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$108+ 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 2 — Apr 91
Wed 4/2
Wed 4/9
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 March 28, 2025.

Round-trip from

$292
(Delta)

One-way from

$108
(Delta)

Popular in

March

Cheapest in

January

Average price

$659
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. 8% potential increase in price ($49 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 March 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 March 28, 2025.

This Delta deal was found by Cheapflights users on 3/27. 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.
Fri 5/91:05 pmLEX - SJU
1 stop9h 42mDelta
Tue 5/131:55 pmSJU - LEX
1 stop7h 00mDelta
Deal found 3/27$292
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/266:10 pmLEX - SJU
1 stop16h 40mAmerican Airlines
Sun 5/42:35 pmSJU - LEX
1 stop7h 36mAmerican Airlines
Deal found 3/27$354
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/253:55 pmLEX - STX
2 stops21h 19mAmerican Airlines
Fri 5/24:55 pmSTX - LEX
2 stops20h 44mAmerican Airlines
Deal found 3/27$419
This Delta deal was found by Cheapflights users on 3/27. 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 4/87:04 amLEX - NAS
1 stop8h 56mDelta
Tue 4/155:25 pmNAS - LEX
1 stop6h 29mDelta
Deal found 3/27$449
This American Airlines deal was found by Cheapflights users on 3/27. 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 5/108:00 amLEX - PUJ
1 stop6h 25mAmerican Airlines
Fri 5/161:25 pmPUJ - LEX
1 stop9h 45mAmerican Airlines
Deal found 3/27$455
This American Airlines deal was found by Cheapflights users on 3/27. 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 5/206:20 amLEX - GCM
1 stop6h 00mAmerican Airlines
Sun 5/2512:10 pmGCM - LEX
2 stops21h 20mAmerican Airlines
Deal found 3/27$496
This Mytrip deal was found by Cheapflights users on 3/27. 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 5/2910:00 amLEX - STT
3 stops47h 57mMultiple Airlines
Sun 6/110:52 amSTT - LEX
1 stop7h 57mMultiple Airlines
Deal found 3/27$511
This United Airlines deal was found by Cheapflights users on 3/26. 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 6/287:00 amLEX - PLS
1 stop9h 05mUnited Airlines
Wed 7/23:30 pmPLS - LEX
2 stops21h 51mUnited Airlines
Deal found 3/26$526
This American Airlines deal was found by Cheapflights users on 3/27. 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 6/186:45 amLEX - ELH
1 stop4h 40mAmerican Airlines
Tue 6/2412:05 pmELH - LEX
1 stop11h 51mAmerican Airlines
Deal found 3/27$532
This United Airlines deal was found by Cheapflights users on 3/27. 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 5/92:10 pmLEX - SJU
1 stop9h 44mUnited Airlines
Mon 5/121:05 amSJU - LEX
2 stops12h 19mUnited Airlines
Deal found 3/27$537
This American Airlines deal was found by Cheapflights users on 3/28. 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 8/45:00 amLEX - NAS
1 stop8h 25mAmerican Airlines
Sat 8/911:12 amNAS - LEX
1 stop8h 02mAmerican Airlines
Deal found 3/28$540
This American Airlines deal was found by Cheapflights users on 3/26. 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 6/285:50 amLEX - PLS
1 stop10h 40mAmerican Airlines
Wed 7/24:09 pmPLS - LEX
1 stop8h 36mAmerican Airlines
Deal found 3/26$542

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 March 28, 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

Fri 5/9

1:05 pm-10:47 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Tue 5/13

1:55 pm-8:55 pm

1 stop7h 00m

$292

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sat 4/26

6:10 pm-10:50 am

1 stop16h 40m

San Juan Luis Munoz Marin Intl

Sun 5/4

2:35 pm-10:11 pm

1 stop7h 36m

$354

LexingtonChristiansted

LEX - STX

LEXSTX

Lexington Blue Grass

Fri 4/25

3:55 pm-1:14 pm

2 stops21h 19m

Christiansted Henry Rohlsen

Fri 5/2

4:55 pm-1:39 pm

2 stops20h 44m

$419

LexingtonNassau

LEX - NAS

LEXNAS

Lexington Blue Grass

Tue 4/8

7:04 am-4:00 pm

1 stop8h 56m

Nassau Intl

Tue 4/15

5:25 pm-11:54 pm

1 stop6h 29m

$449

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Sat 5/10

8:00 am-2:25 pm

1 stop6h 25m

Punta Cana

Fri 5/16

1:25 pm-11:10 pm

1 stop9h 45m

$455

LexingtonGeorge Town

LEX - GCM

LEXGCM

Lexington Blue Grass

Tue 5/20

6:20 am-11:20 am

1 stop6h 00m

George Town Owen Roberts Intl

Sun 5/25

12:10 pm-10:30 am

2 stops21h 20m

$496

LexingtonSaint Thomas Island

LEX - STT

LEXSTT

Lexington Blue Grass

Thu 5/29

10:00 am-9:57 am

3 stops47h 57m

Saint Thomas Island Cyril E King

Sun 6/1

10:52 am-6:49 pm

1 stop7h 57m

$511

LexingtonProvidenciales

LEX - PLS

LEXPLS

Lexington Blue Grass

Sat 6/28

7:00 am-4:05 pm

1 stop9h 05m

Providenciales

Wed 7/2

3:30 pm-1:21 pm

2 stops21h 51m

$526

LexingtonGregory Town

LEX - ELH

LEXELH

Lexington Blue Grass

Wed 6/18

6:45 am-11:25 am

1 stop4h 40m

Gregory Town North Eleuthera

Tue 6/24

12:05 pm-11:56 pm

1 stop11h 51m

$532

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Fri 5/9

2:10 pm-11:54 pm

1 stop9h 44m

San Juan Luis Munoz Marin Intl

Mon 5/12

1:05 am-1:24 pm

2 stops12h 19m

$537

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Showing 1-10 of 33 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 March 28, 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 March 28, 2025.
Alaska Airlines
8.0
Very good
9,798 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,798 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,897 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
LATAM Airlines
7.5
Good
1,750 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,603 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 $108. 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 - San Juan Luis Munoz Marin Intl or Lexington Blue Grass - Punta Cana 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$684FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$646FlexibilityNo cancel feeOn-time71%
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