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$179+ Cheap flights from Caribbean Islands 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — LEX
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Lexington

Best flights from Caribbean Islands to Lexington
Discover carefully curated flight deals from Caribbean Islands to Lexington that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 4, 2025.

This American Airlines deal was found by Cheapflights users on 12/1. 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 1/176:30 amSJU - LEX
2 stops18h 06mAmerican Airlines
Wed 1/218:07 amLEX - SJU
1 stop12h 32mAmerican Airlines
Deal found 12/1$295
This United Airlines deal was found by Cheapflights users on 12/2. 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.
Sat 1/178:35 amSJU - LEX
1 stop8h 52mUnited Airlines
Wed 1/2110:30 amLEX - SJU
1 stop9h 30mUnited Airlines
Deal found 12/2$415
This United Airlines deal was found by Cheapflights users on 12/3. 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 1/282:05 amSJU - LEX
2 stops15h 43mUnited Airlines
Sat 1/312:00 pmLEX - SJU
2 stops15h 11mUnited Airlines
Deal found 12/3$468
This American Airlines deal was found by Cheapflights users on 12/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/303:45 pmSJU - LEX
1 stop6h 00mAmerican Airlines
Sun 5/38:12 pmLEX - SJU
1 stop7h 48mAmerican Airlines
Deal found 12/3$528
This American Airlines deal was found by Cheapflights users on 12/1. 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 1/306:39 pmSTT - LEX
2 stops20h 32mAmerican Airlines
Tue 2/36:00 amLEX - STT
1 stop8h 06mAmerican Airlines
Deal found 12/1$619
This United Airlines deal was found by Cheapflights users on 12/2. 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.
Fri 1/303:05 pmSTT - LEX
1 stop8h 35mUnited Airlines
Tue 2/32:00 pmLEX - STT
2 stops22h 56mUnited Airlines
Deal found 12/2$643
This United Airlines deal was found by Cheapflights users on 12/3. 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.
Thu 4/302:55 pmSJU - LEX
2 stops26h 00mUnited Airlines
Sun 5/35:50 pmLEX - SJU
3 stops23h 40mUnited Airlines
Deal found 12/3$1,010

Find flight deals from Caribbean Islands to Lexington

Keep the following information in mind while searching for Caribbean Islands to Lexington flight deals. Data was last updated December 4, 2025.

Round-trip from

$415
(United Airlines)

One-way from

$179
(Kiwi.com)
From Caribbean Islands to Lexington Blue Grass
Search Deals
One-way flight from Caribbean Islands to Lexington Blue Grass
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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 December 4, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Lexington that are best for you.

Fly from

Caribbean Islands

Fly to

Lexington

Route

Depart

Return

Price

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Sat 1/17

6:30 am-11:36 pm

2 stops18h 06m

Lexington Blue Grass

Wed 1/21

8:07 am-9:39 pm

1 stop12h 32m

$295

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Sat 1/17

8:35 am-4:27 pm

1 stop8h 52m

Lexington Blue Grass

Wed 1/21

10:30 am-9:00 pm

1 stop9h 30m

$415

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Wed 1/28

2:05 am-4:48 pm

2 stops15h 43m

Lexington Blue Grass

Sat 1/31

2:00 pm-6:11 am

2 stops15h 11m

$468

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Thu 4/30

3:45 pm-9:45 pm

1 stop6h 00m

Lexington Blue Grass

Sun 5/3

8:12 pm-4:00 am

1 stop7h 48m

$528

Saint Thomas IslandLexington

STT - LEX

STTLEX

Saint Thomas Island Cyril E King

Fri 1/30

6:39 pm-2:11 pm

2 stops20h 32m

Lexington Blue Grass

Tue 2/3

6:00 am-3:06 pm

1 stop8h 06m

$619

Saint Thomas IslandLexington

STT - LEX

STTLEX

Saint Thomas Island Cyril E King

Fri 1/30

3:05 pm-10:40 pm

1 stop8h 35m

Lexington Blue Grass

Tue 2/3

2:00 pm-1:56 pm

2 stops22h 56m

$643

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Thu 4/30

2:55 pm-4:55 pm

2 stops26h 00m

Lexington Blue Grass

Sun 5/3

5:50 pm-5:30 pm

3 stops23h 40m

$1,010

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Fri 12/12

6:59 pm-10:28 am

2 stops40h 29m

$179

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Fri 12/12

6:38 pm-12:08 am

1 stop6h 30m

$200

Saint Thomas IslandLexington

STT - LEX

STTLEX

Saint Thomas Island Cyril E King

Sun 1/18

3:05 pm-10:40 pm

1 stop8h 35m

$582

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 16 results
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Best time to book a flight from Caribbean Islands to Lexington

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

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

Currently, February is the cheapest month in which you can book a flight from Caribbean Islands to Lexington (average of $75). Flying from Caribbean Islands 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 Islands 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 Islands?

    If you book a flight to Lexington from Caribbean Islands, you will be flying to Blue Grass, which is the city’s only airport. Lexington Blue Grass (LEX) is located 5.6 mi from the center of Lexington.

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

    For as low as $415, American Airlines can have you in Lexington from Caribbean Islands in 8h 52m. The distance between Caribbean Islands and Lexington is about 1757 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Caribbean Islands to Lexington (average of $75). Flying from Caribbean Islands 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
Georgetown
Berea
Frankfort

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