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Cayman Islands

$286+ Cheap flights from Hartford (BDL) to the Cayman Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — GCM
Feb 17 — Feb 241
Tue 2/17
Tue 2/24
1 adult, Economy
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Cheap flight deals from Hartford to Cayman Islands

Keep the following information in mind while searching for Hartford to Cayman Islands flight deals. Data was last updated January 18, 2026.

Round-trip from

$286
(American Airlines)

Popular in

October

Cheapest in

January

Average price

$438
From Hartford Bradley Intl to Cayman Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Find flight deals from Hartford to Cayman Islands

Cheapest flights from Hartford to Cayman Islands
Explore the most affordable flight options available from Hartford to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 18, 2026.

This American Airlines deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/45:27 pm
BDL
-
GCM
2 stops18h 33m
American Airlines
Mon 6/82:10 pm
GCM
-
BDL
2 stops17h 55m
American Airlines
Deal found 1/17$286
This American Airlines deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:00 am
BDL
-
GCM
1 stop6h 03m
American Airlines
Tue 3/33:35 pm
GCM
-
BDL
1 stop18h 35m
American Airlines
Deal found 1/17$288
This American Airlines deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:25 am
BDL
-
GCM
2 stops11h 50m
American Airlines
Fri 3/63:35 pm
GCM
-
BDL
1 stop18h 35m
American Airlines
Deal found 1/17$292
This United Airlines deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:00 am
BDL
-
GCM
1 stop7h 45m
United Airlines
Mon 3/164:45 pm
GCM
-
BDL
2 stops20h 30m
United Airlines
Deal found 1/17$306
This American Airlines deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/67:40 pm
BDL
-
GCM
2 stops15h 46m
American Airlines
Thu 2/123:15 pm
GCM
-
BDL
1 stop9h 10m
American Airlines
Deal found 1/17$308
This JetBlue deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/26:00 am
BDL
-
GCM
1 stop8h 31m
JetBlue
Thu 2/53:40 pm
GCM
-
BDL
1 stop8h 03m
JetBlue
Deal found 1/17$325
This American Airlines deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/25:00 am
BDL
-
GCM
2 stops9h 45m
American Airlines
Thu 2/53:45 pm
GCM
-
BDL
1 stop8h 06m
American Airlines
Deal found 1/17$330
This JetBlue deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:00 am
BDL
-
GCM
1 stop8h 35m
JetBlue
Fri 3/63:40 pm
GCM
-
BDL
1 stop8h 18m
JetBlue
Deal found 1/17$331
This American Airlines deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/216:00 am
BDL
-
GCM
2 stops14h 20m
American Airlines
Fri 1/233:45 pm
GCM
-
BDL
2 stops19h 19m
American Airlines
Deal found 1/17$334
This United Airlines deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:46 pm
BDL
-
GCM
2 stops17h 59m
United Airlines
Tue 3/32:25 pm
GCM
-
BDL
2 stops19h 09m
United Airlines
Deal found 1/17$338

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hartford to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 18, 2026.
Use the filters below to find and compare flights from Hartford to the Cayman Islands that are best for you.

Fly from

Hartford

Fly to

Cayman Islands

Route

Depart

Return

Price

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 6/4

5:27 pm-1:10 pm

2 stops20h 43m

George Town Owen Roberts Intl

Mon 6/8

2:10 pm-10:24 am

2 stops19h 14m

$286

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Wed 3/11

6:53 am-1:44 pm

1 stop7h 51m

George Town Owen Roberts Intl

Mon 3/16

2:15 pm-10:44 am

1 stop19h 29m

$288

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Fri 2/27

6:00 am-12:03 pm

1 stop6h 03m

George Town Owen Roberts Intl

Tue 3/3

3:35 pm-10:10 am

1 stop18h 35m

$288

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Sun 3/1

8:25 am-8:15 pm

2 stops11h 50m

George Town Owen Roberts Intl

Fri 3/6

3:35 pm-10:10 am

1 stop18h 35m

$292

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Tue 3/10

6:53 am-7:15 pm

2 stops13h 22m

George Town Owen Roberts Intl

Mon 3/16

2:15 pm-10:44 am

1 stop19h 29m

$292

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Wed 3/11

6:00 am-12:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Mon 3/16

4:45 pm-2:15 pm

2 stops20h 30m

$306

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Fri 2/6

7:40 pm-11:26 am

2 stops15h 46m

George Town Owen Roberts Intl

Thu 2/12

3:15 pm-12:25 am

1 stop9h 10m

$308

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Mon 2/2

6:00 am-2:31 pm

1 stop8h 31m

George Town Owen Roberts Intl

Thu 2/5

3:40 pm-11:43 pm

1 stop8h 03m

$325

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Sun 3/1

6:00 am-2:35 pm

1 stop8h 35m

George Town Owen Roberts Intl

Fri 3/6

3:40 pm-11:58 pm

1 stop8h 18m

$331

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Fri 2/27

7:46 pm-1:45 pm

2 stops17h 59m

George Town Owen Roberts Intl

Tue 3/3

2:25 pm-9:34 am

2 stops19h 09m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/18

Showing 1-10 of 11 results
1
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Best time to book a flight from Hartford to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Hartford with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Hartford to Cayman Islands?

Currently, April is the cheapest month in which you can book a flight from Hartford to Cayman Islands (average of $276). Flying from Hartford to Cayman Islands in August is currently the most expensive (average of $585). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated January 18, 2026.
Read through reviews of airlines operating flights from Hartford to the Cayman Islands, such as Delta, American Airlines, and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,075 reviews

Boarding

8.1

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,075 reviews
Delta
7.9
Good
8,075 reviews

Boarding

8.1

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,157 reviews
Delta
7.9
Good
8,075 reviews

Boarding

8.1

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,891 reviews
Delta
7.9
Good
8,075 reviews

Boarding

8.1

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Hartford to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hartford to Cayman Islands?

    Located just 11.9 mi from the city center, Hartford Bradley Intl (BDL) is the airport most travelers will use when flying to Cayman Islands from Hartford.

  • How long is the flight from Hartford to Cayman Islands?

    Departing from Hartford to Cayman Islands will take you 20h 43m. Hartford and Cayman Islands are separated by a distance of 1644 mi.

  • Can I find deals for flights from Hartford to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Hartford to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hartford to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hartford to Cayman Islands.

  • Can I find deals for business class flights from Hartford to Cayman Islands?

    Yes. Cheapflights offers flight deals from Hartford to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hartford to Cayman Islands?

    Currently, April is the cheapest month in which you can book a flight from Hartford to Cayman Islands (average of $276). Flying from Hartford to Cayman Islands in August is currently the most expensive (average of $585). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 3 airlines flying from Hartford to Cayman Islands

Discover the top 3 airlines that operate flights from Hartford to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$188Average$392FlexibilityNo cancel feeOn-time62%
DeltaCheapest$214Average$483FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$365Average$548FlexibilityNo cancel feeOn-time71%

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