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Grand Cayman

$105+ 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 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — GCM
oct. 19 — oct. 261
dom. 10/19
dom. 10/26
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 septiembre 19, 2025.

Round-trip from

$301
(JetBlue)

One-way from

$105
(Delta)

Popular in

December

Cheapest in

July

Average price

$589
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. 2% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 septiembre 19, 2025.

This JetBlue deal was found by Cheapflights users on 9/18. 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.
sáb. 11/2210:29 amJFK - GCM
Nonstop4h 02mJetBlue
mié. 11/263:57 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 9/18$301
This Delta deal was found by Cheapflights users on 9/18. 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.
vie. 10/316:00 amEWR - GCM
1 stop6h 41mDelta
jue. 11/62:00 pmGCM - EWR
1 stop9h 06mDelta
Deal found 9/18$314
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/316:00 amEWR - GCM
1 stop6h 41mDelta
lun. 11/32:00 pmGCM - EWR
1 stop7h 07mDelta
Deal found 9/17$324
This Vliegwinkel deal was found by Cheapflights users on 9/18. 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.
sáb. 10/47:45 amJFK - GCM
Nonstop4h 00mJetBlue
sáb. 10/1111:45 amGCM - JFK
Nonstop3h 44mJetBlue
Deal found 9/18$328
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/276:05 amPVD - GCM
1 stop6h 30mDelta
jue. 10/301:05 pmGCM - PVD
1 stop9h 53mDelta
Deal found 9/17$328
This Priceline deal was found by Cheapflights users on 9/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/46:00 amBDL - GCM
1 stop8h 55mJetBlue
mar. 12/93:55 pmGCM - BDL
1 stop8h 04mJetBlue
Deal found 9/18$328
This JetBlue deal was found by Cheapflights users on 9/18. 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.
dom. 12/710:35 amJFK - GCM
Nonstop3h 56mJetBlue
dom. 12/143:40 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 9/18$329
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/139:10 amEWR - GCM
Nonstop4h 05mUnited Airlines
jue. 12/182:25 pmGCM - EWR
Nonstop3h 52mUnited Airlines
Deal found 9/17$329
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/36:30 pmLGA - GCM
1 stop16h 30mSpirit Airlines
dom. 12/711:55 amGCM - LGA
1 stop11h 30mSpirit Airlines
Deal found 9/17$331
This American Airlines deal was found by Cheapflights users on 9/18. 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.
jue. 12/45:00 amBDL - GCM
2 stops15h 15mAmerican Airlines
mar. 12/91:25 pmGCM - BDL
2 stops10h 25mAmerican Airlines
Deal found 9/18$332
This JetBlue deal was found by Cheapflights users on 9/18. 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.
jue. 12/116:00 amJFK - GCM
1 stop8h 55mJetBlue
dom. 12/143:40 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 9/18$337
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.
vie. 11/2810:29 amJFK - GCM
Nonstop4h 02mJetBlue
jue. 12/43:55 pmGCM - JFK
1 stop7h 11mJetBlue
Deal found 9/16$342

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 septiembre 19, 2025.
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

sáb. 11/22

10:29 am-2:31 pm

Nonstop4h 02m

George Town Owen Roberts Intl

mié. 11/26

3:57 pm-7:44 pm

Nonstop3h 47m

$301

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

vie. 10/31

6:00 am-11:41 am

1 stop6h 41m

George Town Owen Roberts Intl

lun. 11/3

2:00 pm-9:07 pm

1 stop7h 07m

$324

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

jue. 9/25

6:00 am-11:36 am

1 stop6h 36m

George Town Owen Roberts Intl

lun. 9/29

12:52 pm-9:05 pm

1 stop7h 13m

$324

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

jue. 12/4

5:40 am-12:10 pm

1 stop6h 30m

George Town Owen Roberts Intl

mar. 12/9

1:25 pm-11:58 pm

1 stop10h 33m

$328

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

jue. 12/4

6:00 am-2:55 pm

1 stop8h 55m

George Town Owen Roberts Intl

mar. 12/9

3:55 pm-11:59 pm

1 stop8h 04m

$328

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

vie. 2/6

5:43 am-2:00 pm

1 stop8h 17m

George Town Owen Roberts Intl

jue. 2/12

1:35 pm-12:20 am

1 stop10h 45m

$328

ProvidenceGeorge Town

PVD - GCM

PVDGCM

Providence-TFGreen

mar. 3/10

6:00 am-11:35 am

1 stop6h 35m

George Town Owen Roberts Intl

mié. 3/11

1:00 pm-11:45 pm

1 stop9h 45m

$328

ProvidenceGeorge Town

PVD - GCM

PVDGCM

Providence-TFGreen

lun. 10/27

6:05 am-11:35 am

1 stop6h 30m

George Town Owen Roberts Intl

jue. 10/30

1:05 pm-11:58 pm

1 stop9h 53m

$328

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

sáb. 12/13

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

lun. 12/22

2:25 pm-6:17 pm

Nonstop3h 52m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

lun. 12/8

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

dom. 12/14

3:40 pm-7:27 pm

Nonstop3h 47m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/18

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

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, Delta, 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 2h 39m. Airlines will cover a distance of 1540 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Connecticut to Grand Cayman one-way?

    One-way options have recently been found by users for as low as $105 on Delta. Other airlines that offer cheap prices include JetBlue from $115 and United Airlines from $115 one-way.

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

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to George Town flights
Newark to George Town flights
LaGuardia to George Town flights
Boston to George Town flights
O'Hare Intl to George Town flights
Atlanta to George Town flights
Baltimore to George Town flights
Dulles Intl to George Town flights
Reagan-National to George Town flights
Dallas/Fort Worth to George Town flights
Miami to George Town flights
Hobby to George Town flights
Philadelphia to George Town flights
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George Bush Intcntl to George Town flights
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Sky Harbor Intl to George Town flights
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St. Louis to George Town flights
Milwaukee to George Town flights
West Palm Beach to George Town flights
Des Moines to George Town flights
Sacramento to George Town flights
Allentown 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 septiembre 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$440Average$558FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$463Average$567FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$485Average$704FlexibilityNo cancel feeOn-time63%

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