$286 Find Cheap Flights from Hartford to the Cayman Islands

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hartford to the Cayman Islands departing on 2/24. 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.
1 adult
1 adult, Economy, 0 bags

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Book Cheap Hartford to the Cayman Islands Plane Tickets

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

Tue, Feb 24 - Tue, Mar 3
American Airlines Logo
5:45 am - 8:15 pm
BDL
-
GCM
14h 30m
1 stop
American Airlines Logo
1:05 pm - 10:44 pm
GCM
-
BDL
9h 39m
2 stops
$286American Airlines
Fri, Feb 6 - Thu, Feb 12
American Airlines Logo
1:22 pm - 11:26 am
BDL
-
GCM
22h 04m
1 stop
American Airlines Logo
3:15 pm - 12:25 am
GCM
-
BDL
9h 10m
1 stop
$288American Airlines
Wed, Feb 18 - Mon, Feb 23
American Airlines Logo
5:28 am - 3:25 pm
BDL
-
GCM
9h 57m
2 stops
American Airlines Logo
3:35 pm - 10:10 am
GCM
-
BDL
18h 35m
1 stop
$292American Airlines
Wed, Feb 18 - Mon, Feb 23
United Airlines Logo
7:46 pm - 1:45 pm
BDL
-
GCM
17h 59m
2 stops
United Airlines Logo
2:50 pm - 9:34 am
GCM
-
BDL
18h 44m
2 stops
$306United Airlines
Fri, Feb 6 - Thu, Feb 12
American Airlines Logo
7:40 pm - 11:26 am
BDL
-
GCM
15h 46m
2 stops
American Airlines Logo
3:15 pm - 12:25 am
GCM
-
BDL
9h 10m
1 stop
$308American Airlines
Fri, Feb 6 - Thu, Feb 12
American Airlines Logo
1:22 pm - 11:26 am
BDL
-
GCM
22h 04m
1 stop
American Airlines Logo
3:15 pm - 12:25 am
GCM
-
BDL
9h 10m
1 stop
$310American Airlines
Mon, Feb 2 - Thu, Feb 5
JetBlue Logo
6:00 am - 2:31 pm
BDL
-
GCM
8h 31m
1 stop
JetBlue Logo
3:40 pm - 11:43 pm
GCM
-
BDL
8h 03m
1 stop
$325JetBlue
Mon, Feb 2 - Thu, Feb 5
American Airlines Logo
5:00 am - 2:45 pm
BDL
-
GCM
9h 45m
2 stops
American Airlines Logo
3:45 pm - 11:51 pm
GCM
-
BDL
8h 06m
1 stop
$330American Airlines
Sun, Mar 1 - Fri, Mar 6
JetBlue Logo
6:00 am - 2:35 pm
BDL
-
GCM
8h 35m
1 stop
JetBlue Logo
3:40 pm - 11:58 pm
GCM
-
BDL
8h 18m
1 stop
$331JetBlue
Fri, Feb 27 - Tue, Mar 3
United Airlines Logo
7:46 pm - 1:45 pm
BDL
-
GCM
17h 59m
2 stops
United Airlines Logo
2:25 pm - 9:34 am
GCM
-
BDL
19h 09m
2 stops
$338United Airlines
Booking Insights

KAYAK's insights & trends for Hartford to the Cayman Islands flights

Get data-powered insights and trends into flights from Hartford to the Cayman Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Hartford to the Cayman Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Hartford 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 Hartford to the Cayman Islands is January, when tickets cost $438 (return) on average. On the other hand, the most expensive months are October and April, when the average cost of round-trip tickets is $665 and $627 respectively.

Good to know

Low seasonNovember
Cheapest flight$286
Best time to beat the crowds with an average 4% drop in price.
Flight from Hartford to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from Hartford 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 Hartford to the Cayman Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Hartford 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 Hartford 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 Hartford 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 Hartford 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 Hartford to the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 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.
7.9
DeltaOverall score based on 8075 reviews
8.5Crew
8.1Boarding
7.8Entertainment
7.9Comfort
7.2Food
Airline reviews

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

4.0 Okaybyron, Jan 2026
CWA - MSP
Read more Delta reviews

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Easiest airport experience ever in my life at MSP with Delta check-in and flight attendant gave us a bottle of champagne in celebration of our 10-year wedding anniversary, so overall amazing!

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

Inexperienced boarding crew allowed too many bags on to a full flight and delayed takeoff causing a missed connection and unplanned overnight stay. There was a hotel at the airport but Delta would not pay for it offering only to shuttle me to an area hotel. Never even offerred so much as an apology by anyone working for Delta.

Staff was great! Kind and cordial! Middle seat row 28 seat B has a hump in it. Trays were getting stuck when putting down and up. Good flight

Departure was delayed resulting in me missing my connection. Delta did not autimatically find me another flight.

The seats weren’t reclining even though it wasn’t as exit seat

Qatar airways ,boarding arrangements at Hamid international airport could been better

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

My seat tv didn’t work the whole trip. And the seat space is too small despite being seated at the front.

The seat cushions were very worn so they were extremely uncomfortable.

Delayed, no updates, had a rewards number but was not working

The seats from lax to DFW was so tight that I could not move my legs . No WiFi and had to pay . Not a good selection of entertainment

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

The professionals have excellent customer service, the seats don´t have enough space.

We were upgraded to First Class and it was a great flight

Amazing I love American. I’ll never fly anyone else if I can help it.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

Good. No issues except a slight delay. Crew came in late.

Not a pleasant experience, service was poor. Didn't like it

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Everything you need to know for your flight from Hartford to the Cayman Islands

Information on your arrival and departure airports