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Grand Cayman

$103+ 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — GCM
ago. 10 — ago. 171
dom. 8/10
dom. 8/17
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 agosto 5, 2025.

Round-trip from

$312
(Mytrip)

One-way from

$103
(Mytrip)

Popular in

December

Cheapest in

July

Average price

$556
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. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in August 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 agosto 5, 2025.

This Mytrip deal was found by Cheapflights users on 8/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/811:45 amJFK - GCM
Nonstop4h 00mCayman Airways
dom. 9/146:10 pmGCM - JFK
Nonstop3h 50mCayman Airways
Deal found 8/3$312
This Gotogate deal was found by Cheapflights users on 8/3. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/1911:45 amJFK - GCM
Nonstop4h 00mCayman Airways
mié. 10/226:10 pmGCM - JFK
Nonstop3h 50mCayman Airways
Deal found 8/3$314
This Booking.com deal was found by Cheapflights users on 8/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/1311:45 amJFK - GCM
Nonstop4h 00mCayman Airways
sáb. 10/186:10 pmGCM - JFK
Nonstop3h 50mCayman Airways
Deal found 8/5$318
This Booking.com deal was found by Cheapflights users on 8/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/2111:45 amJFK - GCM
Nonstop4h 00mCayman Airways
dom. 9/286:10 pmGCM - JFK
Nonstop3h 50mCayman Airways
Deal found 8/4$319
This FlightHub deal was found by Cheapflights users on 8/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/2811:45 amJFK - GCM
Nonstop4h 00mCayman Airways
dom. 10/56:10 pmGCM - JFK
Nonstop3h 50mCayman Airways
Deal found 8/5$321
This United Airlines deal was found by Cheapflights users on 8/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/127:00 amEWR - GCM
1 stop9h 30mUnited Airlines
dom. 11/162:25 pmGCM - EWR
Nonstop3h 52mUnited Airlines
Deal found 8/3$322
This Cayman Airways deal was found by Cheapflights users on 8/4. 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 Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/310:00 amJFK - GCM
Nonstop4h 00mCayman Airways
dom. 11/95:10 pmGCM - JFK
Nonstop3h 50mCayman Airways
Deal found 8/4$329
This American Airlines deal was found by Cheapflights users on 8/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/126:33 amJFK - GCM
1 stop5h 52mAmerican Airlines
sáb. 9/2012:10 pmGCM - JFK
1 stop11h 17mAmerican Airlines
Deal found 8/3$332
This Delta deal was found by Cheapflights users on 8/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/136:00 amEWR - GCM
1 stop6h 36mDelta
sáb. 9/2012:52 pmGCM - EWR
1 stop11h 04mDelta
Deal found 8/5$332
This American Airlines deal was found by Cheapflights users on 8/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/126:30 amLGA - GCM
1 stop5h 55mAmerican Airlines
lun. 9/1512:25 pmGCM - LGA
1 stop6h 41mAmerican Airlines
Deal found 8/3$332
This American Airlines deal was found by Cheapflights users on 8/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/186:30 amJFK - GCM
1 stop5h 52mAmerican Airlines
jue. 9/2512:28 pmGCM - JFK
1 stop8h 31mAmerican Airlines
Deal found 8/4$333
This American Airlines deal was found by Cheapflights users on 8/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/185:00 amEWR - GCM
1 stop7h 22mAmerican Airlines
jue. 9/2512:28 pmGCM - EWR
1 stop9h 20mAmerican Airlines
Deal found 8/4$333

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 agosto 5, 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

lun. 9/8

11:45 am-2:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

dom. 9/14

6:10 pm-11:00 pm

Nonstop3h 50m

$312

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

dom. 10/19

11:45 am-2:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

mié. 10/22

6:10 pm-11:00 pm

Nonstop3h 50m

$314

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

lun. 9/8

11:45 am-2:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

sáb. 9/13

6:10 pm-11:00 pm

Nonstop3h 50m

$317

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

lun. 10/13

11:45 am-2:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

sáb. 10/18

6:10 pm-11:00 pm

Nonstop3h 50m

$318

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

dom. 9/21

11:45 am-2:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

dom. 9/28

6:10 pm-11:00 pm

Nonstop3h 50m

$319

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

dom. 9/28

11:45 am-2:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

dom. 10/5

6:10 pm-11:00 pm

Nonstop3h 50m

$321

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

mié. 11/12

7:00 am-4:30 pm

1 stop9h 30m

George Town Owen Roberts Intl

dom. 11/16

2:25 pm-6:17 pm

Nonstop3h 52m

$322

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

lun. 11/3

10:00 am-2:00 pm

Nonstop4h 00m

George Town Owen Roberts Intl

sáb. 11/8

5:10 pm-9:00 pm

Nonstop3h 50m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

vie. 9/12

6:33 am-11:25 am

1 stop5h 52m

George Town Owen Roberts Intl

sáb. 9/20

12:10 pm-12:27 am

1 stop11h 17m

$332

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

sáb. 9/13

6:00 am-11:36 am

1 stop6h 36m

George Town Owen Roberts Intl

sáb. 9/20

12:52 pm-12:56 am

1 stop11h 04m

$332

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/3

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, 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.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated agosto 5, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Connecticut to Grand Cayman by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,985 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,985 reviews
Delta
8.0
Very good
7,985 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,916 reviews
Delta
8.0
Very good
7,985 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,985 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.2
Good
2,914 reviews
Delta
8.0
Very good
7,985 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
9,890 reviews
Delta
8.0
Very good
7,985 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • 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 $103 on Cayman Airways. Other airlines that offer cheap prices include American Airlines from $116 and Air Canada from $131 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.
Newark to George Town flights
John F Kennedy Intl to George Town flights
LaGuardia to George Town flights
Boston to George Town flights
O'Hare Intl to George Town flights
Dulles Intl to George Town flights
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Atlanta to George Town flights
Reagan-National to George Town flights
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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 agosto 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$440Average$556FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$471Average$575FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$485Average$704FlexibilityNo cancel feeOn-time63%

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