$111 Find Cheap Flights from Hartford to the Cayman Islands - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals
Booking Insights

Price, demand and travel trends for Hartford to the Cayman Islands flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Are flights from Hartford to the Cayman Islands cheaper or more expensive than last year?

Fares from Hartford to the Cayman Islands are running about 4% lower than they were around this time last year, averaging $535 round-trip.

What are the cheapest fares from Hartford to the Cayman Islands right now?

The cheapest fare from Hartford to the Cayman Islands in the last week was $398 round-trip, to George Town Owen Roberts Intl (GCM).

What’s the cheapest month to fly from Hartford to the Cayman Islands?

August is the cheapest time of year to fly, with average fares of $357. Prices are highest in July, when average flight costs increase to around $601.

When is the best time to book flights from Hartford to the Cayman Islands?

Book your flights 13 weeks before your trip. KAYAK data collected over the past 12 months shows that booking in this window can save you around 34% compared to booking last-minute (within 2 weeks of departure).

Which airport in the Cayman Islands is the cheapest to fly to from Hartford?

All flights from Hartford to the Cayman Islands arrive at George Town Owen Roberts Intl (GCM). On average, round-trip fares are around $521.

What’s the cheapest day to fly from Hartford to the Cayman Islands?

Tuesday tends to be the cheapest day to fly from Hartford to the Cayman Islands, while Friday is the most expensive. Fares run about 43% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from Hartford to the Cayman Islands?

Data from the past 12 months shows it's cheapest to fly to the Cayman Islands during the morning with average prices of $518. The afternoon is the most expensive time to fly, with average prices of $565.

Key details for Hartford to the Cayman Islands flights

Low season

June

Cheapest flight

$111
Beat the crowds with an average 25% drop in travelers.
The most popular month to fly with an average 35% increase in travelers.
One-way flight from Hartford to George Town

Your Hartford to the Cayman Islands flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Hartford to the Cayman Islands?

    Fares from Hartford to the Cayman Islands are around their usual level right now. A round-trip under $359 is considered a good deal, so it's worth keeping an eye out, or setting a Price Alert to catch price changes.

  • How much should I budget for a flight from Hartford to the Cayman Islands?

    Over the past 12 months, round-trip fares from Hartford to the Cayman Islands have ranged from $359 to $602.

  • What airlines fly nonstop from Hartford to the Cayman Islands?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Hartford to the Cayman Islands. One-stop options include:

    • American Airlines
    • Delta
    • Southwest

  • Which cabin classes are available on flights from Hartford to the Cayman Islands?

    On flights from Hartford to the Cayman Islands you can book Economy Class or First Class.

Your guide to booking Hartford to the Cayman Islands flights

Get tips on when to book, when to fly and what to know before your trip.
  • If you can plan ahead, the sweet spot for booking your flight is 13 weeks before your trip. KAYAK data shows fares in this window are around 34% lower than last-minute bookings (made within 2 weeks of departure). Not ready to commit? Set a Price Alert and we'll let you know when prices change.
  • If your travel dates are flexible, book your trip for August when flights are typically cheapest and avoid July when prices are at their highest.
  • Flying on Tuesday is usually the cheapest. Flights on Friday cost about 43% more on average, so being flexible with your travel dates could help you save.
  • Start your trip in George Town, which is the most popular destination in the Cayman Islands. From there, it's easy to continue on to other popular destinations such as West Bay, East End and North Side.

Reviews of the top 4 airlines serving from Hartford to the Cayman Islands

 
Need help choosing which airline to fly with from Hartford 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.
7.8
DeltaOverall score based on 8692 reviews
8.5Crew
8.1Boarding
7.8Comfort
7.8Entertainment
7.2Food
Airline reviews

good in general food is just snack and beverages (same snacks all the time) could you try to change them?

8.0 ExcellentMiguel, Oct 2026
Read more Delta reviews

good in general food is just snack and beverages (same snacks all the time) could you try to change them?

We experienced delays in small increments that added up to more than an hour. At the gate, staff showed little concern and compared our delay with the inbound flight’s two-hour tarmac wait, which didn’t address our situation. Once onboard, the flight attendants seemed tired and unfriendly. I understand delays are frustrating for everyone, but passengers shouldn’t feel blamed for them. During the flight, a bright light above the emergency exit stayed on. It was concerning, and no one explained it or offered passengers the option to move. After landing, we waited about 30 minutes on the tarmac for a gate, then waited again for an agent to connect the plane to the terminal. From the Reagan gate staff to the cabin crew and RDU personnel, the service felt dismissive throughout. Overall, this was a stressful trip and a very disappointing customer-service experience

My flight from Atlanta to Oklahoma City was delayed multiple times. I ended up arriving in Oklahoma City nearly two hours later at around 1:50 am the following morning. This was a highly disappointing experience.

My Delta flight 2423 from Atlanta to Oklahoma City got delayed multiple times. It was originally scheduled to depart at 10:41 pm EST with a 11:58 pm CST arrival in Oklahoma City. However, after multiple delays, the flight finally departed Atlanta at around 12:40 am and arrived in Oklahoma City at around 1:50 am. What was even more disappointing was that none of the crew members acknowledged, let alone apologize, for the delays. These delays were not due to weather and were only due to operational/mechanical issues on the part of Delta. As a former Platinum SkyMiles member, I valued loyalty with Delta. However, after having similar experiences in the recent past, I'll be switching my loyalty over to American Airlines going forward. This was a highly disappointing experience.

Love Delta. I'll take connections to stay on Delta even if another airline has a direct flight.

The main issue was the quantity of the drink. The hostess gave only half cup full of the soft drink. I was thirsty and was expecting full glass like every other time.

Delta always provides stellar service. I am always impressed and will try my best to travel via Delta if I can afford it.

Everything was pretty good. I would like to have more drinks (water) during four hours of the flight.

Everything was good except when we're on a 6 hour flight at dinner time and all they offer as part of the fare are little bags of junk food, it's disappointing. Bring back food service without an added price.

It's OK. Engine was noisy. The flight was super late. I mean 4 hours late. That is unheard of.

Connection times always good online, but not in reality when first leg is delayed (2 out of 2 times this trip).

When booking, the connection times seem fine. But in reality, my two connections were cut short by the first leg being delayed due to issues at the destination (too much traffic going into SFO, ORD) and it became extremely stressful.

It was good flight was smooth, little cold on the plane but other wise good.

I need to note that this flight experience was generally fine but the boarding situation was absolutely a mess and there wasn’t any actual priority boarding. I rated the experience poorly because I’m am genuinely so frustrated with the crew on United taking the baggage space in first class. This flight it didn’t happen, but the last few flights (when I ironically don’t get an opportunity to provide feedback) have been spoiled because upon entering the first class cabin as one of the first few seated passengers, the overhead bins are full and ‘crew’’ tags are on the bags of those taking space. I don’t intend to infer some sort of a class or caste system but it’s absolutely ridiculous that the crew takes the overhead storage above and beyond their most loyal and lucrative customers. They should not even have economy space IMO. And I’ve gotten grief when I’ve noted to the crew the ridiculousness of the notion that the crew (who are the last off the plane) should have priority over flyers who pay. I hope you find a way to convey this message to United because it’s happening with increasing frequency and I intend to find a way to expose the specific crew members who are doing this on a flight by flight basis. (And I have a day job)

Great flight and crew. Need more legroom and DO NOT allow seats to recline.

Flight and crew were great. Need more legroom and do not allow seats to recline.

Bathrooms broken, Wifi not working, Direct TV stuck in a United credit card loop for whole flight

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.

Plane didn’t even make it off the ground. We all had to get off and walk to a different terminal (lots of confusion) to get on a different plane. Landed fairly late, connections missed.

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

The boarding agent and checked bag agent were both rude. It only takes a second to be kind. However, the flight crew was amazing. I got a turkey sandwich and it wasn't bad---not great but not bad. The internet was my biggest problem. This was a work trip and I REALLY needed the internet to meet a deadline but it didn't work for 80% of the trip. Very disappointing.

I tried to check in beforehand from Ireland. The Jet Blue website sent me to the Aer Lingus website and vice versa. I tried to get a boarding pass at Dublin Airport as well, but they said they couldn't help me either. I had to wait until I arrived at the gate in Boston to secure a boarding pass...it was a bit nerve wracking.

Great flight. Best in years. Very clean craft. Easy boarding. Communicative pilot. Friendly flight attendants. Absolutely smooth take off, in flight and landing. Very comfortable seats. Smoothest flight I've experienced in years. THANK YOU JET BLUE!

I was asked to pony up an additional $239 (over the $735 paid originally) for a one way middle seat, which was very uncomfortable. Where did you expect me to sit?

Jet Blue sevice was good. Just don't understand why they charge for earphones to listen to flight entertainment. Other than that, everything was excellent.

Mostly good, flight take off in time and land earlier I can’t ask for more..

The crew was not nice this time. I asked for a drink one time and the girl didn’t say anything to me and just got me the hot drink while walking super fast to the back. We were sitting in the back and she wasn’t doing anything except socializing. She was upset I asked for something and she had to do her job. I also didn’t fully have it in my hands when she handed it to me so it was dangerous. She was abrupt and rude. She wouldn’t allow for people to spread out like previous flights we had been on if they were empty, and there were empty rows. It was strange and she enjoyed being angry at us.

Like the variety of entertainment options. One crew member was a little on the rough/rude side. Boarding was a mess, attendants didn't do a great job of helping with the luggage storage and it delayed us a couple of minutes.

The flight was delayed after already taxiing from the gate due to a malfunction. After 3 hours we were told the flight was canceled. The next flight available was Sunday. My daughter and I stayed overnight in the airport due to this issue. I was given a $12 meal voucher. Unacceptable

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

Flight was good- arrived early ! But ticketing with Underpricer and Kayak was poor at best- unnessacarily difficult due to how the ticket were issued

Flight attendant, forgot her name, was in front cabin, she was great

The crew were diligent about ensuring that our pet dog remained in his carrier for the entire flight, as is their mandate. I wish that mandate was changed so that our poor, scared pets can be comforted during a flight, whereas service animals get to stay out and about for the whole flight. Thank you.

the first flight smelled like urine Ac didn’t work pathetic experience

The flight was delayed multiple times. I was autobooted and placed in the center seat in the last row of the plane.

Am still mad at American airlines. You should know it's us travel nurses who are your customers and you treat us like nonsense it's not ok. American airlines took my money, no refund for whatsoever. A trip that was of 466 and I paid 466 and 833 then they chose for me where to sit and refund my seat choices and gave me expensive seats for 79 USD. Kayak doesn't help at all after booking you are on your own. Skyscanner is better

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.

Terrible experience with baggage claim at CLT. Posted as arriving at belt 4 and screen there showed the flight. Waited for over 1.2hrs before someone randomly came by and said the bags for that flight had been dropped at CD1 an unknown time ago. There was no notification in the app, on the screens or by any airport personnel prior to this time. Waiting 1.2 hrs after a 2 hr flight for a bag you paid $40 extra to check is infuriating and disappointing.

On the new 319 NEO? seatback entertainment system did not work even when the flight attendant rebooted it. At least I had my cell phone to connect with wifi.

Delay. Flight was delayed in Washington.knew that connection was impossible as not enough time to switch terminals. The steward would not let me stay the night. So forced to Dallas.late night, after 10pm.hotel checkin was one hour. Passengers lined up only one girl to checkin at comfort inn. No food availability at that time. Had to leave early at 6:30 am to catch a flight at 8:45. Stressfull.

More options for your flight from Hartford to the Cayman Islands

Complete your trip to the Cayman Islands with a hotel stay or car rental