$296 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 12/15. 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

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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

Mon, Dec 15 - Fri, Dec 19
United Airlines Logo
7:50 pm - 4:30 pmBDL-GCM
20h 40m2 stops
United Airlines Logo
5:10 pm - 11:58 pmGCM-BDL
6h 48m1 stop
$296United Airlines
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Sat, Nov 1 - Sat, Nov 8
United Airlines Logo
6:10 am - 3:35 pmBDL-GCM
10h 25m2 stops
United Airlines Logo
5:30 pm - 11:33 pmGCM-BDL
6h 03m1 stop
$317United Airlines
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Thu, Oct 30 - Thu, Nov 6
Delta Logo
6:00 am - 11:40 amBDL-GCM
6h 40m1 stop
Delta Logo
2:00 pm - 11:29 pmGCM-BDL
9h 29m1 stop
$319Delta
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Sun, Mar 1 - Sat, Mar 7
United Airlines Logo
6:10 am - 1:45 pmBDL-GCM
7h 35m1 stop
United Airlines Logo
5:15 pm - 11:50 pmGCM-BDL
6h 35m1 stop
$328United Airlines
Find Deal
Fri, Jan 23 - Mon, Jan 26
American Airlines Logo
5:23 am - 8:23 pmBDL-GCM
15h 00m1 stop
American Airlines Logo
8:45 am - 11:47 pmGCM-BDL
15h 02m2 stops
$357American Airlines
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Fri, Jan 23 - Mon, Jan 26
American Airlines Logo
5:23 am - 8:23 pmBDL-GCM
15h 00m1 stop
American Airlines Logo
3:25 pm - 11:38 amGCM-BDL
20h 13m1 stop
$359American Airlines
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Fri, Feb 6 - Thu, Feb 12
JetBlue Logo
6:00 am - 2:35 pmBDL-GCM
8h 35m1 stop
JetBlue Logo
3:55 pm - 11:42 pmGCM-BDL
7h 47m1 stop
$371JetBlue
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Fri, Oct 31 - Mon, Nov 10
Delta Logo
6:00 am - 11:41 amBDL-GCM
6h 41m1 stop
Delta Logo
1:50 pm - 9:05 pmGCM-BDL
7h 15m1 stop
$374Delta
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Mon, Dec 15 - Fri, Dec 19
JetBlue Logo
7:02 am - 2:31 pmBDL-GCM
7h 29m1 stop
JetBlue Logo
3:40 pm - 11:59 pmGCM-BDL
8h 19m1 stop
$409JetBlue
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Sun, Mar 1 - Sat, Mar 7
Southwest Logo
1:15 pm - 12:55 pmBDL-GCM
23h 40m2 stops
Southwest Logo
3:55 pm - 6:55 amGCM-BDL
15h 00m2 stops
$515Southwest
Find Deal
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 July, when tickets cost $483 (return) on average. On the other hand, the most expensive months are October and December, when the average cost of round-trip tickets is $693 and $690 respectively.

Good to know

Low seasonSeptember
Cheapest flight$296
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 6% lower on average.
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.

  • What is the cheapest time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $561 on average. The most expensive time of day to fly to the Cayman Islands is generally at night, which is peak travel time and where the average cost of a ticket is $663.

Reviews of the top airlines flying 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 7975 reviews
7.9Entertainment
8.2Boarding
7.3Food
8.5Crew
7.9Comfort
Airline reviews

On time flight. Seat comfort could be better in the Comfort section.

10.0 ExcellentMichael, Oct 2025CLT - MSP
Read more Delta reviews

On time flight. Seat comfort could be better in the Comfort section.

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

The flight was an hour and a half late departing which was inconvenient

Delay in SLC jammed us up in Chicago. Got caught up in rush hour traffic

The crew took good care of us. The flight from ATL to SFO is a longer one, and there were multiple beverage offerings. I like the 757's that Delta uses. Good airplane that is comfortable. I do wish Delta would separate Priority boarding from the better seats. I would gladly take a smaller seat in an open row than be jammed into Comfort just to get priority boarding, just to make sure I don't have to check a bag.

The flight was great. The gate location was way to far away!!!

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Gate agent rushed to fill hot jetway with crowd so it took over 12 minutes to go from gate to plane. Just like a discount airline Pooly prepared cabin and third time that claim of rough air prevented any cabin service. Friends on a Southwest flight at similar time had service.

Cramped seating for me. Luckily it wasn’t a long flight

Lounge in Lagos is terrible, food on board from Lagos to Atlanta was horrible. Only bright spot the cabin crew were awesome.

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

Flight attendants on this flight were very attentive and friendly

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Food should be better quality. Video screens have poor resolution and the library of movies is poor. The other airlines are much better.

the trip to madrid was uncomfortable with my legs touching the seat in front of me

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

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

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