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$314+ Cheap flights from Caribbean to Lexington (LEX)

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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — LEX
Mar 8 — Mar 151
Sun 3/8
Sun 3/15
1 adult, Economy
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Cheap flight deals from Caribbean to Lexington

Cheapest flights from Caribbean to Lexington
Explore the most affordable flight options available from Caribbean to Lexington. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 6, 2026.

This United Airlines deal was found by Cheapflights users on 2/6. 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 2/232:05 am
SJU
-
LEX
2 stops15h 45m
United Airlines
Sat 2/285:45 pm
LEX
-
SJU
2 stops11h 26m
United Airlines
Deal found 2/6$378
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/253:18 pm
SJU
-
LEX
2 stops20h 48m
Multiple Airlines
Fri 2/279:46 pm
LEX
-
SJU
1 stop11h 38m
Multiple Airlines
Deal found 2/5$381
This American Airlines deal was found by Cheapflights users on 2/6. 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.
Tue 2/2410:50 am
SJU
-
LEX
2 stops13h 36m
American Airlines
Fri 2/275:50 pm
LEX
-
SJU
1 stop16h 50m
American Airlines
Deal found 2/6$457
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:00 am
SJU
-
LEX
1 stop15h 56m
Multiple Airlines
Fri 2/279:46 pm
LEX
-
SJU
2 stops27h 39m
Multiple Airlines
Deal found 2/4$475
This United Airlines deal was found by Cheapflights users on 2/3. 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.
Wed 2/252:05 am
SJU
-
LEX
2 stops12h 10m
United Airlines
Mon 3/210:35 am
LEX
-
SJU
1 stop9h 25m
United Airlines
Deal found 2/3$504
This American Airlines deal was found by Cheapflights users on 2/4. 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.
Mon 2/2310:50 am
SJU
-
LEX
2 stops13h 36m
American Airlines
Fri 2/271:14 pm
LEX
-
SJU
2 stops9h 26m
American Airlines
Deal found 2/4$744

Find flight deals from Caribbean to Lexington

Keep the following information in mind while searching for Caribbean to Lexington flight deals. Data was last updated February 6, 2026.

Round-trip from

$378
(United Airlines)

One-way from

$210
(Delta)
From Caribbean to Lexington Blue Grass
Search Deals
One-way flight from Caribbean to Lexington Blue Grass
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Lexington 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 February 6, 2026.
Use the filters below to find and compare flights from Caribbean to Lexington that are best for you.

Fly from

Caribbean

Fly to

Lexington

Route

Depart

Return

Price

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Tue 2/24

5:42 pm-11:06 pm

1 stop6h 24m

Lexington Blue Grass

Sat 2/28

5:00 am-9:49 pm

1 stop15h 49m

$378

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Mon 2/23

2:05 am-4:50 pm

2 stops15h 45m

Lexington Blue Grass

Sat 2/28

5:45 pm-6:11 am

2 stops11h 26m

$378

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Wed 2/25

3:18 pm-11:06 am

2 stops20h 48m

Lexington Blue Grass

Fri 2/27

9:46 pm-10:24 am

1 stop11h 38m

$381

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Tue 2/24

10:50 am-11:26 pm

2 stops13h 36m

Lexington Blue Grass

Fri 2/27

5:50 pm-11:40 am

1 stop16h 50m

$457

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Mon 2/23

6:00 am-8:56 pm

1 stop15h 56m

Lexington Blue Grass

Fri 2/27

9:46 pm-2:25 am

2 stops27h 39m

$475

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Wed 2/25

2:05 am-1:15 pm

2 stops12h 10m

Lexington Blue Grass

Mon 3/2

10:35 am-9:00 pm

1 stop9h 25m

$504

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Sun 3/8

5:30 am-11:06 am

3 stops29h 36m

$314

Saint Thomas IslandLexington

STT - LEX

STTLEX

Saint Thomas Island Cyril E King

Fri 2/20

3:10 pm-8:42 pm

1 stop6h 32m

$322

Saint Thomas IslandLexington

STT - LEX

STTLEX

Saint Thomas Island Cyril E King

Fri 2/20

4:37 pm-10:51 am

2 stops19h 14m

$328

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Sat 3/7

1:30 am-12:23 pm

1 stop11h 53m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 14 results
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Best time to book a flight from Caribbean to Lexington

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

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

Currently, January is the cheapest month in which you can book a flight from Caribbean to Lexington (average of $113). Flying from Caribbean to Lexington in June is currently the most expensive (average of $251). 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.

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Lexington. 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 Lexington from Caribbean?

    For a flight from Caribbean to Lexington, you will be flying into Blue Grass. Lexington Blue Grass (LEX) is just 5.6 mi from the center of the city.

  • How long is the flight from Caribbean to Lexington?

    There are many flights that can get you from Caribbean to Lexington in 6h 24m. Fly via American Airlines or United Airlines to get the fastest option. The distance between Caribbean and Lexington is about 1757 mi. This flight may include one or multiple stops.

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

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

  • How can I find direct flights from Caribbean to Lexington?

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

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

    Yes. Cheapflights offers flight deals from Caribbean to Lexington 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 Caribbean to Lexington?

    Currently, January is the cheapest month in which you can book a flight from Caribbean to Lexington (average of $113). Flying from Caribbean to Lexington in June is currently the most expensive (average of $251). 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

Traveling to a place near Lexington?

Book flights to Lexington if you plan to visit one of these locations
Somerset
Berea
Georgetown
Frankfort

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