Cayman Islands

$138+ Cheap flights from Connecticut 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — GCM
Jan 26 — Feb 21
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Cheap flight deals from Connecticut to Cayman Islands

Discover tips and strategies to find the most affordable flight options for your journey from Connecticut (USCT) to Cayman Islands (KY0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$246
(JetBlue)

One-way from

$138
(Delta)
From Connecticut to Cayman Islands
One-way flight from Connecticut to Cayman Islands

Find flight deals from Connecticut to Cayman Islands

Cheapest flights from Connecticut to Cayman Islands
Explore the most affordable flight options available from Connecticut to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This JetBlue deal was found by Cheapflights users on 1/21. 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 2/218:00 amJFK - GCM
Nonstop4h 07mJetBlue
Fri 2/281:12 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 1/21$246
This American Airlines deal was found by Cheapflights users on 1/21. 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 2/206:30 amJFK - GCM
1 stop6h 00mAmerican Airlines
Thu 2/273:20 pmGCM - JFK
1 stop6h 39mAmerican Airlines
Deal found 1/21$261
This United Airlines deal was found by Cheapflights users on 1/21. 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.
Thu 3/610:28 amLGA - GCM
1 stop5h 47mUnited Airlines
Mon 3/101:50 pmGCM - LGA
1 stop8h 22mUnited Airlines
Deal found 1/21$261
This American Airlines deal was found by Cheapflights users on 1/20. 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 2/196:00 amLGA - GCM
1 stop9h 00mAmerican Airlines
Wed 2/261:00 pmGCM - LGA
2 stops10h 43mAmerican Airlines
Deal found 1/20$265
This United Airlines deal was found by Cheapflights users on 1/21. 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 3/286:00 amEWR - GCM
1 stop7h 45mUnited Airlines
Mon 3/3112:55 pmGCM - EWR
Nonstop3h 56mUnited Airlines
Deal found 1/21$327
This American Airlines deal was found by Cheapflights users on 1/20. 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 3/157:18 pmEWR - GCM
1 stop17h 27mAmerican Airlines
Wed 3/192:25 pmGCM - EWR
1 stop7h 40mAmerican Airlines
Deal found 1/20$328
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/226:00 amJFK - GCM
1 stop6h 29mDelta
Thu 5/112:50 pmGCM - JFK
1 stop11h 08mDelta
Deal found 1/21$355
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/226:00 amLGA - GCM
1 stop6h 29mDelta
Wed 4/2312:50 pmGCM - LGA
1 stop7h 59mDelta
Deal found 1/21$355
This CheapOair deal was found by Cheapflights users on 1/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/810:00 amJFK - GCM
Nonstop4h 00mCayman Airways
Sun 5/115:00 pmGCM - JFK
Nonstop4h 00mCayman Airways
Deal found 1/21$409
This Southwest deal was found by Cheapflights users on 1/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/65:00 pmLGA - GCM
2 stops19h 50mSouthwest
Mon 3/1012:40 pmGCM - LGA
2 stops9h 15mSouthwest
Deal found 1/21$414
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/118:04 pmEWR - GCM
1 stop20h 06mMultiple Airlines
Tue 2/2511:30 amGCM - EWR
1 stop9h 46mMultiple Airlines
Deal found 1/19$426
This Gotogate deal was found by Cheapflights users on 1/21. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/203:55 pmJFK - GCM
1 stop23h 05mMultiple Airlines
Sun 3/235:10 pmGCM - JFK
Nonstop3h 50mMultiple Airlines
Deal found 1/21$427

Find flights from Connecticut to Cayman Islands within your budget

Customize your flight search to find flights from Connecticut 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 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 4/3

8:00 am-11:03 am

Nonstop4h 03m

George Town Owen Roberts Intl

Fri 4/11

12:03 pm-4:57 pm

Nonstop3h 54m

$246

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 3/13

6:30 am-11:45 am

1 stop6h 15m

George Town Owen Roberts Intl

Mon 3/17

2:25 pm-10:30 pm

1 stop7h 05m

$252

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Thu 3/6

10:28 am-4:15 pm

1 stop5h 47m

George Town Owen Roberts Intl

Mon 3/10

1:50 pm-11:12 pm

1 stop8h 22m

$261

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 2/19

6:00 am-3:00 pm

1 stop9h 00m

George Town Owen Roberts Intl

Wed 2/26

1:00 pm-11:43 pm

2 stops10h 43m

$265

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Fri 3/28

6:00 am-12:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Mon 3/31

12:55 pm-5:51 pm

Nonstop3h 56m

$327

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Fri 3/28

7:18 pm-10:59 am

2 stops16h 41m

George Town Owen Roberts Intl

Mon 3/31

2:25 pm-4:23 pm

1 stop24h 58m

$328

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Tue 4/22

6:00 am-11:29 am

1 stop6h 29m

George Town Owen Roberts Intl

Wed 4/23

12:50 pm-9:49 pm

1 stop7h 59m

$355

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 3/5

9:35 pm-12:50 pm

2 stops15h 15m

George Town Owen Roberts Intl

Wed 3/12

12:40 pm-10:25 pm

2 stops8h 45m

$384

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 2/20

9:00 am-1:00 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Wed 2/26

5:10 pm-9:00 pm

Nonstop3h 50m

$407

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 3/15

10:05 am-1:40 pm

2 stops28h 35m

George Town Owen Roberts Intl

Sat 3/22

5:10 pm-10:00 pm

Nonstop3h 50m

$421

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 50 results
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Best time to book a flight from Connecticut to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Connecticut 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.

Travel insights for flights from Connecticut to Cayman Islands

Get recent, data-driven insights about flights from Connecticut to Cayman Islands including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from Connecticut to Cayman Islands (average of $467). Flying from Connecticut 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 January 21, 2025.
Peruse reviews from past customers who have flown with JetBlue, United Airlines and American Airlines from Connecticut to Cayman Islands to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Food

7.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Food

7.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Food

7.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
3,200 reviews
8.1
Very good
4,662 reviews

Food

7.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
8,984 reviews
8.1
Very good
4,662 reviews

Food

7.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
10,000 reviews
8.1
Very good
4,662 reviews

Food

7.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Connecticut 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 are the cheapest airlines to fly from Connecticut to Cayman Islands one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $138. However, be on the lookout for offers from American Airlines and Cayman Airways, as they are both options that can get you from Connecticut to Cayman Islands for a low price.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Connecticut 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 Connecticut to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Connecticut to Cayman Islands (average of $467). Flying from Connecticut 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

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Alternative routes for Connecticut to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Connecticut to Cayman Islands

Discover the top 3 airlines that operate flights from Connecticut 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 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$440Average$526FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$485Average$551FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$488Average$617FlexibilityNo cancel feeOn-time69%
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