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Lexington

$118+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — LEX
Oct 14 — Oct 211
Tue 10/14
Tue 10/21
1 adult, Economy
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Cheap flight deals from Caribbean to Lexington

Keep the following information in mind while searching for Caribbean to Lexington flight deals. Data was last updated September 14, 2025.

Round-trip from

$285
(American Airlines)

One-way from

$118
(American Airlines)
From Caribbean to Lexington Blue Grass
Search Deals
One-way flight from Caribbean to Lexington Blue Grass
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Find 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 September 14, 2025.

This American Airlines deal was found by Cheapflights users on 9/13. 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 11/136:25 amSJU - LEX
1 stop12h 12mAmerican Airlines
Sun 11/168:10 pmLEX - SJU
1 stop16h 28mAmerican Airlines
Deal found 9/13$285
This American Airlines deal was found by Cheapflights users on 9/13. 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 10/85:30 amSJU - LEX
2 stops13h 10mAmerican Airlines
Sat 10/118:02 pmLEX - SJU
2 stops15h 04mAmerican Airlines
Deal found 9/13$360
This United Airlines deal was found by Cheapflights users on 9/14. 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 11/122:05 amSJU - LEX
2 stops12h 12mUnited Airlines
Sun 11/167:05 amLEX - SJU
1 stop7h 35mUnited Airlines
Deal found 9/14$465
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Tue 10/71:05 amSJU - LEX
2 stops14h 43mUnited Airlines
Sat 10/1110:37 amLEX - SJU
2 stops13h 20mUnited Airlines
Deal found 9/14$609
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Tue 10/281:15 pmSTT - LEX
2 stops24h 02mUnited Airlines
Sun 11/27:05 amLEX - STT
1 stop8h 13mUnited Airlines
Deal found 9/13$758
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/292:49 pmSTT - LEX
1 stop9h 16mDelta
Mon 11/37:17 amLEX - STT
1 stop6h 22mDelta
Deal found 9/14$879
This United Airlines deal was found by Cheapflights users on 9/14. 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 10/291:15 pmSTT - LEX
2 stops24h 02mUnited Airlines
Mon 11/35:45 pmLEX - STT
2 stops18h 27mUnited Airlines
Deal found 9/14$927
This Delta deal was found by Cheapflights users on 9/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/282:49 pmSTT - LEX
1 stop9h 16mDelta
Sun 11/27:17 amLEX - STT
1 stop6h 22mDelta
Deal found 9/13$1,223
This Delta deal was found by Cheapflights users on 9/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/182:43 pmSTT - LEX
1 stop6h 54mDelta
Sun 9/217:15 amLEX - STT
1 stop6h 18mDelta
Deal found 9/13$1,311
This United Airlines deal was found by Cheapflights users on 9/13. 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 9/1811:30 amSTT - LEX
2 stops12h 07mUnited Airlines
Sun 9/217:00 amLEX - STT
2 stops9h 10mUnited Airlines
Deal found 9/13$2,159

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 September 14, 2025.
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

Thu 11/13

2:05 pm-11:59 pm

1 stop10h 54m

Lexington Blue Grass

Sun 11/16

8:10 pm-1:38 pm

1 stop16h 28m

$285

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Thu 2/5

6:30 am-7:33 pm

2 stops14h 03m

Lexington Blue Grass

Mon 2/9

6:41 am-9:05 pm

2 stops13h 24m

$295

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Wed 10/8

5:30 am-4:51 pm

2 stops11h 21m

Lexington Blue Grass

Sat 10/11

2:58 pm-11:54 pm

1 stop8h 56m

$400

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Wed 11/12

2:05 am-1:17 pm

2 stops12h 12m

Lexington Blue Grass

Sun 11/16

7:05 am-3:40 pm

1 stop7h 35m

$465

Saint Thomas IslandLexington

STT - LEX

STTLEX

Saint Thomas Island Cyril E King

Thu 3/5

4:00 pm-9:21 pm

1 stop6h 21m

Lexington Blue Grass

Mon 3/9

5:55 am-11:50 am

1 stop5h 55m

$509

Saint Thomas IslandLexington

STT - LEX

STTLEX

Saint Thomas Island Cyril E King

Thu 3/5

1:59 pm-10:40 am

2 stops21h 41m

Lexington Blue Grass

Mon 3/9

1:17 pm-11:00 am

2 stops21h 43m

$619

Saint Thomas IslandLexington

STT - LEX

STTLEX

Saint Thomas Island Cyril E King

Tue 10/28

1:15 pm-1:17 pm

2 stops24h 02m

Lexington Blue Grass

Sun 11/2

7:05 am-4:18 pm

1 stop8h 13m

$758

Saint Thomas IslandLexington

STT - LEX

STTLEX

Saint Thomas Island Cyril E King

Wed 10/29

2:49 pm-12:05 am

1 stop9h 16m

Lexington Blue Grass

Mon 11/3

7:17 am-2:39 pm

1 stop6h 22m

$879

Saint Thomas IslandLexington

STT - LEX

STTLEX

Saint Thomas Island Cyril E King

Wed 10/29

1:15 pm-1:17 pm

2 stops24h 02m

Lexington Blue Grass

Mon 11/3

5:45 pm-1:12 pm

2 stops18h 27m

$927

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Sat 11/8

7:00 am-9:56 pm

1 stop15h 56m

$118

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 17 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, August is the cheapest month in which you can book a flight from Caribbean to Lexington (average of $303). Flying from Caribbean to Lexington in April is currently the most expensive (average of $390). 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 21m. Fly via American Airlines or Delta to get the fastest option. The distance between Caribbean and Lexington is about 1802 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, August is the cheapest month in which you can book a flight from Caribbean to Lexington (average of $303). Flying from Caribbean to Lexington in April is currently the most expensive (average of $390). 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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