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Cayman Islands

$464+ Cheap flights from Lexington (LEX) to the Cayman Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — GCM
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Lexington to Cayman Islands

Cheapest flights from Lexington to Cayman Islands
Explore the most affordable flight options available from Lexington to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This American Airlines deal was found by Cheapflights users on 1/26. 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.
Sat 5/25:51 pm
LEX
-
GCM
2 stops18h 09m
American Airlines
Sat 5/911:55 am
GCM
-
LEX
2 stops10h 57m
American Airlines
Deal found 1/26$464
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/205:00 am
LEX
-
GCM
1 stop7h 03m
American Airlines
Mon 2/233:35 pm
GCM
-
LEX
1 stop7h 51m
American Airlines
Deal found 1/27$524
This American Airlines deal was found by Cheapflights users on 1/24. 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.
Sat 5/166:00 am
LEX
-
GCM
1 stop6h 44m
American Airlines
Sat 5/2312:50 pm
GCM
-
LEX
1 stop10h 09m
American Airlines
Deal found 1/24$559
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:00 am
LEX
-
GCM
1 stop6h 45m
United Airlines
Thu 3/55:45 pm
GCM
-
LEX
2 stops23h 10m
United Airlines
Deal found 1/26$565
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Wed 2/116:00 am
LEX
-
GCM
1 stop5h 26m
American Airlines
Sat 2/144:00 pm
GCM
-
LEX
1 stop17h 28m
American Airlines
Deal found 1/26$568
This American Airlines deal was found by Cheapflights users on 1/25. 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.
Thu 7/28:11 pm
LEX
-
GCM
1 stop16h 09m
American Airlines
Fri 7/102:10 pm
GCM
-
LEX
2 stops19h 23m
American Airlines
Deal found 1/25$606

Find flight deals from Lexington to Cayman Islands

Keep the following information in mind while searching for Lexington to Cayman Islands flight deals. Data was last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$464
(American Airlines)

Popular in

November

Cheapest in

February

Average price

$817
Provider with most accurate pricing for Lexington Blue Grass-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Lexington Blue Grass-George Town Owen Roberts Intl flights.
Search Deals
From Lexington Blue Grass to Cayman Islands
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($192 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Lexington 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 January 27, 2026.
Use the filters below to find and compare flights from Lexington to the Cayman Islands that are best for you.

Fly from

Lexington

Fly to

Cayman Islands

Route

Depart

Return

Price

LexingtonGeorge Town

LEX - GCM

LEXGCM

Lexington Blue Grass

Sat 5/2

5:51 pm-11:00 am

2 stops18h 09m

George Town Owen Roberts Intl

Sat 5/9

12:40 pm-11:52 pm

1 stop10h 12m

$464

LexingtonGeorge Town

LEX - GCM

LEXGCM

Lexington Blue Grass

Sat 5/9

5:51 pm-1:11 pm

2 stops20h 20m

George Town Owen Roberts Intl

Wed 5/13

12:00 pm-11:24 pm

2 stops10h 24m

$489

LexingtonGeorge Town

LEX - GCM

LEXGCM

Lexington Blue Grass

Fri 2/20

7:00 am-3:25 pm

1 stop8h 25m

George Town Owen Roberts Intl

Mon 2/23

3:35 pm-11:26 pm

1 stop7h 51m

$524

LexingtonGeorge Town

LEX - GCM

LEXGCM

Lexington Blue Grass

Sat 5/16

6:00 am-11:44 am

1 stop6h 44m

George Town Owen Roberts Intl

Sat 5/23

12:50 pm-11:59 pm

1 stop10h 09m

$559

LexingtonGeorge Town

LEX - GCM

LEXGCM

Lexington Blue Grass

Sat 6/6

8:11 pm-11:20 am

1 stop16h 09m

George Town Owen Roberts Intl

Sat 6/13

12:50 pm-11:59 pm

1 stop10h 09m

$559

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Best time to book a flight from Lexington to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Lexington 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 Lexington to the Cayman Islands

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

Currently, April is the cheapest month in which you can book a flight from Lexington to Cayman Islands (average of $289). Flying from Lexington to Cayman Islands in December is currently the most expensive (average of $545). 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.

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 January 27, 2026.
Get a feel of what it's like to fly with American Airlines from Lexington to the Cayman Islands by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,197 reviews

Food

6.4

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,197 reviews
American Airlines
7.2
Good
11,197 reviews

Food

6.4

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from Lexington to Cayman Islands. 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 from for flights from Lexington to Cayman Islands?

    Lexington Blue Grass (LEX) is the airport you will fly out of if you book a flight from Lexington to Cayman Islands. It is only a 5.6 mi journey to Blue Grass (LEX) from Lexington’s city center.

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

    For as low as $464, American Airlines can have you in Cayman Islands from Lexington in 18h 09m. Airlines will cover a distance of 1309 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Lexington 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 Lexington to Cayman Islands?

    Currently, April is the cheapest month in which you can book a flight from Lexington to Cayman Islands (average of $289). Flying from Lexington to Cayman Islands in December is currently the most expensive (average of $545). 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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Top airline flying from Lexington to Cayman Islands

Discover the top airline that operate flights from Lexington 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$471Average$597FlexibilityNo cancel feeOn-time71%

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