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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 11/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Connecticut to the Cayman Islands

Cheap round-trip flights

JetBlue Logo
10:29 am - 2:31 pmJFK-GCM
4h 02mnonstop
JetBlue Logo
3:57 pm - 7:44 pmGCM-JFK
3h 47mnonstop
$301JetBlue
Find Deal
Sat, Nov 22 - Wed, Nov 26
JetBlue Logo
10:35 am - 2:31 pmJFK-GCM
3h 56mnonstop
JetBlue Logo
3:43 pm - 7:29 pmGCM-JFK
3h 46mnonstop
$315JetBlue
Find Deal
Sun, Nov 16 - Fri, Nov 21
United Airlines Logo
7:00 am - 4:30 pmEWR-GCM
9h 30m1 stop
United Airlines Logo
2:25 pm - 6:17 pmGCM-EWR
3h 52mnonstop
$320United Airlines
Find Deal
Tue, Nov 18 - Sat, Nov 22
Delta Logo
6:05 am - 11:35 amPVD-GCM
6h 30m1 stop
Delta Logo
1:05 pm - 11:58 pmGCM-PVD
9h 53m1 stop
$328Delta
Find Deal
Mon, Oct 27 - Thu, Oct 30
American Airlines Logo
5:40 am - 2:42 pmBDL-GCM
9h 02m1 stop
American Airlines Logo
8:45 am - 11:58 pmGCM-BDL
15h 13m1 stop
$328American Airlines
Find Deal
Thu, Dec 4 - Tue, Dec 9
United Airlines Logo
9:10 am - 1:15 pmEWR-GCM
4h 05mnonstop
United Airlines Logo
2:25 pm - 6:17 pmGCM-EWR
3h 52mnonstop
$329United Airlines
Find Deal
Sun, Dec 14 - Sat, Dec 20
Spirit Airlines Logo
6:30 pm - 11:00 amLGA-GCM
16h 30m1 stop
Spirit Airlines Logo
11:55 am - 8:02 pmGCM-LGA
8h 07m1 stop
$331Spirit Airlines
Find Deal
Wed, Dec 3 - Sun, Dec 7
Delta Logo
6:05 am - 11:35 amPVD-GCM
6h 30m1 stop
Delta Logo
1:05 pm - 12:09 pmGCM-PVD
22h 04m2 stops
$332Delta
Find Deal
Mon, Oct 27 - Thu, Oct 30
American Airlines Logo
4:15 pm - 2:24 pmBDL-GCM
22h 09m1 stop
American Airlines Logo
1:25 pm - 11:58 pmGCM-BDL
10h 33m1 stop
$335American Airlines
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Wed, Dec 3 - Sat, Dec 6
Spirit Airlines Logo
4:40 pm - 11:00 amLGA-GCM
18h 20m2 stops
Spirit Airlines Logo
11:55 am - 11:25 pmGCM-LGA
11h 30m1 stop
$377Spirit Airlines
Find Deal
Wed, Dec 3 - Sun, Dec 7

American Airlines flights from Connecticut to Cayman Islands

Our best American Airlines deals on Connecticut to Cayman Islands flight tickets
American Airlines
Dec 4
BDL5:40 amHartford Bradley Intl
9h 02m
1 stop
GCM2:42 pmGeorge Town Owen Roberts Intl
Dec 9
GCM8:45 amGeorge Town Owen Roberts Intl
15h 13m
1 stop
BDL11:58 pmHartford Bradley Intl
$328
Find similar
American Airlines
Sep 24
BDL7:34 pmHartford Bradley Intl
16h 48m
2 stops
GCM11:22 amGeorge Town Owen Roberts Intl
Sep 27
GCM12:10 pmGeorge Town Owen Roberts Intl
21h 43m
2 stops
BDL10:53 amHartford Bradley Intl
$332
Find similar
American Airlines
Sep 24
BDL2:14 pmHartford Bradley Intl
22h 08m
1 stop
GCM11:22 amGeorge Town Owen Roberts Intl
Sep 27
GCM12:10 pmGeorge Town Owen Roberts Intl
9h 50m
1 stop
BDL11:00 pmHartford Bradley Intl
$335
Find similar

Delta flights from Connecticut to Cayman Islands

Our best Delta deals on Connecticut to Cayman Islands flight tickets
Delta
Oct 27
PVD6:05 amProvidence-TFGreen
6h 30m
1 stop
GCM11:35 amGeorge Town Owen Roberts Intl
Oct 30
GCM1:05 pmGeorge Town Owen Roberts Intl
9h 53m
1 stop
PVD11:58 pmProvidence-TFGreen
$328
Find similar
Delta
Oct 27
PVD6:05 amProvidence-TFGreen
6h 30m
1 stop
GCM11:35 amGeorge Town Owen Roberts Intl
Oct 30
GCM1:05 pmGeorge Town Owen Roberts Intl
22h 04m
2 stops
PVD12:09 pmProvidence-TFGreen
$332
Find similar
Delta
Oct 31
EWR6:00 amNewark
6h 41m
1 stop
GCM11:41 amGeorge Town Owen Roberts Intl
Nov 2
GCM2:00 pmGeorge Town Owen Roberts Intl
9h 06m
1 stop
EWR11:06 pmNewark
$344
Find similar

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 September 23, 2025.
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

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 11/22

10:29 am-2:31 pm

Nonstop4h 02m

George Town Owen Roberts Intl

Wed 11/26

3:57 pm-7:44 pm

Nonstop3h 47m

$301

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 11/16

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Fri 11/21

3:43 pm-7:29 pm

Nonstop3h 46m

$315

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Tue 11/18

7:00 am-4:30 pm

1 stop9h 30m

George Town Owen Roberts Intl

Sat 11/22

2:25 pm-6:17 pm

Nonstop3h 52m

$320

ProvidenceGeorge Town

PVD - GCM

PVDGCM

Providence-TFGreen

Mon 10/27

6:05 am-11:35 am

1 stop6h 30m

George Town Owen Roberts Intl

Thu 10/30

1:05 pm-11:58 pm

1 stop9h 53m

$328

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Thu 12/4

5:40 am-2:42 pm

1 stop9h 02m

George Town Owen Roberts Intl

Tue 12/9

8:45 am-11:58 pm

1 stop15h 13m

$328

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sun 12/14

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sat 12/20

2:25 pm-6:17 pm

Nonstop3h 52m

$329

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 12/3

6:30 pm-11:00 am

1 stop16h 30m

George Town Owen Roberts Intl

Sun 12/7

11:55 am-8:02 pm

1 stop8h 07m

$331

ProvidenceGeorge Town

PVD - GCM

PVDGCM

Providence-TFGreen

Mon 10/27

6:05 am-11:35 am

1 stop6h 30m

George Town Owen Roberts Intl

Thu 10/30

1:05 pm-12:09 pm

2 stops22h 04m

$332

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Wed 12/3

4:15 pm-2:24 pm

1 stop22h 09m

George Town Owen Roberts Intl

Sat 12/6

1:25 pm-11:58 pm

1 stop10h 33m

$335

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Wed 12/3

4:40 pm-11:00 am

2 stops18h 20m

George Town Owen Roberts Intl

Sun 12/7

11:55 am-11:25 pm

1 stop11h 30m

$377

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 July, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $529.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Wednesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $502. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Sunday is $656.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is in the morning. momondo users have found flights departing from Connecticut to Cayman Islands in the morning for as low as $561. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $663 on average. Flights to Cayman Islands from Connecticut in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

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 56m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Cayman Islands

1 airport
The fastest flight from Connecticut to Cayman Islands takes 3h 56m
Direct flights go from Connecticut to Cayman Islands on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Cayman Islands: 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
DeltaPriceFrom $440Free CancellationRating
7.9
7,974 reviews
Search Delta flights
American AirlinesPriceFrom $441Free CancellationRating
7.2
10,000 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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