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Cheap flights from New Haven to the Cayman Islands from $232

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Haven to the Cayman Islands departing on 3/19. 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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0 bags

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Find the cheapest flights from New Haven to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:00 am - 11:30 am
HVN
-
GCM
28h 30m
3 stops
Multiple Airlines Logo
1:40 pm - 10:19 pm
GCM
-
HVN
7h 39m
1 stop
$536Multiple Airlines
Wed, May 27 - Sun, May 31
Multiple Airlines Logo
7:00 am - 12:57 pm
HVN
-
GCM
6h 57m
1 stop
Multiple Airlines Logo
1:52 pm - 12:55 pm
GCM
-
HVN
22h 03m
2 stops
$584Multiple Airlines
Thu, Mar 19 - Sun, Mar 22
Multiple Airlines Logo
8:00 am - 11:30 am
HVN
-
GCM
28h 30m
3 stops
Multiple Airlines Logo
1:40 pm - 10:10 am
GCM
-
HVN
19h 30m
2 stops
$608Multiple Airlines
Wed, May 27 - Sun, May 31
Multiple Airlines Logo
8:00 am - 11:30 am
HVN
-
GCM
28h 30m
3 stops
Multiple Airlines Logo
1:40 pm - 2:47 pm
GCM
-
HVN
24h 07m
3 stops
$649Multiple Airlines
Wed, May 27 - Sun, May 31
Multiple Airlines Logo
7:00 am - 12:57 pm
HVN
-
GCM
6h 57m
1 stop
Multiple Airlines Logo
1:52 pm - 12:55 pm
GCM
-
HVN
22h 03m
3 stops
$665Multiple Airlines
Thu, Mar 19 - Sun, Mar 22
Multiple Airlines Logo
8:50 am - 11:25 am
HVN
-
GCM
27h 35m
3 stops
Multiple Airlines Logo
1:52 pm - 12:55 pm
GCM
-
HVN
22h 03m
2 stops
$685Multiple Airlines
Thu, Mar 19 - Sun, Mar 22
Multiple Airlines Logo
8:00 am - 11:30 am
HVN
-
GCM
28h 30m
2 stops
Multiple Airlines Logo
1:40 pm - 10:19 pm
GCM
-
HVN
7h 39m
1 stop
$711Multiple Airlines
Wed, May 27 - Sun, May 31
Multiple Airlines Logo
8:50 am - 11:25 am
HVN
-
GCM
27h 35m
3 stops
Multiple Airlines Logo
1:52 pm - 12:55 pm
GCM
-
HVN
22h 03m
3 stops
$766Multiple Airlines
Thu, Mar 19 - Sun, Mar 22

momondo Fare Finder

 
Customize your flight search to find flights from New Haven 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 January 28, 2026.
Use the filters below to find and compare flights from New Haven to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New HavenGeorge Town

HVN - GCM

HVNGCM

Tweed-New Haven

Wed 5/27

8:00 am-11:30 am

3 stops28h 30m

George Town Owen Roberts Intl

Sun 5/31

1:40 pm-10:19 pm

1 stop7h 39m

$536

New HavenGeorge Town

HVN - GCM

HVNGCM

Tweed-New Haven

Thu 3/19

7:00 am-12:57 pm

1 stop6h 57m

George Town Owen Roberts Intl

Sun 3/22

1:52 pm-12:55 pm

2 stops22h 03m

$584

New HavenGeorge Town

HVN - GCM

HVNGCM

Tweed-New Haven

Wed 5/27

8:00 am-11:30 am

3 stops28h 30m

George Town Owen Roberts Intl

Sun 5/31

1:40 pm-10:10 am

2 stops19h 30m

$608

New HavenGeorge Town

HVN - GCM

HVNGCM

Tweed-New Haven

Wed 5/27

8:00 am-11:30 am

3 stops28h 30m

George Town Owen Roberts Intl

Sun 5/31

1:40 pm-2:47 pm

3 stops24h 07m

$649

New HavenGeorge Town

HVN - GCM

HVNGCM

Tweed-New Haven

Thu 3/19

7:00 am-12:57 pm

1 stop6h 57m

George Town Owen Roberts Intl

Sun 3/22

1:52 pm-12:55 pm

3 stops22h 03m

$665

New HavenGeorge Town

HVN - GCM

HVNGCM

Tweed-New Haven

Thu 3/19

8:50 am-11:25 am

3 stops27h 35m

George Town Owen Roberts Intl

Sun 3/22

1:52 pm-12:55 pm

2 stops22h 03m

$685

New HavenGeorge Town

HVN - GCM

HVNGCM

Tweed-New Haven

Wed 5/27

8:00 am-11:30 am

2 stops28h 30m

George Town Owen Roberts Intl

Sun 5/31

1:40 pm-10:19 pm

1 stop7h 39m

$711

New HavenGeorge Town

HVN - GCM

HVNGCM

Tweed-New Haven

Thu 3/19

8:50 am-11:25 am

3 stops27h 35m

George Town Owen Roberts Intl

Sun 3/22

1:52 pm-12:55 pm

3 stops22h 03m

$766

New HavenGeorge Town

HVN - GCM

HVNGCM

Tweed-New Haven

Thu 3/19

8:44 pm-6:00 pm

2 stops22h 16m

$232

New HavenGeorge Town

HVN - GCM

HVNGCM

Tweed-New Haven

Thu 3/19

7:00 am-12:57 pm

1 stop6h 57m

$268

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from New Haven 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 airlines fly to Cayman Islands?

JetBlue, Cayman Airways and American Airlines are the top three most popular airlines that fly to Cayman Islands from New Haven according to our data. JetBlue is the first choice among our users, with 35% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 4 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

Cheap New Haven to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New Haven to Cayman Islands

Fastest flight time

6h 57m

Direct flights

None
The fastest flight from New Haven to Cayman Islands takes 6h 57m
There are no direct flights from New Haven to Cayman Islands. There are no popular flight routes from New Haven to Cayman Islands.
Search flight deals

  • When did momondo last update prices for flights from Tweed-New Haven Airport to Cayman Islands?

    Prices for flights from Tweed-New Haven Airport to Cayman Islands are updated daily.

  • How old do you have to be to fly from Tweed-New Haven Airport to Cayman Islands?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Tweed-New Haven Airport to Cayman Islands.

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

    The required travel and health documents for your Cayman Islands 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 Cayman Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from New Haven to Cayman Islands. momondo saves you time and could save you money on your trip.

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

Flights from New Haven 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 New Haven to Cayman Islands?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New Haven to Cayman Islands.

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

Yes. momondo can track prices for New Haven to Cayman Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Fri 2/27
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Find better results for your trip to the Cayman Islands

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