$163 Find Cheap Flights from Hartford to the Cayman Islands

This is the cheapest one-way 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 9/22. 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.
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Best Cayman Islands Flight Deals from Hartford

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

George Town
George Town1 stop$432
George Town
George Town1 stop$432

Cheap Flights from Hartford to the Cayman Islands

 
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

Sat, Oct 11 - Sat, Oct 18
American Airlines Logo
7:45 pm - 11:05 amBDL-GCM
16h 20m1 stop
American Airlines Logo
3:20 pm - 10:35 pmGCM-BDL
6h 15m1 stop
$432American Airlines
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Tue, Jun 3 - Tue, Jun 10
Delta Logo
6:00 am - 11:20 amBDL-GCM
6h 20m1 stop
Delta Logo
12:40 pm - 8:19 pmGCM-BDL
6h 39m1 stop
$434Delta
Find Deal
Sat, Oct 11 - Sat, Oct 18
American Airlines Logo
7:45 pm - 11:10 amBDL-GCM
16h 25m2 stops
American Airlines Logo
3:20 pm - 8:48 amGCM-BDL
16h 28m2 stops
$436American Airlines
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Tue, May 27 - Fri, Jun 6
American Airlines Logo
7:46 pm - 11:20 amBDL-GCM
16h 34m2 stops
American Airlines Logo
3:30 pm - 9:02 amGCM-BDL
16h 32m2 stops
$438American Airlines
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Fri, Jul 18 - Fri, Jul 25
Delta Logo
6:00 am - 11:25 amBDL-GCM
6h 25m1 stop
Delta Logo
12:40 pm - 11:46 pmGCM-BDL
10h 06m1 stop
$459Delta
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Tue, Jul 1 - Mon, Jul 7
American Airlines Logo
6:09 am - 11:15 amBDL-GCM
6h 06m1 stop
American Airlines Logo
12:10 pm - 9:00 amGCM-BDL
19h 50m2 stops
$463American Airlines
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Fri, Aug 8 - Mon, Aug 11
Delta Logo
6:00 am - 11:25 amBDL-GCM
6h 25m1 stop
Delta Logo
12:50 pm - 10:08 pmGCM-BDL
8h 18m1 stop
$484Delta
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Fri, Aug 8 - Mon, Aug 11
United Airlines Logo
7:45 pm - 12:30 pmBDL-GCM
17h 45m2 stops
United Airlines Logo
1:35 pm - 9:38 amGCM-BDL
19h 03m2 stops
$632United Airlines
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Sat, Aug 9 - Sat, Aug 9
United Airlines Logo
6:00 am - 1:30 pmBDL-GCM
8h 30m1 stop
United Airlines Logo
4:15 pm - 9:42 amGCM-BDL
16h 27m1 stop
$1,096United Airlines
Find Deal
Fri, Jul 18 - Fri, Jul 25
British Airways Logo
6:05 pm - 4:10 pmBDL-GCM
23h 05m3 stops
British Airways Logo
6:05 pm - 4:35 pmGCM-BDL
45h 30m3 stops
$8,945British Airways
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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 March, when tickets cost $527 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $732 and $663 respectively.


Good to know

Low seasonSeptember
High seasonFebruary
Cheapest flight$163
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 5% 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.

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.
8.0
SouthwestOverall score based on 4292 reviews
8.6Crew
7.6Entertainment
8.2Boarding
7.1Food
8.0Comfort
Airline reviews

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

10.0 ExcellentKurt V, May 2025AUS - ABQ
Read more Southwest reviews

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

737-800 in first class was pretty dumpy. Seat had an uncomfortable angle, storage under the seat was blocked so even my very modest backpack didn't fit, power outlet was flaky. Weird tiny seat pockets that couldn't hold a gallon ziploc bag, emesis bag missing, etc. etc. No in-flight service due to turbulence. Crew was excellent, boarding was smooth despite a full flight.

Food from the flight from Atlanta to Santiago was very poor..

Flight was delayed due to weather. Crew did a nice job of making us comfortable. No complain complaints.

Our bag was lost so that made unnecessary chaos On our trip

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The seat and leg room was not good. The food and beverage service was good.

Liked fold flat bed. Didn’t like having no window. Didn’t like poor choice of food and being served dinner very late, hours after take off of a 7:40pm flight. Servers not friendly. Food horrible in business class.

Everything is good except the dinner and breakfast. The sandwich is very delicious. Toilet is clean, I only use one of them. Flight attendants are very nice. 👍👍

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Multiple delays and not straight answer from the United team

For economy, it was very good. Staff was great, they even let some of us change seats for more leg room... Put an empty seat between us which was fantastic for a 12hr flight. Onboard entertainment was excellent, I think over 200 choices of movies/tv/etc The bad was the barely/nonfunctional wifi that cost either $16.99 or 1700 miles (full flight). It was atrocious... Definitely the worst of the last 3 long haul major airlines I was on the last few months.

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Update departure times in a more timely manner. We are not boarding on time if the plane isn’t arriving until after our scheduled departure time.

Update.us on flight information in a more timely manner. Don’t say we are boarding on time ten minutes before the boarding time when the aircraft isn’t arriving for another forty minutes.

The boarding was pretty easy. However, the first class seats are not lay flat as other airlines (like JetBlue) has and therefore sleeping was a challenge.

It was nobody’s fault - but the plane came 4-hrs late and we were updated randomly in 20-30 mins increments which left us hostage to sit and wait expectantly. It was very long and got very late. Our plane didn’t land until nearly 1 am! Also the toilet wasn’t working. The hosts were nice enough but were clearly “about to pass out” as one told me. Lastly, there was no snack or even time for it. Just a bad experience overall.

Was a normal flight but it was delayed, and there wasn't an explanation.

In flight connectivity (via T-Mobile) was often not working.

Pitch was very small. Knees were on the seat back in front of me.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

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

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