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Cheap flights from Connecticut to Grand Cayman from $100

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 Grand Cayman departing on 1/1. 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 Grand Cayman

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
Delta Logo
6:00 am - 11:41 amEWR-GCM
6h 41m1 stop
Delta Logo
2:00 pm - 12:59 amGCM-EWR
10h 59m1 stop
$304Delta
Find Deal
Fri, Oct 31 - Sun, Nov 2
American Airlines Logo
5:00 am - 2:06 pmBDL-GCM
9h 06m1 stop
American Airlines Logo
1:25 pm - 11:58 pmGCM-BDL
10h 33m1 stop
$328American Airlines
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Fri, Dec 5 - Wed, Dec 10
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 7 - Sun, Dec 14
American Airlines Logo
5:00 am - 8:15 pmBDL-GCM
15h 15m2 stops
American Airlines Logo
1:25 pm - 8:24 amGCM-BDL
18h 59m2 stops
$332American Airlines
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Fri, Dec 5 - Wed, Dec 10
United Airlines Logo
7:05 pm - 12:30 pmEWR-GCM
18h 25m1 stop
United Airlines Logo
1:25 pm - 6:17 pmGCM-EWR
3h 52mnonstop
$334United Airlines
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Fri, Oct 24 - Sun, Oct 26
Cayman Airways Logo
10:00 am - 2:00 pmJFK-GCM
4h 00mnonstop
Cayman Airways Logo
5:10 pm - 9:00 pmGCM-JFK
3h 50mnonstop
$355Cayman Airways
Find Deal
Sun, Jan 18 - Wed, Jan 21
Multiple Airlines Logo
11:45 am - 2:45 pmJFK-GCM
4h 00mnonstop
Multiple Airlines Logo
12:50 pm - 9:47 amGCM-JFK
19h 57m1 stop
$367Multiple Airlines
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Thu, Oct 16 - Mon, Oct 20
Cayman Airways Logo
10:00 am - 2:00 pmJFK-GCM
4h 00mnonstop
Cayman Airways Logo
5:10 pm - 9:00 pmGCM-JFK
3h 50mnonstop
$369Cayman Airways
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Thu, Jan 22 - Sun, Jan 25
Multiple Airlines Logo
2:02 pm - 11:35 amLGA-GCM
21h 33m1 stop
Multiple Airlines Logo
11:55 am - 8:02 pmGCM-LGA
8h 07m1 stop
$436Multiple Airlines
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Sun, Dec 7 - Sun, Dec 14

JetBlue flights from Connecticut to Grand Cayman

Our best JetBlue deals on Connecticut to Grand Cayman flight tickets
JetBlue
Nov 22
JFK10:29 amNew York John F Kennedy Intl
4h 02m
GCM2:31 pmGeorge Town Owen Roberts Intl
Nov 26
GCM3:57 pmGeorge Town Owen Roberts Intl
3h 47m
JFK7:44 pmNew York John F Kennedy Intl
$301
Find similar
JetBlue
Nov 14
JFK10:35 amNew York John F Kennedy Intl
3h 56m
GCM2:31 pmGeorge Town Owen Roberts Intl
Nov 20
GCM3:43 pmGeorge Town Owen Roberts Intl
3h 47m
JFK7:30 pmNew York John F Kennedy Intl
$307
Find similar
JetBlue
Nov 14
JFK10:35 amNew York John F Kennedy Intl
3h 56m
GCM2:31 pmGeorge Town Owen Roberts Intl
Nov 20
GCM3:43 pmGeorge Town Owen Roberts Intl
3h 47m
JFK7:30 pmNew York John F Kennedy Intl
$310
Find similar

Delta flights from Connecticut to Grand Cayman

Our best Delta deals on Connecticut to Grand Cayman flight tickets
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
10h 59m
1 stop
EWR12:59 amNewark
$304
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
$314
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
9h 53m
1 stop
PVD11:58 pmProvidence-TFGreen
$328
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Connecticut to Grand Cayman 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 21, 2025.
Use the filters below to find and compare flights from Connecticut to Grand Cayman 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

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Fri 10/31

6:00 am-11:41 am

1 stop6h 41m

George Town Owen Roberts Intl

Sun 11/2

2:00 pm-12:59 am

1 stop10h 59m

$304

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Fri 12/5

5:00 am-2:06 pm

1 stop9h 06m

George Town Owen Roberts Intl

Wed 12/10

1:25 pm-11:58 pm

1 stop10h 33m

$328

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sun 12/7

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

Sun 12/14

2:25 pm-6:17 pm

Nonstop3h 52m

$329

HartfordGeorge Town

BDL - GCM

BDLGCM

Hartford Bradley Intl

Fri 12/5

5:00 am-8:15 pm

2 stops15h 15m

George Town Owen Roberts Intl

Wed 12/10

1:25 pm-8:24 am

2 stops18h 59m

$332

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Fri 10/24

7:05 pm-12:30 pm

1 stop18h 25m

George Town Owen Roberts Intl

Sun 10/26

1:25 pm-6:17 pm

Nonstop3h 52m

$334

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 1/18

10:00 am-2:00 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Wed 1/21

5:10 pm-9:00 pm

Nonstop3h 50m

$355

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 10/16

11:45 am-2:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Mon 10/20

12:50 pm-9:47 am

1 stop19h 57m

$367

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 1/22

10:00 am-2:00 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Sun 1/25

5:10 pm-9:00 pm

Nonstop3h 50m

$369

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Sun 12/7

2:02 pm-11:35 am

1 stop21h 33m

George Town Owen Roberts Intl

Sun 12/14

11:55 am-8:02 pm

1 stop8h 07m

$436

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 Grand Cayman from

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

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 Grand Cayman?

The cheapest month to fly to Grand Cayman from Connecticut is in July. Flight prices, which tend to average around $483, are often lower during this time because this is during the off-season. If you don’t want to visit Grand Cayman in July, then you should wait until March to fly from Connecticut, when ticket prices are also cheap, with an average price of $529.

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

The cheapest day to depart from Connecticut to Grand Cayman is on a Wednesday when prices can be found for as low as $502. On the other hand, Sunday is the most expensive day to depart from Connecticut because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $656.

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

Our most recent data shows that the best time of day to fly to Grand Cayman is in the morning. Flights from Connecticut to Grand Cayman during this time can be as low as $561. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $663 on average. Flights to Grand Cayman from Connecticut in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

Can stopping save me money on Connecticut to Grand Cayman flights?

No. A direct flight is the cheapest option for a flight between Connecticut to Grand Cayman.

Cheap Connecticut to Grand Cayman flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Connecticut to Grand Cayman

Fastest flight time

3h 56m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Grand Cayman

1 airport
The fastest flight from Connecticut to Grand Cayman takes 3h 56m
Direct flights go from Connecticut to Grand Cayman on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Grand Cayman: George Town Owen Roberts Intl (GCM)
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  • When did momondo last update prices for flights from Connecticut to Grand Cayman?

    Prices for flights from Connecticut to Grand Cayman refresh daily.

  • How many operators does momondo search for flights from Connecticut to Grand Cayman?

  • How old do you have to be to fly from Connecticut to Grand Cayman?

    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 Grand Cayman.

  • What documentation or ID do you need to fly to Grand Cayman?

    The required travel and health documents for your Grand Cayman trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Grand Cayman. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Connecticut to Grand Cayman?

Best airlines flying from Connecticut to Grand Cayman

Compare and see reviews for airlines that fly from Connecticut to Grand Cayman with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $440Free CancellationRating
7.9
7,966 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 Grand Cayman?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Connecticut to Grand Cayman. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Connecticut to Grand Cayman flights to just show those with flexible booking policies.

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

Once all potential Connecticut to Grand Cayman flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Grand Cayman from Connecticut. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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