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Cayman Brac

$173+ Cheap flights from New York, NY (NYC) to Cayman Brac (CYB)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — CYB
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from New York to Cayman Brac

Cheapest flights from New York to Cayman Brac
Explore the most affordable flight options available from New York to Cayman Brac. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Gotogate deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/83:00 pm
JFK
-
CYB
1 stop20h 30m
Cayman Airways
Wed 3/113:40 pm
CYB
-
JFK
2 stops44h 10m
Cayman Airways
Deal found 1/27$385
This Mytrip deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/110:00 am
JFK
-
CYB
1 stop24h 30m
Cayman Airways
Sat 2/78:30 am
CYB
-
JFK
1 stop12h 30m
Cayman Airways
Deal found 1/27$387
This Cayman Airways deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/13:00 pm
JFK
-
CYB
1 stop19h 30m
Cayman Airways
Thu 3/56:20 pm
CYB
-
JFK
1 stop19h 30m
Cayman Airways
Deal found 1/28$399
This Gotogate deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/910:00 am
JFK
-
CYB
1 stop7h 50m
Cayman Airways
Fri 2/136:15 pm
CYB
-
JFK
1 stop26h 45m
Cayman Airways
Deal found 1/28$418
This Mytrip deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/13:00 pm
JFK
-
CYB
1 stop18h 05m
Cayman Airways
Mon 5/43:40 pm
CYB
-
JFK
2 stops44h 10m
Cayman Airways
Deal found 1/27$420
This FlightHub deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/18:29 pm
EWR
-
CYB
2 stops19h 56m
Multiple Airlines
Wed 4/86:20 pm
CYB
-
EWR
2 stops27h 10m
Multiple Airlines
Deal found 1/27$664
This FlightHub deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/89:28 pm
EWR
-
CYB
2 stops18h 57m
Multiple Airlines
Mon 3/168:30 am
CYB
-
EWR
2 stops10h 08m
Multiple Airlines
Deal found 1/27$698
This FlightHub deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/237:50 pm
LGA
-
CYB
2 stops23h 00m
Multiple Airlines
Thu 3/268:30 am
CYB
-
LGA
2 stops13h 03m
Multiple Airlines
Deal found 1/27$712
This FlightHub deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:55 pm
EWR
-
CYB
2 stops21h 30m
Multiple Airlines
Thu 3/268:30 am
CYB
-
EWR
2 stops13h 18m
Multiple Airlines
Deal found 1/27$712
This Mytrip deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/199:00 pm
EWR
-
CYB
2 stops20h 50m
Multiple Airlines
Sun 2/226:20 pm
CYB
-
EWR
2 stops38h 07m
Multiple Airlines
Deal found 1/28$741
This FlightHub deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/154:00 pm
EWR
-
CYB
2 stops23h 25m
Multiple Airlines
Thu 2/198:30 am
CYB
-
EWR
2 stops23h 57m
Multiple Airlines
Deal found 1/27$746
This Gotogate deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:55 pm
EWR
-
CYB
2 stops20h 30m
Multiple Airlines
Sun 3/86:20 pm
CYB
-
EWR
2 stops24h 18m
Multiple Airlines
Deal found 1/27$811

Find flight deals from New York to Cayman Brac

Discover tips and strategies to find the most affordable flight options for your journey from New York (NYC) to Cayman Brac (CYB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$385
(Gotogate)

One-way from

$173
(Trip.com)
Provider with most accurate pricing for New York (NYC)-Cayman Brac Gerrard-Smith flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Cayman Brac Gerrard-Smith flights.
Search Deals
From New York (NYC) to Cayman Brac Gerrard-Smith
Search Deals
One-way flight from New York (NYC) to Cayman Brac Gerrard-Smith
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from New York to Cayman Brac 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, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from New York to Cayman Brac that are best for you.

Fly from

New York

Fly to

Cayman Brac

Route

Depart

Return

Price

New YorkCayman Brac

JFK - CYB

JFKCYB

New York John F Kennedy Intl

Sun 3/8

3:00 pm-10:30 am

1 stop20h 30m

Cayman Brac Gerrard-Smith

Wed 3/11

3:40 pm-12:50 pm

2 stops44h 10m

$385

New YorkCayman Brac

JFK - CYB

JFKCYB

New York John F Kennedy Intl

Sun 3/1

3:00 pm-10:30 am

1 stop19h 30m

Cayman Brac Gerrard-Smith

Thu 3/5

6:20 pm-1:50 pm

1 stop19h 30m

$399

New YorkCayman Brac

JFK - CYB

JFKCYB

New York John F Kennedy Intl

Fri 5/1

3:00 pm-8:00 am

2 stops42h 00m

Cayman Brac Gerrard-Smith

Mon 5/4

3:40 pm-12:50 pm

2 stops44h 10m

$422

NewarkCayman Brac

EWR - CYB

EWRCYB

Newark

Wed 4/1

8:29 pm-3:25 pm

2 stops19h 56m

Cayman Brac Gerrard-Smith

Wed 4/8

6:20 pm-10:30 pm

2 stops27h 10m

$664

New YorkCayman Brac

LGA - CYB

LGACYB

New York LaGuardia

Mon 3/23

7:50 pm-5:50 pm

2 stops23h 00m

Cayman Brac Gerrard-Smith

Thu 3/26

8:30 am-10:33 pm

2 stops13h 03m

$712

NewarkCayman Brac

EWR - CYB

EWRCYB

Newark

Mon 3/23

6:55 pm-3:25 pm

2 stops21h 30m

Cayman Brac Gerrard-Smith

Thu 3/26

8:30 am-10:48 pm

2 stops13h 18m

$712

NewarkCayman Brac

EWR - CYB

EWRCYB

Newark

Thu 2/19

9:00 pm-5:50 pm

2 stops20h 50m

Cayman Brac Gerrard-Smith

Sun 2/22

6:20 pm-8:27 am

2 stops38h 07m

$741

NewarkCayman Brac

EWR - CYB

EWRCYB

Newark

Sun 2/15

4:00 pm-3:25 pm

2 stops23h 25m

Cayman Brac Gerrard-Smith

Thu 2/19

8:30 am-8:27 am

2 stops23h 57m

$746

NewarkCayman Brac

EWR - CYB

EWRCYB

Newark

Wed 3/4

6:55 pm-3:25 pm

2 stops20h 30m

Cayman Brac Gerrard-Smith

Sun 3/8

6:20 pm-7:38 pm

2 stops24h 18m

$811

NewarkCayman Brac

EWR - CYB

EWRCYB

Newark

Sun 3/8

9:28 pm-3:25 pm

2 stops18h 57m

Cayman Brac Gerrard-Smith

Wed 3/11

6:20 pm-10:00 pm

2 stops26h 40m

$838

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 24 results
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Compare providers for flights from New York to Cayman Brac

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from New York to Cayman Brac in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New York-Cayman Brac flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New York-Cayman Brac flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New York-Cayman Brac flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New York-Cayman Brac flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New York-Cayman Brac flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from New York to Cayman Brac

Have a flexible travel schedule? Discover the best time to fly to Cayman Brac from New York with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from New York to Cayman Brac
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from New York to Cayman Brac. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Cayman Brac from New York?

    Cayman Brac Gerrard-Smith (CYB), located 5.7 mi from the city center, is the airport you fly into when you book flights from New York to Cayman Brac. 0 airlines have flights to Gerrard-Smith from New York on a regular basis. Booking flights from New York to Cayman Brac Gerrard-Smith should not be difficult; the airport handles an average of 0 inbound flights from New York per day.

  • How long is the flight from New York to Cayman Brac?

    Departing from New York to Cayman Brac will take you 20h 30m. There are 1491 mi between New York and Cayman Brac.

  • What are the most popular routes from New York to Cayman Brac?

    When deciding which route to take from New York to Cayman Brac consider New York John F Kennedy Intl - Cayman Brac Gerrard-Smith, Newark - Cayman Brac Gerrard-Smith or New York LaGuardia - Cayman Brac Gerrard-Smith as they are the most popular.

  • Can I find deals for flights from New York to Cayman Brac that include hotel bookings?

    Yes. In addition to deals on New York to Cayman Brac flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New York to Cayman Brac?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New York to Cayman Brac.

  • Can I find deals for business class flights from New York to Cayman Brac?

    Yes. Cheapflights offers flight deals from New York to Cayman Brac by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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