Cheap flights from Connecticut to the Cayman Islands from $101

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 9/21. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Connecticut to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
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
$341Delta
Thu, Aug 27 - Mon, Aug 31
American Airlines Logo
6:24 pm - 10:55 am
PVD
-
GCM
17h 31m
2 stops
American Airlines Logo
12:30 pm - 10:07 am
GCM
-
PVD
20h 37m
2 stops
$342American Airlines
Fri, Aug 7 - Fri, Aug 14
American Airlines Logo
6:50 pm - 11:00 am
JFK
-
GCM
17h 10m
1 stop
American Airlines Logo
12:33 pm - 11:00 pm
GCM
-
JFK
9h 27m
1 stop
$343American Airlines
Tue, Jul 28 - Tue, Aug 4
American Airlines Logo
6:00 am - 11:24 am
EWR
-
GCM
6h 24m
1 stop
American Airlines Logo
12:36 pm - 10:26 pm
GCM
-
EWR
8h 50m
1 stop
$343American Airlines
Sat, Sep 5 - Wed, Sep 9
American Airlines Logo
6:00 am - 11:27 am
LGA
-
GCM
6h 27m
1 stop
American Airlines Logo
12:30 pm - 8:00 pm
GCM
-
LGA
6h 30m
1 stop
$343American Airlines
Tue, Aug 18 - Tue, Aug 25
American Airlines Logo
6:24 pm - 10:55 am
PVD
-
GCM
17h 31m
2 stops
American Airlines Logo
12:30 pm - 10:07 am
GCM
-
PVD
20h 37m
2 stops
$346American Airlines
Fri, Aug 7 - Fri, Aug 14
American Airlines Logo
7:24 pm - 1:10 pm
BDL
-
GCM
18h 46m
2 stops
American Airlines Logo
2:10 pm - 10:20 am
GCM
-
BDL
19h 10m
2 stops
$346American Airlines
Thu, Aug 20 - Thu, Aug 27
United Airlines Logo
8:25 pm - 1:30 pm
LGA
-
GCM
18h 05m
1 stop
United Airlines Logo
1:35 pm - 11:14 pm
GCM
-
LGA
8h 39m
1 stop
$349United Airlines
Fri, Jul 24 - Fri, Jul 31
Multiple Airlines Logo
9:49 am - 12:55 pm
JFK
-
GCM
4h 06mnonstop
Multiple Airlines Logo
6:10 pm - 11:00 pm
GCM
-
JFK
3h 50mnonstop
$351Multiple Airlines
Sat, Sep 5 - Sun, Sep 6
United Airlines Logo
8:43 pm - 3:30 pm
EWR
-
GCM
19h 47m
1 stop
United Airlines Logo
4:10 pm - 11:59 pm
GCM
-
EWR
6h 49m
1 stop
$352United Airlines
Sat, Oct 24 - Sat, Oct 31

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United Airlines flights from Connecticut to Cayman Islands

Our best United Airlines deals on Connecticut to Cayman Islands flight tickets
United Airlines
Oct 28
LGA6:00 amNew York LaGuardia
10h 30m
1 stop
GCM3:30 pmGeorge Town Owen Roberts Intl
Nov 1
GCM5:45 pmGeorge Town Owen Roberts Intl
25h 20m
1 stop
LGA7:05 pmNew York LaGuardia
$352
United Airlines
Jul 4
EWR7:05 amNewark
9h 30m
1 stop
GCM3:35 pmGeorge Town Owen Roberts Intl
Jul 11
GCM2:40 pmGeorge Town Owen Roberts Intl
3h 58m
EWR7:38 pmNewark
$355
United Airlines
Jul 4
EWR7:05 amNewark
9h 30m
1 stop
GCM3:35 pmGeorge Town Owen Roberts Intl
Jul 11
GCM1:50 pmGeorge Town Owen Roberts Intl
8h 49m
1 stop
EWR11:39 pmNewark
$365

Delta flights from Connecticut to Cayman Islands

Our best Delta deals on Connecticut to Cayman Islands flight tickets
Delta
Aug 27
BDL6:00 amHartford Bradley Intl
6h 39m
1 stop
GCM11:39 amGeorge Town Owen Roberts Intl
Aug 31
GCM1:04 pmGeorge Town Owen Roberts Intl
9h 54m
1 stop
BDL11:58 pmHartford Bradley Intl
$341
Delta
Aug 16
BDL6:00 amHartford Bradley Intl
6h 39m
1 stop
GCM11:39 amGeorge Town Owen Roberts Intl
Aug 26
GCM1:04 pmGeorge Town Owen Roberts Intl
6h 49m
1 stop
BDL8:53 pmHartford Bradley Intl
$399
Delta
Sep 13
EWR6:00 amNewark
6h 40m
1 stop
GCM11:40 amGeorge Town Owen Roberts Intl
Sep 17
GCM1:00 pmGeorge Town Owen Roberts Intl
8h 24m
1 stop
EWR10:24 pmNewark
$412

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 June 26, 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

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 8/27

6:00 am-11:39 am

1 stop6h 39m

George Town Owen Roberts Intl

Mon 8/31

1:04 pm-11:58 pm

1 stop9h 54m

$341

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

12:30 pm-10:07 am

2 stops20h 37m

$342

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Tue 7/28

6:50 pm-11:00 am

1 stop17h 10m

George Town Owen Roberts Intl

Tue 8/4

12:33 pm-11:00 pm

1 stop9h 27m

$343

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 9/5

6:00 am-11:24 am

1 stop6h 24m

George Town Owen Roberts Intl

Wed 9/9

12:36 pm-10:26 pm

1 stop8h 50m

$343

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Tue 8/18

6:00 am-11:27 am

1 stop6h 27m

George Town Owen Roberts Intl

Tue 8/25

12:30 pm-8:00 pm

1 stop6h 30m

$343

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

12:30 pm-10:07 am

2 stops20h 37m

$346

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 8/20

7:24 pm-1:10 pm

2 stops18h 46m

George Town Owen Roberts Intl

Thu 8/27

2:10 pm-10:20 am

2 stops19h 10m

$346

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Fri 7/24

8:25 pm-1:30 pm

1 stop18h 05m

George Town Owen Roberts Intl

Fri 7/31

1:35 pm-11:14 pm

1 stop8h 39m

$349
Quickest round-trip

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 9/5

9:49 am-12:55 pm

Nonstop4h 06m

George Town Owen Roberts Intl

Sun 9/6

6:10 pm-11:00 pm

Nonstop3h 50m

$351

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 10/24

8:43 pm-3:30 pm

1 stop19h 47m

George Town Owen Roberts Intl

Sat 10/31

4:10 pm-11:59 pm

1 stop6h 49m

$352

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, 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, 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
3,011 reviews
Search JetBlue flights
DeltaPriceFrom $214Free CancellationRating
7.8
8,442 reviews
Search Delta flights
American AirlinesPriceFrom $326Free CancellationRating
7.1
11,763 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
Sun 7/26
Sun 8/2

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