were supposed to take off, they beg for 2 volunteers to get off the flight to compensate for the weight of the excess fuel. Eventually 2 people b3came annoyed enough to get off and take a $200 voucher (probably for another delayed flight.) so we were late taking off for that. At our destination there were clear sunn6 skies. Extra fuel was needed for that. So I was stuck in a seat the size of a child’s car seat for an extra 40 minutes? And when we could finally get off, my legs had fallen asleep ffrom being too squeezed in for that relatively short flight. When will the airlines focus on the passengers’ safety & comfort and not on excessive profits?"

Pros: "The flight crew"
Cons: "Small space. Old plane. Tight seats."

Pros: "nothing good nothing bad, just ok."
Cons: "737 might as well be a cattle cart..."

Pros: "Nothing"
Cons: "spending $600 on a one way flight with you today has been the worst experience and rip off ever! Delayed in Hartford 6 hours. Changed my layover flight in Dallas. Now Dallas delayed 1 hour."

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: "When we left the gate"
Cons: "Weather"

Pros: "It works if you follow the rules."

Cons: "I could tell you how I liked it if I wasn’t sleeping inthe Ronald Reagan National Airport."

Cons: "Coach seating is too tight"

Pros: "Great light, great staff. They did not have any movies or music you could listen to, but everything else was fabulous."

Pros: "all around experience was good arrived in Charlotte early"
Cons: "Nothing to really say wasn't to bad to say..."

Cons: "No baggage controls from seat 18 to 28 no bags would fit. As we exited all the front rows we're waiting to get there bags stored in back of planes overhead bins. That's just not right, especially when they charge us extra to take a bag for overhead bins storage."

Pros: "courteous helpful & friendly crew and really great ground crew too"

Pros: "The plane was newer, drinks are available. Seat only reclines half an inch or so so get ready for that."
Cons: "Crew on aa is the worst bunch of entitled fools, almost as horrendous as united."

Cons: "Boarding chaos at Miami airport."

Pros: "Roomie seat"
Cons: "Made me Put my purse in back of plane"

Pros: "On time, smooth flight, no hassles"
Cons: "Tight space but overall not unexpected"

Pros: "Rebooked before we got inside"
Cons: "Landed early but were left on the taxi way for nearly an hour while the gate wasn't ready. The first gate had a plane at it with "mechanical issues". Then it took about 30 minutes to get a different gate. Why do they give short layovers when their performance is not stellar?"

Pros: "I liked having in flight entertainment available. The flight crew was very friendly and allowed me to change seats once boarding was completed to be more comfortable."
Cons: "My only complaint was that it was a long time between pushing off from the gate and lift off but that was due to weather. Not the pilot's fault."

Pros: "Was on time, flight attendants very nice and professional"
Cons: "flight was overbooked good thing people volunteered to give up seats"

Pros: "Flight crew was peofessional"
Cons: "First flight was delayed. Delay not related to weather. American refused to provide hotel. the provided hotel and meal voucher for a fellow traveler on same flight who missed his connection. I was told he was accommodated because he is priority. When asked how I become priority I was told "he spends more money and flies more often." To me that means as a customer I am not a priority to American Airlines."

Cons: "i didn't like my seat 8c with no room to put stuff under the seat in front because there was no seat in front and its like theres even less leg room than a normal seat bc crew going up and down the aisle i had to really squeeze in"

Cons: "The flight was delayed, at not fault of the crew on board, however the flight attendants did very little to update the passengers on connecting flights and did not try to help in making the connecting flight aware that some passengers would be delayed. I missed my connection by MINUTES (I saw it still taxied at the gate) and they could not hold the plane for 5 passengers connecting. Awful service and procedures."

Pros: "Fabulous crew and service, absolutely fantastic."
Cons: "Having to get off!"

Cons: "Plane from BDL was delayed which led do a missed connection in DCA. Rebooked on the 335 pm flight which is 3 hours later than my original arrival time. Very inconvenient for me as I had previous plans."

Pros: "Service is excellent"
Cons: "I didn't like the seats are to small"

Pros: "Perfect"
Cons: "Nothing"

Cons: "Only pretzels were served. Crew was very nice. Friendly too!"

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

Cons: "-missed my connecting flight at 10pm due to weather. -waited in long line for customer service -received a phone number to book hotel -waited 30 minutes for shuttle -waited behind 8 people who checked into their rooms -when it was finally my turn they had not received my reservation and I was told to take a seat and wait, -eventually I called the booking number again, the call got dropped due to no service in the hotel lobby -I had to go outside to call after midnight! (a female alone) -finally after 45 minutes they received my reservation. -I didnt get to my room until 1am and had to get up at 5 to get the shuttle back to the airport -Frustrating and nerve racking experience"

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: "I liked that the middle seat was open on my flight and that they checked my carry on for free because the plane was filled."
Cons: "I didn't like the minimal leg room. Also, there is no way to try and work on a computer anymore because of the lack of room."

Pros: "Entertainment screens were easy to use and fun. Crew was extraordinarily nice and attentive."
Cons: "Boarded 2 hours late due to the flight crew reaching the maximum amount of hours they can fly by law. American should be more aware of their employees' hours. Seats need better head rests. Menu needs more vegetarian options and the prices need to be lower."

Cons: "Horrible disorganization at boarding. Board from back to front for goodness sake...its common sense."

Pros: "Got us in a little early. Nice smooth flight"

Cons: "Everything"

Pros: "It was on time. Crew was friendly."
Cons: "No direct flight to my destination. Cramped seating. Didn't realize end of plane seats don't lean back."

Pros: "Flight was on time, flight was good. Overall I was very happy with the overall fight experience."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Connecticut to Grand Cayman

Airlines flying from Connecticut to Grand Cayman 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 on flights from Connecticut to Grand Cayman

Mandatory masks

Masks required on board, masks provided on flights from Connecticut to Grand Cayman

Social distancing seating

Middle seats unavailable to book on flights from Connecticut to Grand Cayman

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Connecticut to Grand Cayman

Book cheap flights from Connecticut to Grand Cayman

Recent round-trip flight deals

9/13
Mon
1 stop
American Airlines
8h 11m
BDL - GCM
9/20
Mon
1 stop
American Airlines
8h 43m
GCM - BDL
6/26
Sat
1 stop
American Airlines
7h 00m
BDL - GCM
6/28
Mon
1 stop
American Airlines
9h 53m
GCM - BDL
9/13
Mon
1 stop
American Airlines
6h 12m
BDL - GCM
9/20
Mon
2 stops
American Airlines
17h 08m
GCM - BDL
9/13
Mon
2 stops
American Airlines
16h 43m
BDL - GCM
9/20
Mon
2 stops
American Airlines
10h 43m
GCM - BDL
6/26
Sat
1 stop
American Airlines
8h 18m
BDL - GCM
6/28
Mon
2 stops
American Airlines
26h 40m
GCM - BDL
7/4
Sun
2 stops
American Airlines
30h 04m
HVN - GCM
7/8
Thu
2 stops
American Airlines
29h 04m
GCM - HVN
8/5
Thu
2 stops
American Airlines
30h 04m
HVN - GCM
8/12
Thu
2 stops
American Airlines
29h 04m
GCM - HVN
6/26
Sat
2 stops
American Airlines
30h 04m
HVN - GCM
7/3
Sat
2 stops
American Airlines
27h 54m
GCM - HVN
10/29
Fri
1 stop
Delta
18h 45m
BDL - GCM
11/5
Fri
1 stop
Delta
8h 59m
GCM - BDL
10/29
Fri
2 stops
Delta
17h 58m
BDL - GCM
11/5
Fri
1 stop
Delta
8h 59m
GCM - BDL
9/13
Mon
3 stops
Multiple Airlines
69h 45m
BDL - GCM
9/20
Mon
2 stops
Multiple Airlines
26h 01m
GCM - BDL
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