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Grand Cayman

$78+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — GCM
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 November 6, 2025.

Round-trip from

$244
(Priceline)

One-way from

$78
(JetBlue)

Popular in

April

Cheapest in

July

Average price

$536
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. 4% potential increase in price ($29 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 November 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 November 6, 2025.

This Priceline deal was found by Cheapflights users on 11/4. 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.
Sat 12/65:46 amEWR - GCM
1 stop11h 09mSpirit Airlines
Sat 12/135:56 pmGCM - EWR
1 stop5h 56mSpirit Airlines
Deal found 11/4$244
This Priceline deal was found by Cheapflights users on 11/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:32 amLGA - GCM
1 stop9h 23mSpirit Airlines
Sat 12/135:56 pmGCM - LGA
1 stop5h 46mSpirit Airlines
Deal found 11/5$244
This Expedia deal was found by Cheapflights users on 11/4. 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.
Wed 12/2410:32 amJFK - GCM
Nonstop4h 03mJetBlue
Wed 12/313:40 pmGCM - JFK
Nonstop3h 49mJetBlue
Deal found 11/4$256
This Priceline deal was found by Cheapflights users on 11/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:00 amLGA - GCM
1 stop7h 45mSpirit Airlines
Sat 12/135:56 pmGCM - LGA
1 stop5h 46mSpirit Airlines
Deal found 11/5$266
This Trip.com deal was found by Cheapflights users on 11/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2810:29 amJFK - GCM
Nonstop4h 02mJetBlue
Thu 12/43:40 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 11/5$267
This Expedia deal was found by Cheapflights users on 11/4. 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.
Thu 12/47:32 amLGA - GCM
1 stop6h 13mSpirit Airlines
Thu 12/112:40 pmGCM - LGA
1 stop8h 01mSpirit Airlines
Deal found 11/4$267
This Priceline deal was found by Cheapflights users on 11/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/75:46 amEWR - GCM
1 stop7h 59mSpirit Airlines
Sat 12/135:56 pmGCM - EWR
1 stop5h 56mSpirit Airlines
Deal found 11/5$272
This Priceline deal was found by Cheapflights users on 11/4. 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.
Sun 12/1410:35 amJFK - GCM
Nonstop3h 56mJetBlue
Wed 12/243:40 pmGCM - JFK
Nonstop3h 49mJetBlue
Deal found 11/4$273
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Sun 12/149:10 amEWR - GCM
Nonstop4h 05mUnited Airlines
Wed 12/242:25 pmGCM - EWR
Nonstop3h 52mUnited Airlines
Deal found 11/4$273
This Priceline deal was found by Cheapflights users on 11/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:46 amEWR - GCM
1 stop11h 09mSpirit Airlines
Sun 12/142:40 pmGCM - EWR
1 stop9h 12mSpirit Airlines
Deal found 11/6$277
This Expedia deal was found by Cheapflights users on 11/3. 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.
Sun 12/76:00 amLGA - GCM
1 stop7h 45mSpirit Airlines
Thu 12/112:40 pmGCM - LGA
1 stop9h 02mSpirit Airlines
Deal found 11/3$277
This CheapOair deal was found by Cheapflights users on 11/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1310:45 amJFK - GCM
Nonstop3h 56mJetBlue
Sat 12/204:00 pmGCM - JFK
Nonstop3h 50mJetBlue
Deal found 11/5$279

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 November 6, 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

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sun 12/14

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Wed 12/24

2:25 pm-6:17 pm

Nonstop3h 52m

$273

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 11/28

10:29 am-2:31 pm

Nonstop4h 02m

George Town Owen Roberts Intl

Thu 12/4

3:40 pm-7:27 pm

Nonstop3h 47m

$277

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 1/3

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Tue 1/13

2:25 pm-6:17 pm

Nonstop3h 52m

$283

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sun 11/23

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Thu 11/27

5:45 pm-10:25 am

1 stop16h 40m

$284

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 12/6

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Sat 12/13

2:25 pm-6:17 pm

Nonstop3h 52m

$286

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sun 12/14

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Sat 12/20

5:56 pm-11:37 pm

1 stop5h 41m

$287

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 1/25

10:30 am-2:35 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sat 1/31

3:55 pm-7:45 pm

Nonstop3h 50m

$290

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 1/23

10:30 am-2:35 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sat 1/31

3:55 pm-7:45 pm

Nonstop3h 50m

$290

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Thu 1/29

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Mon 2/2

2:25 pm-6:17 pm

Nonstop3h 52m

$290

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Sun 12/7

5:07 am-2:44 pm

1 stop9h 37m

George Town Owen Roberts Intl

Sat 12/13

1:01 pm-10:28 pm

1 stop9h 27m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

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, February is the cheapest month in which you can book a flight from Connecticut to Grand Cayman (average of $350). 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 United Airlines, JetBlue, and Spirit 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 3h 43m. 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 $78 on JetBlue. Other airlines that offer cheap prices include United Airlines from $78 and American Airlines from $83 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, February is the cheapest month in which you can book a flight from Connecticut to Grand Cayman (average of $350). 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
O'Hare Intl to George Town flights
LaGuardia to George Town flights
Boston to George Town flights
Dulles Intl to George Town flights
Atlanta to George Town flights
Dallas/Fort Worth to George Town flights
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Detroit to George Town flights
Reagan-National 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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Grand Rapids to George Town flights
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Portland to George Town flights
San Antonio to George Town flights
Omaha to George Town flights
Hartford to George Town flights

Top 2 airlines flying from Connecticut to Grand Cayman

Discover the top 2 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$440Average$561FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$446Average$556FlexibilityNo cancel feeOn-time71%

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