Grand Cayman

$102+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — GCM
Jul 4 — Jul 111
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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 June 4, 2026.

This United Airlines deal was found by Cheapflights users on 5/31. 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 8/2910:44 am
EWR
-
GCM
Nonstop3h 51m
United Airlines
Sat 9/52:45 pm
GCM
-
EWR
Nonstop3h 45m
United Airlines
Deal found 5/31$309
This American Airlines deal was found by Cheapflights users on 6/3. 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.
Thu 8/206:01 am
BDL
-
GCM
1 stop8h 09m
American Airlines
Thu 8/272:10 pm
GCM
-
BDL
1 stop8h 37m
American Airlines
Deal found 6/3$321
This United Airlines deal was found by Cheapflights users on 6/3. 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.
Sat 7/46:00 am
EWR
-
GCM
1 stop8h 30m
United Airlines
Sat 7/111:50 pm
GCM
-
EWR
1 stop10h 03m
United Airlines
Deal found 6/3$323
This American Airlines deal was found by Cheapflights users on 6/4. 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.
Fri 8/76:24 pm
PVD
-
GCM
2 stops19h 46m
American Airlines
Fri 8/1412:00 pm
GCM
-
PVD
2 stops21h 28m
American Airlines
Deal found 6/4$326
This American Airlines deal was found by Cheapflights users on 6/4. 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.
Thu 6/47:26 pm
BDL
-
GCM
2 stops16h 35m
American Airlines
Mon 6/812:01 pm
GCM
-
BDL
1 stop10h 57m
American Airlines
Deal found 6/4$326
This United Airlines deal was found by Cheapflights users on 6/3. 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.
Sat 10/248:40 pm
EWR
-
GCM
1 stop19h 50m
United Airlines
Sat 10/311:25 pm
GCM
-
EWR
Nonstop3h 52m
United Airlines
Deal found 6/3$327
This American Airlines deal was found by Cheapflights users on 6/3. 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.
Sat 9/57:30 am
JFK
-
GCM
1 stop6h 40m
American Airlines
Sun 9/1312:00 pm
GCM
-
JFK
1 stop8h 30m
American Airlines
Deal found 6/3$328
This American Airlines deal was found by Cheapflights users on 6/4. 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.
Sat 8/157:20 pm
EWR
-
GCM
2 stops16h 40m
American Airlines
Sat 8/222:10 pm
GCM
-
EWR
2 stops18h 52m
American Airlines
Deal found 6/4$328
This American Airlines deal was found by Cheapflights users on 6/2. 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.
Wed 8/196:00 am
LGA
-
GCM
1 stop6h 00m
American Airlines
Wed 8/2612:30 pm
GCM
-
LGA
1 stop6h 29m
American Airlines
Deal found 6/2$328
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/311:45 am
JFK
-
GCM
Nonstop4h 00m
Cayman Airways
Sun 9/136:10 pm
GCM
-
JFK
Nonstop3h 50m
Cayman Airways
Deal found 6/3$329
This American Airlines deal was found by Cheapflights users on 6/2. 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.
Thu 8/276:35 am
JFK
-
GCM
1 stop5h 52m
American Airlines
Mon 8/3112:30 pm
GCM
-
JFK
1 stop21h 00m
American Airlines
Deal found 6/2$330
This American Airlines deal was found by Cheapflights users on 6/2. 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.
Thu 8/275:50 am
EWR
-
GCM
1 stop6h 10m
American Airlines
Mon 8/3112:30 pm
GCM
-
EWR
1 stop29h 00m
American Airlines
Deal found 6/2$330

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 June 4, 2026.

Round-trip from

$309
(United Airlines)

One-way from

$102
(Super.com)

Popular in

September

Cheapest in

January

Average price

$527
From Connecticut to Grand Cayman
One-way flight from Connecticut to Grand Cayman
Highest demand for flights based on searches. 5% potential increase in price ($31 potential increase over avg. RT price).
Cheapest flight prices on average. 0% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in June 2026

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 June 4, 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

Cheapest round-trip

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Mon 8/31

6:00 am-11:39 am

1 stop6h 39m

George Town Owen Roberts Intl

Sat 9/5

1:04 pm-11:58 pm

1 stop9h 54m

$321

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 8/20

6:01 am-11:00 am

1 stop5h 59m

George Town Owen Roberts Intl

Thu 8/27

12:00 pm-11:47 pm

1 stop10h 47m

$321

ProvidenceGeorge Town

PVD - GCM

PVDGCM

Providence-TFGreen

Fri 8/7

6:24 pm-10:55 am

2 stops17h 31m

George Town Owen Roberts Intl

Fri 8/14

2:10 pm-10:28 am

2 stops19h 18m

$326

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Sat 8/22

7:24 pm-11:00 am

2 stops16h 36m

George Town Owen Roberts Intl

Sat 8/29

11:55 am-8:52 am

2 stops19h 57m

$326

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Mon 8/31

7:24 pm-1:10 pm

2 stops18h 46m

George Town Owen Roberts Intl

Sat 9/5

11:55 am-11:47 pm

1 stop10h 52m

$326

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Fri 7/3

7:31 pm-11:45 am

1 stop17h 14m

George Town Owen Roberts Intl

Tue 7/7

5:10 pm-1:50 pm

2 stops19h 40m

$326

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Mon 6/15

7:26 pm-11:30 am

2 stops17h 04m

George Town Owen Roberts Intl

Fri 6/19

5:12 pm-1:51 pm

2 stops19h 39m

$326

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Fri 7/17

5:00 am-4:10 pm

1 stop12h 10m

George Town Owen Roberts Intl

Fri 7/24

5:10 pm-1:50 pm

2 stops19h 40m

$326

ProvidenceGeorge Town

PVD - GCM

PVDGCM

Providence-TFGreen

Wed 11/18

6:58 pm-11:58 am

2 stops17h 00m

George Town Owen Roberts Intl

Wed 12/2

1:25 pm-11:54 pm

2 stops10h 29m

$331

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sat 7/11

6:00 am-3:10 pm

1 stop10h 10m

George Town Owen Roberts Intl

Thu 7/16

1:35 pm-11:14 pm

1 stop8h 39m

$367

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/3

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, November is the cheapest month in which you can book a flight from Connecticut to Grand Cayman (average of $172). Flying from Connecticut to Grand Cayman in September is currently the most expensive (average of $450). 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, American Airlines, and United Airlines fly from Connecticut to Grand Cayman in about 6h 39m. The time it takes to get you to your destination can typically vary by up to 3h 31m. Airlines will cover a distance of 1644 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, November is the cheapest month in which you can book a flight from Connecticut to Grand Cayman (average of $172). Flying from Connecticut to Grand Cayman in September is currently the most expensive (average of $450). 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.

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 June 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$172Average$400FlexibilityNo cancel feeOn-time62%
DeltaCheapest$214Average$389FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$326Average$552FlexibilityNo cancel feeOn-time71%

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