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 July 2025. The most frequent departure day is Mon, with 33% of weekly flights leaving on this day.

What airlines fly to Cayman Islands?

American Airlines, Delta and Southwest 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 74% 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.

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

JetBlue, American Airlines, and Cayman Airways are the most popular carriers operating from Connecticut to Cayman Islands

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 22m on average. On the other hand, flying from New Haven to George Town takes 29h 13m 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 July 2025, there are 6 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.

$119 Cheap Flights from Connecticut to the Cayman Islands in 2025

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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

10:34 am - 1:35 pmJFK-GCM

4h 01mnonstop

3:43 pm - 7:30 pmGCM-JFK

3h 47mnonstop

$317JetBlue

Find Deal

Thu, Oct 30 - Mon, Nov 3

8:10 am - 3:30 pmEWR-GCM

8h 20m1 stop

2:25 pm - 6:17 pmGCM-EWR

3h 52mnonstop

$322United Airlines

Find Deal

Wed, Oct 29 - Sun, Nov 2

7:53 am - 3:55 pmJFK-GCM

8h 02m1 stop

8:30 am - 10:19 pmGCM-JFK

13h 49m1 stop

$332American Airlines

Find Deal

Thu, Nov 13 - Mon, Nov 17

5:40 am - 11:10 amEWR-GCM

6h 30m1 stop

12:25 pm - 10:00 pmGCM-EWR

8h 35m1 stop

$332American Airlines

Find Deal

Wed, Sep 10 - Wed, Sep 17

6:00 am - 11:37 amEWR-GCM

6h 37m1 stop

12:52 pm - 12:56 amGCM-EWR

11h 04m1 stop

$342Delta

Find Deal

Sun, Sep 7 - Mon, Sep 15

10:00 am - 2:00 pmJFK-GCM

4h 00mnonstop

5:10 pm - 9:00 pmGCM-JFK

3h 50mnonstop

$348Cayman Airways

Find Deal

Thu, Nov 13 - Wed, Nov 19

6:00 am - 11:55 amLGA-GCM

6h 55m1 stop

12:50 pm - 8:02 amGCM-LGA

18h 12m2 stops

$350Air Canada

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Thu, Oct 16 - Mon, Oct 20

9:00 am - 1:00 pmJFK-GCM

4h 00mnonstop

5:10 pm - 9:00 pmGCM-JFK

3h 50mnonstop

$352Cayman Airways

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Mon, Dec 8 - Sat, Dec 13

10:05 am - 12:20 pmJFK-GCM

26h 15m2 stops

1:30 pm - 10:39 pmGCM-JFK

9h 09m1 stop

$379Air Canada

Find Deal

Thu, Nov 20 - Thu, Nov 27

6:00 am - 11:42 amEWR-GCM

6h 42m1 stop

1:02 pm - 1:01 amGCM-EWR

10h 59m1 stop

$426Delta

Find Deal

Mon, Oct 6 - Thu, Oct 30

Cayman Airways flights from Connecticut to Cayman Islands

Our best Cayman Airways deals on Connecticut to Cayman Islands flight tickets

Cayman Airways

Nov 13

JFK10:00 amNew York John F Kennedy Intl

4h 00m

GCM2:00 pmGeorge Town Owen Roberts Intl

Nov 19

GCM5:10 pmGeorge Town Owen Roberts Intl

3h 50m

JFK9:00 pmNew York John F Kennedy Intl

$348

Find similar

Cayman Airways

Dec 8

JFK9:00 amNew York John F Kennedy Intl

4h 00m

GCM1:00 pmGeorge Town Owen Roberts Intl

Dec 13

GCM5:10 pmGeorge Town Owen Roberts Intl

3h 50m

JFK9:00 pmNew York John F Kennedy Intl

$352

Find similar

Cayman Airways

Dec 11

JFK10:00 amNew York John F Kennedy Intl

4h 00m

GCM2:00 pmGeorge Town Owen Roberts Intl

Dec 14

GCM5:10 pmGeorge Town Owen Roberts Intl

3h 50m

JFK9:00 pmNew York John F Kennedy Intl

$355

Find similar

Air Canada flights from Connecticut to Cayman Islands

Our best Air Canada deals on Connecticut to Cayman Islands flight tickets

Air Canada

Oct 16

LGA6:00 amNew York LaGuardia

6h 55m

1 stop

GCM11:55 amGeorge Town Owen Roberts Intl

Oct 20

GCM12:50 pmGeorge Town Owen Roberts Intl

18h 12m

2 stops

LGA8:02 amNew York LaGuardia

$350

Find similar

Air Canada

Nov 20

JFK10:05 amNew York John F Kennedy Intl

26h 15m

2 stops

GCM12:20 pmGeorge Town Owen Roberts Intl

Nov 27

GCM1:30 pmGeorge Town Owen Roberts Intl

9h 09m

1 stop

JFK10:39 pmNew York John F Kennedy Intl

$379

Find similar

Air Canada

Nov 20

EWR8:10 pmNewark

16h 10m

2 stops

GCM12:20 pmGeorge Town Owen Roberts Intl

Nov 27

GCM1:30 pmGeorge Town Owen Roberts Intl

18h 57m

1 stop

EWR8:27 amNewark

$384

Find similar

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 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

Best Price Found	$119
Fastest flight time	3h 53m
Direct flights	Mon, Tue, Thu, Fri and Sun
Airports in Cayman Islands	1 airport

The best one-way flight to Cayman Islands from Connecticut in the past 72 hours is $119. The best round-trip flight deal from Connecticut to Cayman Islands found on momondo in the last 72 hours is $317.

The fastest flight from Connecticut to Cayman Islands takes 3h 53m

Direct flights go from Connecticut to Cayman Islands on Monday, Tuesday, Thursday, Friday and Sunday. Airlines offering direct flights are: United Airlines, Cayman Airways and JetBlue.

There is 1 airport near Cayman Islands: George Town Owen Roberts Intl (GCM)

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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 July 2025, there are 6 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
Delta	PriceFrom $440	Free Cancellation	Rating 8.0 7,958 reviews	Search Delta flights
American Airlines	PriceFrom $471	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Southwest	PriceFrom $485	Free Cancellation	Rating 8.0 4,241 reviews	Search Southwest 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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Popular cities in the Cayman Islands

Flights to George Townfrom $299

Flights to Cayman Bracfrom $332

Flights to Little Caymanfrom $407

Cheap flights from Connecticut to the Cayman Islands from $119

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 8/30. 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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Big names and deals

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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

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Cayman Airways flights from Connecticut to Cayman Islands

Our best Cayman Airways deals on Connecticut to Cayman Islands flight tickets

Air Canada flights from Connecticut to Cayman Islands

Our best Air Canada deals on Connecticut to Cayman Islands flight tickets

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 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?

JetBlue, American Airlines, and Cayman Airways 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 July 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

Best Price Found

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