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$200+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Round-trip from

$382
(United Airlines)

One-way from

$200
(American Airlines)

Popular in

March

Cheapest in

January

Average price

$613
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. 12% potential increase in price ($75 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 April 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 April 17, 2025.

This American Airlines deal was found by Cheapflights users on 4/17. 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.
Sun 11/168:17 pmLEX - SJU
1 stop14h 28mAmerican Airlines
Sat 11/224:15 pmSJU - LEX
1 stop7h 39mAmerican Airlines
Deal found 4/17$354
This United Airlines deal was found by Cheapflights users on 4/16. 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 4/302:10 pmLEX - SJU
1 stop9h 44mUnited Airlines
Tue 5/61:05 amSJU - LEX
2 stops12h 19mUnited Airlines
Deal found 4/16$382
This Mytrip deal was found by Cheapflights users on 4/16. 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 5/159:07 pmLEX - SJU
3 stops37h 38mMultiple Airlines
Wed 5/212:54 pmSJU - LEX
2 stops27h 55mMultiple Airlines
Deal found 4/16$415
This American Airlines deal was found by Cheapflights users on 4/17. 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 9/128:31 pmLEX - AUA
2 stops19h 14mAmerican Airlines
Fri 9/194:45 pmAUA - LEX
2 stops19h 15mAmerican Airlines
Deal found 4/17$431
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Fri 6/62:58 pmLEX - SDQ
2 stops23h 37mMultiple Airlines
Tue 6/177:15 amSDQ - LEX
1 stop12h 43mMultiple Airlines
Deal found 4/17$450
This United Airlines deal was found by Cheapflights users on 4/17. 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 8/45:44 pmLEX - PUJ
2 stops18h 56mUnited Airlines
Tue 8/121:50 pmPUJ - LEX
1 stop10h 00mUnited Airlines
Deal found 4/17$455
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/276:03 pmLEX - PUJ
2 stops17h 55mAmerican Airlines
Tue 6/31:25 pmPUJ - LEX
1 stop9h 45mAmerican Airlines
Deal found 4/17$459
This Delta deal was found by Cheapflights users on 4/17. 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 5/37:10 amLEX - MBJ
1 stop9h 21mDelta
Wed 5/71:02 pmMBJ - LEX
1 stop9h 49mDelta
Deal found 4/17$506
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/178:06 pmLEX - MBJ
1 stop14h 04mAmerican Airlines
Sat 5/2410:10 amMBJ - LEX
1 stop10h 50mAmerican Airlines
Deal found 4/17$513
This Delta deal was found by Cheapflights users on 4/16. 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 10/157:10 amLEX - SDQ
1 stop6h 43mDelta
Fri 10/243:15 pmSDQ - LEX
1 stop8h 40mDelta
Deal found 4/16$515
This American Airlines deal was found by Cheapflights users on 4/17. 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 10/138:17 pmLEX - SDQ
2 stops16h 13mAmerican Airlines
Mon 10/205:00 pmSDQ - LEX
2 stops17h 29mAmerican Airlines
Deal found 4/17$529
This American Airlines deal was found by Cheapflights users on 4/17. 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 stop10h 31mAmerican Airlines
Deal found 4/17$538

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 April 17, 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

Wed 4/30

2:10 pm-11:54 pm

1 stop9h 44m

San Juan Luis Munoz Marin Intl

Tue 5/6

1:05 am-1:24 pm

2 stops12h 19m

$382

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sat 4/26

8:19 pm-10:50 am

1 stop14h 31m

San Juan Luis Munoz Marin Intl

Sun 5/4

7:15 am-11:57 pm

1 stop16h 42m

$389

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Thu 5/15

9:07 pm-10:45 am

3 stops37h 38m

San Juan Luis Munoz Marin Intl

Wed 5/21

2:54 pm-6:49 pm

2 stops27h 55m

$415

LexingtonOranjestad

LEX - AUA

LEXAUA

Lexington Blue Grass

Fri 9/12

8:31 pm-3:45 pm

2 stops19h 14m

Oranjestad Reina Beatrix

Fri 9/19

4:45 pm-12:00 pm

2 stops19h 15m

$431

LexingtonSanto Domingo

LEX - SDQ

LEXSDQ

Lexington Blue Grass

Fri 6/6

2:58 pm-2:35 pm

2 stops23h 37m

Santo Domingo Las Americas

Tue 6/17

7:15 am-7:58 pm

1 stop12h 43m

$450

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Mon 8/4

5:44 pm-12:40 pm

2 stops18h 56m

Punta Cana

Tue 8/12

1:50 pm-11:50 pm

1 stop10h 00m

$455

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Tue 5/27

6:03 pm-11:58 am

2 stops17h 55m

Punta Cana

Tue 6/3

1:25 pm-11:10 pm

1 stop9h 45m

$459

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Sat 5/3

7:10 am-3:31 pm

1 stop9h 21m

Montego Bay Sangster Intl

Wed 5/7

1:02 pm-11:51 pm

1 stop9h 49m

$506

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Sat 5/17

8:06 pm-9:10 am

1 stop14h 04m

Montego Bay Sangster Intl

Sat 5/24

10:10 am-10:00 pm

1 stop10h 50m

$513

LexingtonSaint Thomas Island

LEX - STT

LEXSTT

Lexington Blue Grass

Fri 9/26

8:31 pm-4:30 pm

2 stops19h 59m

Saint Thomas Island Cyril E King

Sun 9/28

5:20 pm-3:41 pm

2 stops22h 21m

$514

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 37 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 April 17, 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 April 17, 2025.
Delta
8.0
Very good
7,916 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

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
7,916 reviews
Delta
8.0
Very good
7,916 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

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
1,761 reviews
Delta
8.0
Very good
7,916 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

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
8,667 reviews
Delta
8.0
Very good
7,916 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

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
7,916 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

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
2,809 reviews
Delta
8.0
Very good
7,916 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

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 American Airlines, with whom users have recently found tickets for as low as $200. However, be on the lookout for offers from United Airlines and Delta, 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 - San Juan Luis Munoz Marin Intl 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$658FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$649FlexibilityNo cancel feeOn-time71%

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