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$133+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — SJU
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$345
(Delta)

One-way from

$190
(Delta)

Popular in

March

Cheapest in

January

Average price

$534
From Lexington Blue Grass to Caribbean
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One-way flight from Lexington Blue Grass to Caribbean
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Highest demand for flights based on searches. 10% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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 12/612:25 pmLEX - SJU
2 stops10h 05mAmerican Airlines
Mon 12/156:40 amSJU - LEX
1 stop15h 05mAmerican Airlines
Deal found 4/30$317
This Delta deal was found by Cheapflights users on 4/30. 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.
Sat 10/43:45 pmLEX - SJU
1 stop6h 23mDelta
Sat 10/112:15 pmSJU - LEX
1 stop7h 21mDelta
Deal found 4/30$345
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Sat 6/79:17 pmLEX - PUJ
1 stop17h 00mMultiple Airlines
Sat 6/145:09 pmPUJ - LEX
1 stop26h 22mMultiple Airlines
Deal found 4/30$415
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/278:06 pmLEX - PUJ
2 stops18h 53mAmerican Airlines
Tue 6/34:00 pmPUJ - LEX
2 stops18h 28mAmerican Airlines
Deal found 4/30$459
This United Airlines deal was found by Cheapflights users on 4/30. 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 5/62:10 pmLEX - SJU
1 stop9h 44mUnited Airlines
Wed 5/77:00 amSJU - LEX
2 stops13h 30mUnited Airlines
Deal found 4/30$464
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/166:20 amLEX - NAS
1 stop7h 25mAmerican Airlines
Sat 5/2410:29 amNAS - LEX
1 stop11h 31mAmerican Airlines
Deal found 4/30$489
This Delta deal was found by Cheapflights users on 4/30. 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.
Mon 8/45:50 amLEX - NAS
1 stop5h 58mDelta
Sat 8/93:00 pmNAS - LEX
1 stop5h 21mDelta
Deal found 4/30$520
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/1012:25 pmGCM - LEX
1 stop8h 22mAmerican Airlines
Deal found 4/30$538
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/105:00 amLEX - MBJ
1 stop11h 20mAmerican Airlines
Thu 8/211:35 pmMBJ - LEX
1 stop7h 26mAmerican Airlines
Deal found 4/30$541
This Mytrip deal was found by Cheapflights users on 4/30. 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 5/154:47 pmLEX - SJU
1 stop26h 20mMultiple Airlines
Sun 5/181:59 amSJU - LEX
3 stops18h 32mMultiple Airlines
Deal found 4/30$545
This American Airlines deal was found by Cheapflights users on 4/29. 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 11/138:17 pmLEX - STT
1 stop14h 28mAmerican Airlines
Wed 11/1912:35 pmSTT - LEX
1 stop10h 18mAmerican Airlines
Deal found 4/29$549
This United Airlines deal was found by Cheapflights users on 4/30. 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 7/77:00 amLEX - PUJ
1 stop8h 05mUnited Airlines
Fri 7/181:50 pmPUJ - LEX
1 stop23h 31mUnited Airlines
Deal found 4/30$552

Cheapflights Fare Finder

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 May 1, 2025.
Use the filters below to find and compare flights from Lexington to Caribbean that are best for you.

Fly from

Lexington

Fly to

Caribbean

Route

Depart

Return

Price

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sat 10/4

3:45 pm-10:08 pm

1 stop6h 23m

San Juan Luis Munoz Marin Intl

Sat 10/11

2:15 pm-9:36 pm

1 stop7h 21m

$345

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Thu 5/15

8:00 am-8:33 pm

2 stops12h 33m

San Juan Luis Munoz Marin Intl

Mon 5/19

5:25 am-11:10 pm

1 stop17h 45m

$379

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Sat 6/7

9:17 pm-2:17 pm

1 stop17h 00m

Punta Cana

Sat 6/14

5:09 pm-7:31 pm

1 stop26h 22m

$415

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Tue 5/27

8:06 pm-2:59 pm

2 stops18h 53m

Punta Cana

Tue 6/3

4:00 pm-10:28 am

2 stops18h 28m

$459

LexingtonNassau

LEX - NAS

LEXNAS

Lexington Blue Grass

Fri 5/16

6:20 am-1:45 pm

1 stop7h 25m

Nassau Intl

Sat 5/24

10:29 am-10:00 pm

1 stop11h 31m

$489

LexingtonNassau

LEX - NAS

LEXNAS

Lexington Blue Grass

Mon 8/4

5:50 am-11:48 am

1 stop5h 58m

Nassau Intl

Sat 8/9

3:00 pm-8:21 pm

1 stop5h 21m

$520

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Thu 5/29

2:07 pm-5:30 am

2 stops15h 23m

San Juan Luis Munoz Marin Intl

Fri 6/6

1:05 am-1:26 pm

2 stops12h 21m

$525

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

12:25 pm-9:47 pm

1 stop8h 22m

$538

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Tue 6/10

5:00 am-3:20 pm

1 stop11h 20m

Montego Bay Sangster Intl

Thu 8/21

1:35 pm-10:01 pm

1 stop7h 26m

$541

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Thu 5/15

4:47 pm-7:07 pm

1 stop26h 20m

San Juan Luis Munoz Marin Intl

Sun 5/18

1:59 am-8:31 pm

3 stops18h 32m

$545

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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.

Cheapflights Insights

Everything you need to know about your flight from Lexington to Caribbean

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 December is currently the most expensive (average of $336). 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 May 1, 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 May 1, 2025.
Delta
8.0
Very good
7,934 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

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
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

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
1,767 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

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
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

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
7,934 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

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
2,826 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

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 $190. However, be on the lookout for offers from American Airlines and United 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 - Punta Cana or Lexington Blue Grass - Oranjestad Reina Beatrix 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 December is currently the most expensive (average of $336). 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$658FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$649FlexibilityNo cancel feeOn-time71%

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