HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cayman Islands

$163+ Cheap flights from Hartford (BDL) to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — GCM
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Hartford to Cayman Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 September 17, 2025.

Round-trip from

$328
(American Airlines)

One-way from

$163
(Expedia)

Popular in

December

Cheapest in

July

Average price

$589
From Hartford Bradley Intl to Cayman Islands
Search Deals
One-way flight from Hartford Bradley Intl to Cayman Islands
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/17. 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 12/55:00 amBDL - GCM
2 stops15h 15mAmerican Airlines
Wed 12/103:45 pmGCM - BDL
1 stop8h 13mAmerican Airlines
Deal found 9/17$332
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Thu 12/46:00 amBDL - GCM
1 stop8h 55mJetBlue
Tue 12/93:55 pmGCM - BDL
1 stop8h 04mJetBlue
Deal found 9/15$378
This Expedia deal was found by Cheapflights users on 9/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:20 pmBDL - GCM
1 stop20h 35mJetBlue
Tue 12/93:55 pmGCM - BDL
1 stop8h 04mJetBlue
Deal found 9/16$388
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Fri 10/317:00 amBDL - GCM
1 stop7h 31mJetBlue
Fri 11/73:45 pmGCM - BDL
1 stop6h 44mJetBlue
Deal found 9/15$406
This JetBlue deal was found by Cheapflights users on 9/17. 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.
Sat 11/17:00 amBDL - GCM
1 stop7h 31mJetBlue
Sat 11/83:45 pmGCM - BDL
1 stop6h 44mJetBlue
Deal found 9/17$460
This United Airlines deal was found by Cheapflights users on 9/16. 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 12/57:50 pmBDL - GCM
2 stops17h 55mUnited Airlines
Mon 12/85:45 pmGCM - BDL
2 stops20h 24mUnited Airlines
Deal found 9/16$505
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/185:19 pmBDL - GCM
1 stop19h 06mAmerican Airlines
Mon 10/2012:25 pmGCM - BDL
1 stop7h 00mAmerican Airlines
Deal found 9/15$510
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/105:42 amBDL - GCM
1 stop6h 28mAmerican Airlines
Tue 10/148:25 amGCM - BDL
1 stop13h 27mAmerican Airlines
Deal found 9/15$546

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 September 17, 2025.
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

Fri 2/6

5:43 am-2:00 pm

1 stop8h 17m

George Town Owen Roberts Intl

Thu 2/12

1:35 pm-12:20 am

1 stop10h 45m

$328

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Fri 12/5

5:00 am-8:15 pm

2 stops15h 15m

George Town Owen Roberts Intl

Wed 12/10

1:25 pm-11:56 pm

2 stops10h 31m

$332

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Sat 11/1

5:19 pm-12:13 pm

2 stops19h 54m

George Town Owen Roberts Intl

Sat 11/8

12:30 pm-10:23 pm

1 stop9h 53m

$332

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 12/4

6:00 am-2:55 pm

1 stop8h 55m

George Town Owen Roberts Intl

Tue 12/9

3:55 pm-11:59 pm

1 stop8h 04m

$378

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Sat 1/17

5:43 am-7:51 pm

1 stop14h 08m

George Town Owen Roberts Intl

Tue 1/20

4:15 pm-8:06 am

2 stops15h 51m

$382

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Fri 10/31

7:00 am-1:31 pm

1 stop7h 31m

George Town Owen Roberts Intl

Fri 11/7

3:45 pm-10:29 pm

1 stop6h 44m

$406

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Fri 12/5

6:20 pm-2:55 pm

1 stop20h 35m

$163

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Fri 12/5

6:00 am-4:30 pm

2 stops10h 30m

$226

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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, January is the cheapest month in which you can book a flight from Hartford to Cayman Islands (average of $467). Flying from Hartford to Cayman Islands in March is currently the most expensive (average of $594). 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 September 17, 2025.
Read through reviews of airlines operating flights from Hartford to the Cayman Islands, such as Southwest, Delta, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 8h 17m. 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, January is the cheapest month in which you can book a flight from Hartford to Cayman Islands (average of $467). Flying from Hartford to Cayman Islands in March is currently the most expensive (average of $594). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Hartford to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Luis Munoz Marin Intl flights
LaGuardia to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Santiago de los Caballeros flights
John F Kennedy Intl to Punta Cana flights
Newark to Oranjestad flights
Newark to Santiago de los Caballeros flights
John F Kennedy Intl to Montego Bay flights
Newark to Santo Domingo flights
John F Kennedy Intl to Oranjestad flights
Newark to Punta Cana flights
Newark to Montego Bay flights
John F Kennedy Intl to Port of Spain flights
LaGuardia to Punta Cana flights
Newark to Simpson Bay flights
Hartford to Luis Munoz Marin Intl flights
John F Kennedy Intl to Kingston flights
LaGuardia to Santo Domingo flights
LaGuardia to Montego Bay flights
LaGuardia to Oranjestad flights
John F Kennedy Intl to Simpson Bay flights
Newark to Saint Thomas Island flights
John F Kennedy Intl to Willemstad flights
Newark to Nassau flights
John F Kennedy Intl to Nassau flights
LaGuardia to Santiago de los Caballeros flights
John F Kennedy Intl to Saint Thomas Island flights
Newark to Providenciales flights
John F Kennedy Intl to Providenciales flights
LaGuardia to Nassau flights
LaGuardia to Simpson Bay flights
John F Kennedy Intl to Bridgetown flights
John F Kennedy Intl to Puerto Plata flights
John F Kennedy Intl to Aguadilla flights
John F Kennedy Intl to St. John's flights
LaGuardia to Providenciales flights
LaGuardia to Saint Thomas Island flights
John F Kennedy Intl to Castries flights
LaGuardia to Kingston flights
John F Kennedy Intl to George Town flights
Newark to George Town flights
John F Kennedy Intl to St. George's flights
Newark to Kingston flights
Providence to Luis Munoz Marin Intl flights
LaGuardia to Willemstad flights
John F Kennedy Intl to Ponce flights
Newark to Port of Spain flights
Newark to Willemstad flights
LaGuardia to Bridgetown flights

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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$440Average$558FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$463Average$567FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$485Average$704FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.