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$138+ Cheap flights from Lexington (LEX) to Caribbean

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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Lexington to Caribbean

Keep the following information in mind while searching for Lexington to Caribbean flight deals. Data was last updated February 20, 2025.

Round-trip from

$275
(American Airlines)

One-way from

$138
(Delta)

Popular in

March

Cheapest in

January

Average price

$511
From Lexington Blue Grass to Caribbean
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One-way flight from Lexington Blue Grass to Caribbean
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Lexington to Caribbean

Cheapest flights from Lexington to Caribbean
Explore the most affordable flight options available from Lexington to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This American Airlines deal was found by Cheapflights users on 2/20. 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 4/266:15 amLEX - SJU
1 stop14h 13mAmerican Airlines
Wed 4/305:30 amSJU - LEX
1 stop12h 05mAmerican Airlines
Deal found 2/20$275
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/45:07 pmLEX - STT
1 stop16h 33mMultiple Airlines
Tue 5/131:06 pmSTT - LEX
2 stops25h 12mMultiple Airlines
Deal found 2/20$281
This Delta deal was found by Cheapflights users on 2/20. 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 5/136:00 amLEX - SJU
1 stop5h 44mDelta
Sat 5/246:15 amSJU - LEX
1 stop8h 12mDelta
Deal found 2/20$322
This United Airlines deal was found by Cheapflights users on 2/19. 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 3/1811:00 amLEX - SJU
1 stop8h 55mUnited Airlines
Tue 3/251:05 amSJU - LEX
2 stops12h 11mUnited Airlines
Deal found 2/19$365
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/63:20 pmLEX - MBJ
1 stop20h 42mMultiple Airlines
Thu 5/2910:19 amMBJ - LEX
1 stop7h 30mMultiple Airlines
Deal found 2/20$382
This American Airlines deal was found by Cheapflights users on 2/19. 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 4/17:15 amLEX - PUJ
1 stop8h 35mAmerican Airlines
Tue 4/812:18 pmPUJ - LEX
1 stop10h 37mAmerican Airlines
Deal found 2/19$455
This Delta deal was found by Cheapflights users on 2/20. 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.
Sun 5/116:00 amLEX - STT
1 stop9h 06mDelta
Tue 5/202:43 pmSTT - LEX
1 stop9h 12mDelta
Deal found 2/20$485
This American Airlines deal was found by Cheapflights users on 2/19. 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 6/78:23 pmLEX - ELH
2 stops16h 47mAmerican Airlines
Sat 6/141:50 pmELH - LEX
2 stops20h 30mAmerican Airlines
Deal found 2/19$492
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/16:08 pmLEX - STT
1 stop16h 42mAmerican Airlines
Mon 4/75:50 pmSTT - LEX
2 stops16h 46mAmerican Airlines
Deal found 2/20$509
This American Airlines deal was found by Cheapflights users on 2/18. 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 6/38:06 pmLEX - GCM
1 stop16h 14mAmerican Airlines
Tue 6/103:45 pmGCM - LEX
1 stop7h 09mAmerican Airlines
Deal found 2/18$535
This American Airlines deal was found by Cheapflights users on 2/20. 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 8/48:28 pmLEX - NAS
1 stop13h 02mAmerican Airlines
Sat 8/92:40 pmNAS - LEX
1 stop4h 34mAmerican Airlines
Deal found 2/20$550
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/58:19 pmLEX - MBJ
2 stops14h 26mAmerican Airlines
Mon 4/710:10 amMBJ - LEX
1 stop8h 38mAmerican Airlines
Deal found 2/20$580

Find flights from Lexington to Caribbean within your budget

Customize your flight search to find flights from Lexington to Caribbean 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 20, 2025.

Fly from

Lexington

Fly to

Caribbean

Route

Depart

Return

Price

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sat 4/26

6:15 am-8:28 pm

1 stop14h 13m

San Juan Luis Munoz Marin Intl

Wed 4/30

5:30 am-5:35 pm

1 stop12h 05m

$275

LexingtonSaint Thomas Island

LEX - STT

LEXSTT

Lexington Blue Grass

Sun 5/4

5:07 pm-9:40 am

1 stop16h 33m

Saint Thomas Island Cyril E King

Tue 5/13

1:06 pm-2:18 pm

2 stops25h 12m

$281

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Tue 5/13

6:00 am-11:44 am

1 stop5h 44m

San Juan Luis Munoz Marin Intl

Sat 5/24

6:15 am-2:27 pm

1 stop8h 12m

$322

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Tue 3/18

11:00 am-9:22 pm

2 stops10h 22m

San Juan Luis Munoz Marin Intl

Tue 3/25

1:05 am-1:16 pm

2 stops12h 11m

$365

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Thu 3/6

3:20 pm-12:02 pm

1 stop20h 42m

Montego Bay Sangster Intl

Thu 5/29

10:19 am-6:49 pm

1 stop7h 30m

$382

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Tue 4/1

7:15 am-3:50 pm

1 stop8h 35m

Punta Cana

Tue 4/8

12:18 pm-10:55 pm

1 stop10h 37m

$455

LexingtonSaint Thomas Island

LEX - STT

LEXSTT

Lexington Blue Grass

Sun 5/11

6:00 am-3:06 pm

1 stop9h 06m

Saint Thomas Island Cyril E King

Tue 5/20

2:43 pm-11:55 pm

1 stop9h 12m

$485

LexingtonSaint Thomas Island

LEX - STT

LEXSTT

Lexington Blue Grass

Tue 4/1

6:08 pm-11:35 am

2 stops17h 27m

Saint Thomas Island Cyril E King

Mon 4/7

5:50 pm-10:36 am

2 stops16h 46m

$509

LexingtonGeorge Town

LEX - GCM

LEXGCM

Lexington Blue Grass

Tue 6/3

8:06 pm-11:20 am

1 stop16h 14m

George Town Owen Roberts Intl

Tue 6/10

3:45 pm-11:54 pm

1 stop7h 09m

$535

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Sat 4/5

8:19 pm-9:45 am

2 stops14h 26m

Montego Bay Sangster Intl

Mon 4/7

10:10 am-7:48 pm

1 stop8h 38m

$580

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 36 results
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Best time to book a flight from Lexington to Caribbean

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

Travel insights for flights from Lexington to Caribbean

Get recent, data-driven insights about flights from Lexington to Caribbean including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Lexington to Caribbean (average of $254). Flying from Lexington to Caribbean in March is currently the most expensive (average of $363). 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 LEX to CB?

Find hourly flight availability from Lexington to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Lexington to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated February 20, 2025.
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,219 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

LATAM Airlines
7.5
Good
1,795 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
8,765 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.2
Good
2,801 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

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

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

  • What are the cheapest airlines to fly from Lexington to Caribbean one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $138. However, be on the lookout for offers from United Airlines and American Airlines, as they are both options that can get you from Lexington to Caribbean for a low price.

  • What are the most popular routes from Lexington to Caribbean?

    When deciding which route to take from Lexington to Caribbean consider Lexington Blue Grass - Montego Bay Sangster Intl, Lexington Blue Grass - San Juan Luis Munoz Marin Intl or Lexington Blue Grass - Saint Thomas Island Cyril E King as they are the most popular.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Lexington to Caribbean (average of $254). Flying from Lexington to Caribbean in March is currently the most expensive (average of $363). 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 2 airlines flying from Lexington to Caribbean

Discover the top 2 airlines that operate flights from Lexington to Caribbean. 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$671FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$359Average$632FlexibilityNo cancel feeOn-time71%
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