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Grand Cayman

$94+ 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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — GCM
Apr 1 — Apr 81
Wed 4/1
Wed 4/8
1 adult, Economy
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Cheap 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 March 2, 2026.

This United Airlines deal was found by Cheapflights users on 2/27. 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.
Mon 5/46:32 pm
BDL
-
GCM
2 stops18h 58m
United Airlines
Thu 5/71:35 pm
GCM
-
BDL
2 stops19h 20m
United Airlines
Deal found 2/27$286
This SmartFares deal was found by Cheapflights users on 2/27. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/223:00 pm
JFK
-
GCM
Nonstop4h 00m
Cayman Airways
Wed 3/258:00 am
GCM
-
JFK
Nonstop3h 50m
Cayman Airways
Deal found 2/27$296
This Booking.com deal was found by Cheapflights users on 2/28. 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.
Fri 3/203:00 pm
JFK
-
GCM
Nonstop4h 00m
Cayman Airways
Wed 3/258:00 am
GCM
-
JFK
Nonstop3h 50m
Cayman Airways
Deal found 2/28$301
This FlightHub deal was found by Cheapflights users on 3/1. 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.
Wed 3/253:00 pm
JFK
-
GCM
Nonstop4h 00m
Cayman Airways
Wed 4/18:00 am
GCM
-
JFK
Nonstop3h 50m
Cayman Airways
Deal found 3/1$303
This United Airlines deal was found by Cheapflights users on 3/1. 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 4/253:04 pm
BDL
-
GCM
2 stops22h 26m
United Airlines
Sat 5/24:10 pm
GCM
-
BDL
1 stop6h 34m
United Airlines
Deal found 3/1$303
This Super.com deal was found by Cheapflights users on 3/1. 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.
Tue 4/71:50 pm
JFK
-
GCM
Nonstop4h 03m
JetBlue
Tue 4/143:05 pm
GCM
-
JFK
Nonstop4h 00m
JetBlue
Deal found 3/1$305
This SmartFares deal was found by Cheapflights users on 2/27. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/153:00 pm
JFK
-
GCM
Nonstop4h 00m
Cayman Airways
Fri 3/208:00 am
GCM
-
JFK
Nonstop3h 50m
Cayman Airways
Deal found 2/27$306
This FlightHub deal was found by Cheapflights users on 3/1. 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 3/223:00 pm
JFK
-
GCM
Nonstop4h 00m
Multiple Airlines
Sat 3/283:00 pm
GCM
-
JFK
Nonstop3h 50m
Multiple Airlines
Deal found 3/1$307
This American Airlines deal was found by Cheapflights users on 2/28. 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.
Mon 4/137:05 pm
PVD
-
GCM
1 stop17h 26m
American Airlines
Sat 4/184:03 pm
GCM
-
PVD
1 stop16h 08m
American Airlines
Deal found 2/28$307
This Kiwi.com deal was found by Cheapflights users on 2/27. 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.
Wed 3/253:00 pm
JFK
-
GCM
Nonstop4h 00m
Cayman Airways
Fri 3/278:00 am
GCM
-
JFK
Nonstop3h 50m
Cayman Airways
Deal found 2/27$308
This United Airlines deal was found by Cheapflights users on 3/1. 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 4/185:10 pm
BDL
-
GCM
2 stops20h 20m
United Airlines
Tue 4/2112:55 pm
GCM
-
BDL
2 stops10h 04m
United Airlines
Deal found 3/1$308
This Booking.com deal was found by Cheapflights users on 2/27. 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.
Fri 3/133:00 pm
JFK
-
GCM
Nonstop4h 00m
Cayman Airways
Wed 3/188:00 am
GCM
-
JFK
Nonstop3h 50m
Cayman Airways
Deal found 2/27$310

Find 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 March 2, 2026.

Round-trip from

$286
(United Airlines)

One-way from

$94
(Cheapflightsfares)

Popular in

October

Cheapest in

January

Average price

$535
From Connecticut to Grand Cayman
Search Deals
One-way flight from Connecticut to Grand Cayman
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in March 2026
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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 March 2, 2026.
Use the filters below to find and compare flights from Connecticut to Grand Cayman that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 3/19

6:00 am-12:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Mon 3/23

1:50 pm-2:15 pm

1 stop23h 25m

$310

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 3/14

8:32 am-11:35 am

Nonstop4h 03m

George Town Owen Roberts Intl

Sat 3/28

1:00 pm-5:50 pm

Nonstop3h 50m

$321

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Wed 4/22

6:00 am-12:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Mon 4/27

1:50 pm-1:15 am

1 stop10h 25m

$325

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Tue 8/18

7:00 am-11:41 am

1 stop5h 41m

George Town Owen Roberts Intl

Tue 8/25

12:56 pm-12:05 am

1 stop10h 09m

$325

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Mon 7/20

7:45 pm-12:30 pm

1 stop17h 45m

George Town Owen Roberts Intl

Tue 7/28

1:35 pm-10:59 pm

1 stop8h 24m

$325

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Thu 3/19

6:10 am-12:45 pm

1 stop7h 35m

George Town Owen Roberts Intl

Wed 3/25

1:50 pm-11:23 pm

1 stop8h 33m

$325

ProvidenceGeorge Town

PVD - GCM

PVDGCM

Providence-TFGreen

Wed 3/11

7:01 am-7:15 pm

2 stops13h 14m

George Town Owen Roberts Intl

Tue 3/31

2:30 pm-9:11 am

2 stops17h 41m

$328

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Wed 3/25

7:35 am-3:30 pm

1 stop8h 55m

George Town Owen Roberts Intl

Mon 3/30

12:55 pm-5:53 pm

Nonstop3h 58m

$337

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 5/13

2:10 pm-12:30 pm

2 stops23h 20m

George Town Owen Roberts Intl

Mon 5/18

1:35 pm-12:36 pm

1 stop22h 01m

$347

ProvidenceGeorge Town

PVD - GCM

PVDGCM

Providence-TFGreen

Thu 3/19

6:00 am-1:34 pm

1 stop8h 34m

George Town Owen Roberts Intl

Mon 3/23

2:40 pm-11:32 pm

1 stop7h 52m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

Showing 1-10 of 60 resultsSorted by cheapest first
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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 November is currently the most expensive (average of $535). 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 Delta, United Airlines, and American Airlines fly from Connecticut to Grand Cayman in about 4h 03m. The time it takes to get you to your destination can typically vary by up to 9h 11m. 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 November is currently the most expensive (average of $535). 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
Austin to George Town flights
Sacramento to George Town flights
Salt Lake City to George Town flights
Madison to George Town flights

Top 4 airlines flying from Connecticut to Grand Cayman

Discover the top 4 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 March 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$214Average$461FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$225Average$392FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$280Average$537FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$328Average$550FlexibilityNo cancel feeOn-time71%

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