What is the cheapest airline that flies from Connecticut to Cayman Islands?

Spirit Airlines, American Airlines, and United Airlines are the most popular carriers operating from Connecticut to Cayman Islands

What airlines fly to Cayman Islands?

American Airlines, Delta and JetBlue are the top three most popular airlines that fly to Cayman Islands from Connecticut according to our data. American Airlines is the first choice among our users, with 70% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 3 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

How many flights depart from Connecticut to Cayman Islands on average per week?

The number of flights available between Connecticut and Cayman Islands is 3 per week as of December 2025. The most frequent departure day is Mon, with 33% of weekly flights leaving on this day.

How long is the flight from Connecticut to Cayman Islands?

Flight times vary depending on what airport in Connecticut you fly out of and what airport in Cayman Islands you fly into. For example, flying from Hartford to George Town takes 6h 24m on average. On the other hand, flying from New Haven to George Town takes 10h 20m on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo if there are any available for your route.

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?

As of December 2025, there are 5 operators available to choose from 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.

$65 Cheap Flights from Connecticut to the Cayman Islands in 2025/26

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Find the cheapest flights from Connecticut to the Cayman Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:30 am - 2:32 pm

JFK

GCM

4h 02mnonstop

3:40 pm - 7:30 pm

GCM

JFK

3h 50mnonstop

$256JetBlue

Thu, Jan 29 - Fri, Feb 6

7:29 pm - 11:26 am

JFK

GCM

15h 57m1 stop

8:50 am - 7:29 pm

GCM

JFK

10h 39m1 stop

$260American Airlines

Sun, Jan 18 - Wed, Jan 21

6:00 am - 1:45 pm

EWR

GCM

7h 45m1 stop

2:25 pm - 6:17 pm

GCM

EWR

3h 52mnonstop

$260United Airlines

Sat, Jan 24 - Tue, Jan 27

6:00 am - 8:20 pm

LGA

GCM

14h 20m1 stop

12:50 pm - 8:59 pm

GCM

LGA

8h 09m1 stop

$260American Airlines

Sat, Jan 24 - Sat, Jan 31

6:00 am - 1:43 pm

LGA

GCM

7h 43m1 stop

2:49 pm - 11:48 pm

GCM

LGA

8h 59m1 stop

$263Spirit Airlines

Thu, Feb 26 - Sun, Mar 1

7:55 am - 1:38 pm

EWR

GCM

5h 43m1 stop

2:49 pm - 11:58 pm

GCM

EWR

9h 09m1 stop

$264Spirit Airlines

Sat, Jan 31 - Sun, Feb 8

9:10 am - 1:15 pm

EWR

GCM

4h 05mnonstop

2:50 pm - 12:45 am

GCM

EWR

9h 55m1 stop

$266United Airlines

Wed, Jan 7 - Sun, Jan 11

6:00 am - 1:45 pm

EWR

GCM

7h 45m1 stop

2:50 pm - 12:45 am

GCM

EWR

9h 55m1 stop

$270United Airlines

Thu, Jan 22 - Sun, Jan 25

6:00 am - 12:29 pm

EWR

GCM

6h 29m1 stop

1:54 pm - 12:53 am

GCM

EWR

10h 59m1 stop

$272Delta

Thu, Feb 19 - Thu, Feb 26

5:30 am - 12:29 pm

PVD

GCM

6h 59m1 stop

3:40 pm - 11:53 pm

GCM

PVD

8h 13m1 stop

$320Delta

Wed, Feb 25 - Sat, Mar 7

JetBlue flights from Connecticut to Cayman Islands

Our best JetBlue deals on Connecticut to Cayman Islands flight tickets

JetBlue

Jan 29

JFK10:30 amNew York John F Kennedy Intl

4h 02m

GCM2:32 pmGeorge Town Owen Roberts Intl

Feb 6

GCM3:40 pmGeorge Town Owen Roberts Intl

3h 50m

JFK7:30 pmNew York John F Kennedy Intl

$256

Find similar

JetBlue

Jan 18

JFK10:30 amNew York John F Kennedy Intl

4h 02m

GCM2:32 pmGeorge Town Owen Roberts Intl

Jan 23

GCM3:40 pmGeorge Town Owen Roberts Intl

3h 50m

JFK7:30 pmNew York John F Kennedy Intl

$288

Find similar

JetBlue

Feb 3

EWR7:00 amNewark

6h 55m

1 stop

GCM1:55 pmGeorge Town Owen Roberts Intl

Feb 7

GCM2:55 pmGeorge Town Owen Roberts Intl

8h 05m

1 stop

EWR11:00 pmNewark

$302

Find similar

American Airlines flights from Connecticut to Cayman Islands

Our best American Airlines deals on Connecticut to Cayman Islands flight tickets

American Airlines

Jan 28

JFK6:30 amNew York John F Kennedy Intl

13h 50m

1 stop

GCM8:20 pmGeorge Town Owen Roberts Intl

Jan 31

GCM3:45 pmGeorge Town Owen Roberts Intl

9h 10m

1 stop

JFK12:55 amNew York John F Kennedy Intl

$260

Find similar

American Airlines

Feb 2

JFK5:30 amNew York John F Kennedy Intl

6h 20m

1 stop

GCM11:50 amGeorge Town Owen Roberts Intl

Feb 12

GCM3:15 pmGeorge Town Owen Roberts Intl

6h 44m

1 stop

JFK9:59 pmNew York John F Kennedy Intl

$262

Find similar

American Airlines

Jan 18

JFK6:30 amNew York John F Kennedy Intl

13h 50m

2 stops

GCM8:20 pmGeorge Town Owen Roberts Intl

Jan 24

GCM3:45 pmGeorge Town Owen Roberts Intl

7h 14m

1 stop

JFK10:59 pmNew York John F Kennedy Intl

$265

Find similar

momondo Fare Finder

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

Thu 1/29

10:30 am-2:32 pm

Nonstop4h 02m

George Town Owen Roberts Intl

Fri 2/6

3:40 pm-7:30 pm

Nonstop3h 50m

$256

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 1/18

7:29 pm-11:26 am

1 stop15h 57m

George Town Owen Roberts Intl

Wed 1/21

8:50 am-7:29 pm

1 stop10h 39m

$260

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 1/24

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Tue 1/27

2:25 pm-6:17 pm

Nonstop3h 52m

$260

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sat 1/24

6:00 am-8:20 pm

1 stop14h 20m

George Town Owen Roberts Intl

Sat 1/31

12:50 pm-8:59 pm

1 stop8h 09m

$260

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Thu 2/26

6:00 am-1:43 pm

1 stop7h 43m

George Town Owen Roberts Intl

Sun 3/1

2:49 pm-11:48 pm

1 stop8h 59m

$263

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 1/31

7:55 am-1:38 pm

1 stop5h 43m

George Town Owen Roberts Intl

Sun 2/8

2:49 pm-11:58 pm

1 stop9h 09m

$264

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Wed 1/7

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sun 1/11

2:50 pm-12:45 am

1 stop9h 55m

$266

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Thu 1/22

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Sun 1/25

2:50 pm-12:45 am

1 stop9h 55m

$270

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Thu 2/19

6:00 am-12:29 pm

1 stop6h 29m

George Town Owen Roberts Intl

Thu 2/26

1:54 pm-12:53 am

1 stop10h 59m

$272

ProvidenceGeorge Town

PVD - GCM

PVDGCM

Providence-TFGreen

Wed 2/25

5:30 am-12:29 pm

1 stop6h 59m

George Town Owen Roberts Intl

Sat 3/7

3:40 pm-11:53 pm

1 stop8h 13m

$320

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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.

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 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?
As of December 2025, there are 5 operators available to choose from 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
JetBlue	PriceFrom $283	Free Cancellation	Rating 7.2 2,894 reviews	Search JetBlue flights
Delta	PriceFrom $363	Free Cancellation	Rating 7.9 8,009 reviews	Search Delta flights
American Airlines	PriceFrom $405	Free Cancellation	Rating 7.2 11,047 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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Popular cities in the Cayman Islands

Flights to George Townfrom $191

Flights to Cayman Bracfrom $326

Flights to Little Caymanfrom $328

Cheap flights from Connecticut to the Cayman Islands from $65

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 2/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

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Trusted and free

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Find the cheapest flights from Connecticut to the Cayman Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

JetBlue flights from Connecticut to Cayman Islands

Our best JetBlue deals on Connecticut to Cayman Islands flight tickets

American Airlines flights from Connecticut to Cayman Islands

Our best American Airlines deals on Connecticut to Cayman Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Connecticut to the Cayman Islands that are best for you.

See travel insights to the Cayman Islands from

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

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.

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

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

What is the cheapest airline that flies from Connecticut to Cayman Islands?

Spirit Airlines, American Airlines, and United Airlines are the most popular carriers operating from Connecticut to Cayman Islands

What airlines fly to Cayman Islands?

How many flights depart from Connecticut to Cayman Islands on average per week?

The number of flights available between Connecticut and Cayman Islands is 3 per week as of December 2025. The most frequent departure day is Mon, with 33% of weekly flights leaving on this day.

How long is the flight from Connecticut to Cayman Islands?

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

Direct flights

Airports in Cayman Islands

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

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?

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

Best airlines flying from Connecticut to Cayman Islands

Compare and see reviews for airlines that fly from Connecticut to Cayman Islands with momondo

Why use momondo?

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

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

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

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

An easier way to manage your Cayman Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

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