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Grand Cayman

$56+ Cheap flights from Connecticut to Grand Cayman

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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — GCM
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Connecticut to Grand Cayman

Keep the following information in mind while searching for Connecticut to Grand Cayman flight deals. Data was last updated January 8, 2026.

Round-trip from

$243
(Super.com)

One-way from

$56
(Priceline)

Popular in

October

Cheapest in

January

Average price

$363
From Connecticut to Grand Cayman
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One-way flight from Connecticut to Grand Cayman
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Highest demand for flights based on searches. 6% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Connecticut to Grand Cayman

Cheapest flights from Connecticut to Grand Cayman
Explore the most affordable flight options available from Connecticut to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This Super.com deal was found by Cheapflights users on 1/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/316:00 amLGA - GCM
1 stop7h 38mSpirit Airlines
Sat 2/72:34 pmGCM - LGA
1 stop9h 14mSpirit Airlines
Deal found 1/7$243
This Flysmarter deal was found by Cheapflights users on 1/7. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/306:00 amBDL - GCM
1 stop8h 32mJetBlue
Sun 2/83:40 pmGCM - BDL
1 stop8h 03mJetBlue
Deal found 1/7$255
This FlightHub deal was found by Cheapflights users on 1/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/87:55 amEWR - GCM
1 stop5h 58mSpirit Airlines
Thu 2/122:49 pmGCM - EWR
1 stop9h 09mSpirit Airlines
Deal found 1/7$257
This FlightHub deal was found by Cheapflights users on 1/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/187:55 amEWR - GCM
1 stop5h 58mSpirit Airlines
Thu 1/222:49 pmGCM - EWR
1 stop6h 25mSpirit Airlines
Deal found 1/7$259
This Super.com deal was found by Cheapflights users on 1/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/296:00 amLGA - GCM
1 stop7h 53mSpirit Airlines
Thu 2/52:49 pmGCM - LGA
1 stop8h 59mSpirit Airlines
Deal found 1/6$259
This Mytrip deal was found by Cheapflights users on 1/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/317:55 amEWR - GCM
1 stop5h 43mSpirit Airlines
Sat 2/72:34 pmGCM - EWR
2 stops17h 19mSpirit Airlines
Deal found 1/6$265
This Travelocity deal was found by Cheapflights users on 1/6. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/295:45 amEWR - GCM
1 stop8h 08mSpirit Airlines
Thu 2/52:49 pmGCM - EWR
1 stop9h 09mSpirit Airlines
Deal found 1/6$267
This Super.com deal was found by Cheapflights users on 1/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/3110:45 amJFK - GCM
Nonstop4h 02mJetBlue
Mon 2/23:40 pmGCM - JFK
Nonstop3h 50mJetBlue
Deal found 1/7$268
This JetBlue deal was found by Cheapflights users on 1/6. 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 1/3010:30 amJFK - GCM
Nonstop4h 02mJetBlue
Sun 2/83:40 pmGCM - JFK
Nonstop3h 50mJetBlue
Deal found 1/6$273
This United Airlines deal was found by Cheapflights users on 1/7. 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.
Sat 1/319:10 amEWR - GCM
Nonstop4h 05mUnited Airlines
Sat 2/72:25 pmGCM - EWR
Nonstop3h 52mUnited Airlines
Deal found 1/7$273
This Mytrip deal was found by Cheapflights users on 1/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/226:00 amLGA - GCM
1 stop7h 53mMultiple Airlines
Mon 1/264:45 pmGCM - LGA
1 stop16h 15mMultiple Airlines
Deal found 1/5$273
This Vliegwinkel deal was found by Cheapflights users on 1/6. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2910:00 amJFK - GCM
Nonstop4h 00mMultiple Airlines
Mon 2/23:40 pmGCM - JFK
Nonstop3h 50mMultiple Airlines
Deal found 1/6$277

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to Grand Cayman 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 8, 2026.
Use the filters below to find and compare flights from Connecticut to Grand Cayman that are best for you.

Fly from

Connecticut

Fly to

Grand Cayman

Route

Depart

Return

Price

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 2/6

10:30 am-2:32 pm

Nonstop4h 02m

George Town Owen Roberts Intl

Sun 2/8

3:40 pm-7:30 pm

Nonstop3h 50m

$273

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sun 2/1

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Fri 2/6

2:25 pm-6:17 pm

Nonstop3h 52m

$273

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Thu 1/29

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Thu 2/5

2:25 pm-6:17 pm

Nonstop3h 52m

$277

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Fri 2/6

6:50 pm-11:35 am

1 stop16h 45m

George Town Owen Roberts Intl

Thu 2/12

3:45 pm-11:54 pm

1 stop8h 09m

$281

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Thu 2/5

9:21 pm-1:45 pm

1 stop16h 24m

George Town Owen Roberts Intl

Sun 2/8

2:50 pm-11:21 pm

1 stop8h 31m

$287

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 1/30

8:15 pm-1:45 pm

1 stop17h 30m

George Town Owen Roberts Intl

Mon 2/2

2:50 pm-9:08 am

1 stop18h 18m

$287

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 2/14

6:05 am-10:09 am

Nonstop4h 04m

George Town Owen Roberts Intl

Sat 2/21

2:55 pm-9:54 pm

1 stop6h 59m

$291

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 2/1

8:25 pm-11:26 am

2 stops15h 01m

George Town Owen Roberts Intl

Wed 2/11

8:50 am-7:09 pm

2 stops10h 19m

$292

ProvidenceGeorge Town

PVD - GCM

PVDGCM

Providence-TFGreen

Mon 3/2

7:03 pm-12:08 pm

1 stop17h 05m

George Town Owen Roberts Intl

Sat 3/7

12:55 pm-10:58 pm

1 stop10h 03m

$297

ProvidenceGeorge Town

PVD - GCM

PVDGCM

Providence-TFGreen

Mon 2/9

6:00 am-2:35 pm

1 stop8h 35m

George Town Owen Roberts Intl

Fri 2/13

12:53 pm-11:42 pm

1 stop10h 49m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 60 results
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Best time to book a flight from Connecticut to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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.

Cheapflights Insights

Everything you need to know about your flight from Connecticut to Grand Cayman

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

Currently, December is the cheapest month in which you can book a flight from Connecticut to Grand Cayman (average of $213). Flying from Connecticut to Grand Cayman in October is currently the most expensive (average of $601). 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.

Related info for your journey

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

  • How long is the flight from Connecticut to Grand Cayman?

    Airlines like JetBlue, United Airlines, and American Airlines fly from Connecticut to Grand Cayman in about 4h 02m. The time it takes to get you to your destination can typically vary by up to 12h 43m. Airlines will cover a distance of 1540 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

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

    Currently, December is the cheapest month in which you can book a flight from Connecticut to Grand Cayman (average of $213). Flying from Connecticut to Grand Cayman in October is currently the most expensive (average of $601). 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 Grand Cayman

See prices for flight routes from nearby airports that may be better suited for you.
Newark to George Town flights
John F Kennedy Intl to George Town flights
LaGuardia to George Town flights
O'Hare Intl to George Town flights
Dulles Intl to George Town flights
Boston to George Town flights
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Tampa to George Town flights
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George Bush Intcntl to George Town flights
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Ontario to George Town flights
Nashville to George Town flights
Des Moines to George Town flights
Savannah to George Town flights
West Palm Beach to George Town flights
Sky Harbor Intl to George Town flights
Santa Ana to George Town flights

Top 3 airlines flying from Connecticut to Grand Cayman

Discover the top 3 airlines that operate flights from Connecticut to Grand Cayman. 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 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$272Average$380FlexibilityNo cancel feeOn-time62%
DeltaCheapest$320Average$561FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$380Average$552FlexibilityNo cancel feeOn-time71%

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