Cayman Islands

$70+ Cheap flights from the United States to the Cayman Islands

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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — GCM
nov. 29 — dic. 61
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Cheap flight deals from USA to Cayman Islands

Keep the following information in mind while searching for USA to Cayman Islands flight deals. Data was last updated octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$253
(SmartFares)

One-way from

$70
(Orbitz)

Popular in

December

Cheapest in

March

Average price

$396

Good round-trip deal

$289 or less

Good one-way deal

$109 or less
Provider with most accurate pricing for New York (NYC)-George Town Owen Roberts Intl flight deals.
Provider most trusted by Cheapflights users for New York (NYC)-George Town Owen Roberts Intl flights.
From USA to Cayman Islands
One-way flight from USA to Cayman Islands
Highest demand for flights based on searches. 4% potential increase in price ($20 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in October 2025
Price to beat on a round-trip flight from USA to Cayman Islands.
Price to beat on a one-way flight from USA to Cayman Islands.

Find flight deals from USA to Cayman Islands

Cheapest flights from USA to Cayman Islands
Explore the most affordable flight options available from USA to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 30, 2025.

This SmartFares deal was found by Cheapflights users on 10/30. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/2710:29 amJFK - GCM
Nonstop4h 02mJetBlue
jue. 12/43:40 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 10/30$253
This SmartFares deal was found by Cheapflights users on 10/28. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/1210:35 amJFK - GCM
Nonstop3h 56mJetBlue
jue. 12/183:40 pmGCM - JFK
Nonstop3h 49mJetBlue
Deal found 10/28$254
This Priceline deal was found by Cheapflights users on 10/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/115:46 amEWR - GCM
1 stop7h 59mSpirit Airlines
sáb. 12/135:56 pmGCM - EWR
1 stop5h 56mSpirit Airlines
Deal found 10/28$271
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/295:40 amBOS - GCM
1 stop5h 54mAmerican Airlines
sáb. 12/63:19 pmGCM - BOS
1 stop7h 25mAmerican Airlines
Deal found 10/28$271
This CheapOair deal was found by Cheapflights users on 10/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/3110:32 amJFK - GCM
Nonstop4h 03mJetBlue
jue. 1/83:40 pmGCM - JFK
Nonstop3h 50mJetBlue
Deal found 10/28$273
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/138:45 amBWI - GCM
1 stop8h 10mSpirit Airlines
sáb. 12/205:56 pmGCM - BWI
1 stop5h 50mSpirit Airlines
Deal found 10/29$275
This Priceline deal was found by Cheapflights users on 10/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/47:32 amLGA - GCM
1 stop6h 13mSpirit Airlines
jue. 12/112:40 pmGCM - LGA
1 stop9h 02mSpirit Airlines
Deal found 10/28$277
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/227:30 amJFK - GCM
Nonstop4h 00mJetBlue
jue. 11/273:43 pmGCM - JFK
Nonstop3h 46mJetBlue
Deal found 10/29$278
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/139:01 amATL - GCM
1 stop7h 54mSpirit Airlines
sáb. 12/205:56 pmGCM - ATL
1 stop6h 26mSpirit Airlines
Deal found 10/29$278
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/66:36 pmBOS - GCM
1 stop17h 24mAmerican Airlines
mar. 12/98:45 amGCM - BOS
1 stop16h 14mAmerican Airlines
Deal found 10/30$280
This Priceline deal was found by Cheapflights users on 10/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/65:46 amEWR - GCM
1 stop11h 09mSpirit Airlines
sáb. 12/135:56 pmGCM - EWR
1 stop5h 56mSpirit Airlines
Deal found 10/28$281
This JetBlue deal was found by Cheapflights users on 10/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/227:30 amJFK - GCM
Nonstop4h 00mJetBlue
mar. 11/253:42 pmGCM - JFK
Nonstop3h 47mJetBlue
Deal found 10/29$282

Cheapflights Fare Finder

 
Customize your flight search to find flights from USA 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, Cheapflights users made 2,558,603 searches. Data last updated octubre 30, 2025.
Use the filters below to find and compare flights from the United States to the Cayman Islands that are best for you.

Fly from

USA

Fly to

Cayman Islands

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

sáb. 1/10

6:00 am-12:45 pm

1 stop6h 45m

George Town Owen Roberts Intl

sáb. 1/17

2:05 pm-10:30 pm

1 stop8h 25m

$280

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

sáb. 11/22

7:30 am-11:30 am

Nonstop4h 00m

George Town Owen Roberts Intl

mar. 11/25

3:42 pm-7:29 pm

Nonstop3h 47m

$282

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

vie. 12/12

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

vie. 12/19

3:40 pm-7:29 pm

Nonstop3h 49m

$283

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

dom. 12/14

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

dom. 12/21

3:40 pm-7:29 pm

Nonstop3h 49m

$283

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

lun. 1/26

7:07 pm-1:15 pm

2 stops18h 08m

George Town Owen Roberts Intl

vie. 1/30

2:25 pm-9:52 pm

1 stop7h 27m

$284

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

jue. 1/8

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

mar. 1/13

2:25 pm-9:52 pm

1 stop7h 27m

$284

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

jue. 1/8

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

lun. 1/12

2:25 pm-9:52 pm

1 stop7h 27m

$284

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

mié. 12/3

9:15 pm-12:35 pm

1 stop15h 20m

George Town Owen Roberts Intl

jue. 12/11

1:50 pm-9:26 pm

1 stop7h 36m

$290

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

jue. 12/4

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

vie. 12/12

3:40 pm-7:27 pm

Nonstop3h 47m

$290

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

sáb. 12/6

9:10 am-1:15 pm

Nonstop4h 05m

George Town Owen Roberts Intl

sáb. 12/13

2:25 pm-6:17 pm

Nonstop3h 52m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 60 results
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Best time to book a flight from USA to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from USA 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 the United States to the Cayman Islands

What is the cheapest month to book a flight from USA to Cayman Islands?

Currently, February is the cheapest month in which you can book a flight from USA to Cayman Islands (average of $115). Flying from USA to Cayman Islands in September is currently the most expensive (average of $265). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from US to KY?

Find hourly flight availability from USA to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 30, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 20% on flights from USA to Cayman Islands by exploring options for tickets in the afternoon.

What is the cheapest day to fly from USA to Cayman Islands?

Use this chart to determine the cheapest time to fly round-trip from USA to Cayman Islands. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their USA to Cayman Islands flight should consider departing on Tuesday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated octubre 30, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from the United States to the Cayman Islands to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from USA to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How popular is this USA to Cayman Islands flight route?

  • How long is the flight from USA to Cayman Islands?

    Airlines like Delta, JetBlue, and United Airlines fly from USA to Cayman Islands in about 4h. The time it takes to get you to your destination can typically vary by up to 14h 08m. USA and Cayman Islands are separated by a distance of 1540 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from USA to Cayman Islands one-way?

    To fly one-way, consider booking your trip with JetBlue, which is currently one of the cheapest options available, starting at $78. United Airlines flights start at $83 while deals on American Airlines start at $88 one-way.

  • Can I find deals for flights from USA to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on USA to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from USA to Cayman Islands?

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

  • Can I find deals for business class flights from USA to Cayman Islands?

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

  • What is the cheapest month to book a flight from USA to Cayman Islands?

    Currently, February is the cheapest month in which you can book a flight from USA to Cayman Islands (average of $115). Flying from USA to Cayman Islands in September is currently the most expensive (average of $265). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for USA to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from USA to Cayman Islands

Discover the top 7 airlines that operate flights from USA to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Cayman AirwaysCheapest$168Average$482FlexibilityNo cancel feeOn-time52%
DeltaCheapest$168Average$579FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$217Average$450FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$270Average$617FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$309Average$556FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$448Average$693FlexibilityNo cancel feeOn-time63%
Air CanadaCheapest$457Average$559FlexibilityNo cancel feeOn-time67%

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