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Cheap flights from Connecticut to the Cayman Islands from $56

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 2/19. 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.
Spirit Airlines Logo
6:00 am - 1:43 pm
LGA
-
GCM
7h 43m
1 stop
Spirit Airlines Logo
2:49 pm - 11:48 pm
GCM
-
LGA
8h 59m
1 stop
$248Spirit Airlines
Sun, Feb 22 - Thu, Feb 26
Spirit Airlines Logo
6:00 am - 1:43 pm
LGA
-
GCM
7h 43m
1 stop
Spirit Airlines Logo
2:49 pm - 11:48 pm
GCM
-
LGA
8h 59m
1 stop
$260Spirit Airlines
Sun, Mar 1 - Thu, Mar 5
American Airlines Logo
5:27 pm - 11:00 am
BDL
-
GCM
18h 33m
2 stops
American Airlines Logo
2:10 pm - 9:05 am
GCM
-
BDL
17h 55m
2 stops
$283American Airlines
Wed, Jul 29 - Mon, Aug 3
American Airlines Logo
5:27 pm - 1:10 pm
BDL
-
GCM
20h 43m
2 stops
American Airlines Logo
2:10 pm - 9:05 am
GCM
-
BDL
17h 55m
2 stops
$286American Airlines
Thu, Jun 4 - Mon, Jun 8
Multiple Airlines Logo
10:30 am - 2:35 pm
JFK
-
GCM
4h 05mnonstop
Multiple Airlines Logo
8:00 am - 11:50 am
GCM
-
JFK
3h 50mnonstop
$287Multiple Airlines
Fri, Feb 27 - Sun, Mar 1
JetBlue Logo
6:30 am - 2:35 pm
PVD
-
GCM
8h 05m
1 stop
JetBlue Logo
2:40 pm - 11:38 pm
GCM
-
PVD
7h 58m
1 stop
$289JetBlue
Mon, Mar 2 - Mon, Mar 9
United Airlines Logo
9:10 am - 1:15 pm
EWR
-
GCM
4h 05mnonstop
United Airlines Logo
1:25 pm - 6:17 pm
GCM
-
EWR
3h 52mnonstop
$289United Airlines
Thu, Mar 5 - Mon, Mar 9
JetBlue Logo
10:30 am - 2:35 pm
JFK
-
GCM
4h 05mnonstop
JetBlue Logo
3:40 pm - 7:29 pm
GCM
-
JFK
3h 49mnonstop
$295JetBlue
Sun, Feb 22 - Thu, Feb 26
United Airlines Logo
9:10 am - 1:15 pm
EWR
-
GCM
4h 05mnonstop
United Airlines Logo
2:25 pm - 6:17 pm
GCM
-
EWR
3h 52mnonstop
$295United Airlines
Sun, Feb 22 - Thu, Feb 26
Multiple Airlines Logo
10:00 am - 2:00 pm
JFK
-
GCM
4h 00mnonstop
Multiple Airlines Logo
3:40 pm - 7:29 pm
GCM
-
JFK
3h 49mnonstop
$300Multiple Airlines
Sun, Feb 22 - Thu, Feb 26

United Airlines flights from Connecticut to Cayman Islands

Our best United Airlines deals on Connecticut to Cayman Islands flight tickets
United Airlines
Mar 5
EWR9:10 amNewark
4h 05m
GCM1:15 pmGeorge Town Owen Roberts Intl
Mar 9
GCM1:25 pmGeorge Town Owen Roberts Intl
3h 52m
EWR6:17 pmNewark
$289
United Airlines
Feb 22
EWR9:10 amNewark
4h 05m
GCM1:15 pmGeorge Town Owen Roberts Intl
Feb 26
GCM2:25 pmGeorge Town Owen Roberts Intl
3h 52m
EWR6:17 pmNewark
$295
United Airlines
Mar 3
BDL3:00 pmHartford Bradley Intl
22h 15m
2 stops
GCM1:15 pmGeorge Town Owen Roberts Intl
Mar 8
GCM1:50 pmGeorge Town Owen Roberts Intl
18h 42m
2 stops
BDL9:32 amHartford Bradley Intl
$297

JetBlue flights from Connecticut to Cayman Islands

Our best JetBlue deals on Connecticut to Cayman Islands flight tickets
JetBlue
Mar 2
PVD6:30 amProvidence-TFGreen
8h 05m
1 stop
GCM2:35 pmGeorge Town Owen Roberts Intl
Mar 9
GCM2:40 pmGeorge Town Owen Roberts Intl
7h 58m
1 stop
PVD11:38 pmProvidence-TFGreen
$289
JetBlue
Feb 22
JFK10:30 amNew York John F Kennedy Intl
4h 05m
GCM2:35 pmGeorge Town Owen Roberts Intl
Feb 26
GCM3:40 pmGeorge Town Owen Roberts Intl
3h 49m
JFK7:29 pmNew York John F Kennedy Intl
$295
JetBlue
Feb 8
JFK10:30 amNew York John F Kennedy Intl
4h 02m
GCM2:32 pmGeorge Town Owen Roberts Intl
Feb 12
GCM3:40 pmGeorge Town Owen Roberts Intl
3h 49m
JFK7:29 pmNew York John F Kennedy Intl
$301

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 February 2, 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

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sun 2/22

6:00 am-1:43 pm

1 stop7h 43m

George Town Owen Roberts Intl

Thu 2/26

2:49 pm-11:48 pm

1 stop8h 59m

$248

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sun 3/1

6:00 am-1:43 pm

1 stop7h 43m

George Town Owen Roberts Intl

Thu 3/5

2:49 pm-11:48 pm

1 stop8h 59m

$260

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Wed 7/29

5:27 pm-11:00 am

2 stops18h 33m

George Town Owen Roberts Intl

Mon 8/3

2:10 pm-9:05 am

2 stops17h 55m

$283

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 6/4

5:27 pm-1:10 pm

2 stops20h 43m

George Town Owen Roberts Intl

Mon 6/8

2:10 pm-9:05 am

2 stops17h 55m

$286

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 2/27

10:30 am-2:35 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sun 3/1

8:00 am-11:50 am

Nonstop3h 50m

$287

ProvidenceGeorge Town

PVD - GCM

PVDGCM

Providence-TFGreen

Mon 3/2

6:30 am-2:35 pm

1 stop8h 05m

George Town Owen Roberts Intl

Mon 3/9

2:40 pm-11:38 pm

1 stop7h 58m

$289

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Thu 3/5

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Mon 3/9

1:25 pm-6:17 pm

Nonstop3h 52m

$289

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 2/22

10:30 am-2:35 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Thu 2/26

3:40 pm-7:29 pm

Nonstop3h 49m

$295

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sun 2/22

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Thu 2/26

2:25 pm-6:17 pm

Nonstop3h 52m

$295

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 2/22

10:00 am-2:00 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Thu 2/26

3:40 pm-7:29 pm

Nonstop3h 49m

$300

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 January, then flying in July is also cheap. Prices for this month can be found on momondo for an average of $483.

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 53m

Direct flights

Every day

Airports in Cayman Islands

6 airports
The fastest flight from Connecticut to Cayman Islands takes 3h 53m
Direct flights go from Connecticut to Cayman Islands every day.
There are 6 airports in Cayman Islands. From Connecticut there are direct flights to George Town Owen Roberts Intl (GCM).
Search flight deals

  • 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 $188Free CancellationRating
7.2
2,892 reviews
Search JetBlue flights
DeltaPriceFrom $214Free CancellationRating
7.9
8,132 reviews
Search Delta flights
American AirlinesPriceFrom $365Free CancellationRating
7.2
11,212 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.

An easier way to manage your Cayman Islands trip

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Find better results for your trip to the Cayman Islands

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Popular flights according to clicks in the last 7 days on momondo
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