Cheap flights from Connecticut to the Cayman Islands from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Connecticut to the Cayman Islands departing on 6/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Connecticut to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
10:44 am - 1:35 pm
EWR
-
GCM
3h 51mnonstop
United Airlines Logo
1:35 pm - 10:53 pm
GCM
-
EWR
8h 18m
1 stop
$309United Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
6:00 am - 3:07 pm
EWR
-
GCM
10h 07m
1 stop
American Airlines Logo
12:33 pm - 8:30 pm
GCM
-
EWR
6h 57m
1 stop
$313American Airlines
Sat, May 30 - Thu, Jun 4
Delta Logo
6:00 am - 11:39 am
EWR
-
GCM
6h 39m
1 stop
Delta Logo
12:56 pm - 12:05 am
GCM
-
EWR
10h 09m
1 stop
$322Delta
Mon, Aug 24 - Tue, Sep 1
Cayman Airways Logo
11:45 am - 2:45 pm
JFK
-
GCM
4h 00mnonstop
Cayman Airways Logo
6:10 pm - 11:00 pm
GCM
-
JFK
3h 50mnonstop
$355Cayman Airways
Mon, Aug 31 - Sun, Sep 6
JetBlue Logo
7:50 am - 1:00 pm
JFK
-
GCM
6h 10m
1 stop
JetBlue Logo
2:05 pm - 7:04 pm
GCM
-
JFK
3h 59mnonstop
$361JetBlue
Sat, Jun 6 - Sat, Jun 13
British Airways Logo
7:00 am - 1:11 pm
LGA
-
GCM
7h 11m
1 stop
British Airways Logo
11:55 am - 8:50 pm
GCM
-
LGA
7h 55m
1 stop
$367British Airways
Sat, May 30 - Sat, Jun 6
JetBlue Logo
9:45 am - 1:04 pm
JFK
-
GCM
4h 19mnonstop
JetBlue Logo
2:15 pm - 7:16 pm
GCM
-
JFK
4h 01mnonstop
$368JetBlue
Sat, May 30 - Sat, Jun 6
British Airways Logo
7:00 am - 1:11 pm
LGA
-
GCM
7h 11m
1 stop
British Airways Logo
11:55 am - 8:50 pm
GCM
-
LGA
7h 55m
1 stop
$371British Airways
Sat, May 30 - Sat, Jun 6
Delta Logo
6:00 am - 11:39 am
BDL
-
GCM
6h 39m
1 stop
Delta Logo
1:04 pm - 11:58 pm
GCM
-
BDL
9h 54m
1 stop
$457Delta
Thu, Aug 20 - Thu, Aug 27
Cayman Airways Logo
11:45 am - 7:10 pm
JFK
-
CYB
8h 25m
1 stop
Cayman Airways Logo
3:55 pm - 11:00 pm
CYB
-
JFK
6h 05m
1 stop
$720Cayman Airways
Mon, Jun 15 - Sun, Jun 21

JetBlue flights from Connecticut to Cayman Islands

Our best JetBlue deals on Connecticut to Cayman Islands flight tickets
JetBlue
Jun 6
JFK7:50 amNew York John F Kennedy Intl
6h 10m
1 stop
GCM1:00 pmGeorge Town Owen Roberts Intl
Jun 13
GCM2:05 pmGeorge Town Owen Roberts Intl
3h 59m
JFK7:04 pmNew York John F Kennedy Intl
$361
JetBlue
May 30
JFK9:45 amNew York John F Kennedy Intl
4h 19m
GCM1:04 pmGeorge Town Owen Roberts Intl
Jun 6
GCM2:15 pmGeorge Town Owen Roberts Intl
4h 01m
JFK7:16 pmNew York John F Kennedy Intl
$368
JetBlue
Jun 6
JFK7:50 amNew York John F Kennedy Intl
6h 10m
1 stop
GCM1:00 pmGeorge Town Owen Roberts Intl
Jun 13
GCM2:05 pmGeorge Town Owen Roberts Intl
3h 59m
JFK7:04 pmNew York John F Kennedy Intl
$369

British Airways flights from Connecticut to Cayman Islands

Our best British Airways deals on Connecticut to Cayman Islands flight tickets
British Airways
May 30
LGA7:00 amNew York LaGuardia
7h 11m
1 stop
GCM1:11 pmGeorge Town Owen Roberts Intl
Jun 6
GCM11:55 amGeorge Town Owen Roberts Intl
7h 55m
1 stop
LGA8:50 pmNew York LaGuardia
$367
British Airways
May 30
LGA7:00 amNew York LaGuardia
7h 11m
1 stop
GCM1:11 pmGeorge Town Owen Roberts Intl
Jun 6
GCM11:55 amGeorge Town Owen Roberts Intl
7h 55m
1 stop
LGA8:50 pmNew York LaGuardia
$371

momondo Fare Finder

 
Customize your flight search to find flights from Connecticut to Cayman Islands 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, momondo users made 832,500 searches. Data last updated May 10, 2026.
Use the filters below to find and compare flights from Connecticut to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 9/5

10:44 am-1:35 pm

Nonstop3h 51m

George Town Owen Roberts Intl

Sat 9/12

1:35 pm-10:53 pm

1 stop8h 18m

$309

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 5/30

6:00 am-3:07 pm

1 stop10h 07m

George Town Owen Roberts Intl

Thu 6/4

12:33 pm-8:30 pm

1 stop6h 57m

$313

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Mon 8/24

6:00 am-11:39 am

1 stop6h 39m

George Town Owen Roberts Intl

Tue 9/1

12:56 pm-12:05 am

1 stop10h 09m

$322
Quickest round-trip

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 8/31

11:45 am-2:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Sun 9/6

6:10 pm-11:00 pm

Nonstop3h 50m

$355

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 6/6

7:50 am-1:00 pm

1 stop6h 10m

George Town Owen Roberts Intl

Sat 6/13

2:05 pm-7:04 pm

Nonstop3h 59m

$361

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sat 5/30

7:00 am-1:11 pm

1 stop7h 11m

George Town Owen Roberts Intl

Sat 6/6

11:55 am-8:50 pm

1 stop7h 55m

$367

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 5/30

9:45 am-1:04 pm

Nonstop4h 19m

George Town Owen Roberts Intl

Sat 6/6

2:15 pm-7:16 pm

Nonstop4h 01m

$368

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sat 5/30

7:00 am-1:11 pm

1 stop7h 11m

George Town Owen Roberts Intl

Sat 6/6

11:55 am-8:50 pm

1 stop7h 55m

$371

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 8/20

6:00 am-11:39 am

1 stop6h 39m

George Town Owen Roberts Intl

Thu 8/27

1:04 pm-11:58 pm

1 stop9h 54m

$457

New YorkCayman Brac

JFK - CYB

JFKCYB

New York John F Kennedy Intl

Mon 6/15

11:45 am-7:10 pm

1 stop8h 25m

Cayman Brac Gerrard-Smith

Sun 6/21

3:55 pm-11:00 pm

1 stop6h 05m

$720

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Connecticut to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of November, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $176.

Cheap Connecticut to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Connecticut to Cayman Islands

Fastest flight time

3h 51m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun

Airports in Cayman Islands

6 airports
The fastest flight from Connecticut to Cayman Islands takes 3h 51m
Direct flights go from Connecticut to Cayman Islands on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There are 6 airports in Cayman Islands. From Connecticut there are direct flights to George Town Owen Roberts Intl (GCM).

Frequently asked questions about flying from Connecticut to the Cayman Islands

  • When did momondo last update prices for flights from Connecticut to Cayman Islands?

    Prices for flights from Connecticut to Cayman Islands refresh daily.

  • How many operators does momondo search for flights from Connecticut to Cayman Islands?

  • How old do you have to be to fly from Connecticut to Cayman Islands?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Connecticut to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The travel and health documents required for your trip to Cayman Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cayman Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Connecticut to Cayman Islands

Compare and see reviews for airlines that fly from Connecticut to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $172Free CancellationRating
7.1
2,976 reviews
Search JetBlue flights
DeltaPriceFrom $214Free CancellationRating
7.9
8,453 reviews
Search Delta flights
American AirlinesPriceFrom $328Free CancellationRating
7.1
11,668 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Connecticut to Cayman Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Connecticut to Cayman Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Connecticut to Cayman Islands with flexible booking policies on momondo?

Flights from Connecticut to Cayman Islands with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Connecticut to Cayman Islands?

momondo helps you find the best flight between Connecticut and Cayman Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Connecticut to Cayman Islands right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Connecticut to Cayman Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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1 adult
Tue 6/9
Tue 6/16

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