HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$113+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Lexington to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 June 12, 2025.

Round-trip from

$311
(Mytrip)

One-way from

$113
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$574
From Lexington Blue Grass to Caribbean
Search Deals
One-way flight from Lexington Blue Grass to Caribbean
Search Deals
High demand for flights, 10% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

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 June 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/10. 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 9/1412:16 pmLEX - SJU
1 stop27h 25mMultiple Airlines
Wed 9/1710:51 amSJU - LEX
2 stops24h 35mMultiple Airlines
Deal found 6/10$288
This American Airlines deal was found by Cheapflights users on 6/11. 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 11/84:09 pmLEX - SJU
1 stop6h 22mAmerican Airlines
Sun 11/166:30 amSJU - LEX
1 stop12h 05mAmerican Airlines
Deal found 6/11$322
This Mytrip deal was found by Cheapflights users on 6/11. 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 7/108:56 pmLEX - STT
1 stop14h 35mMultiple Airlines
Sun 7/1310:43 amSTT - LEX
1 stop8h 01mMultiple Airlines
Deal found 6/11$346
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Sun 7/137:34 pmLEX - MBJ
1 stop16h 31mMultiple Airlines
Sat 7/1912:10 pmMBJ - LEX
1 stop7h 07mMultiple Airlines
Deal found 6/10$361
This Mytrip deal was found by Cheapflights users on 6/10. 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 6/298:39 pmLEX - PUJ
1 stop17h 31mMultiple Airlines
Fri 7/43:23 pmPUJ - LEX
1 stop28h 54mMultiple Airlines
Deal found 6/10$362
This Delta deal was found by Cheapflights users on 6/11. 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 9/131:30 pmLEX - SJU
1 stop8h 38mDelta
Sun 9/217:30 amSJU - LEX
1 stop9h 40mDelta
Deal found 6/11$365
This American Airlines deal was found by Cheapflights users on 6/12. 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 10/146:23 pmLEX - PUJ
2 stops18h 12mAmerican Airlines
Mon 10/203:18 pmPUJ - LEX
2 stops19h 11mAmerican Airlines
Deal found 6/12$380
This Mytrip deal was found by Cheapflights users on 6/11. 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 6/269:09 pmLEX - STX
1 stop18h 40mMultiple Airlines
Mon 6/304:48 pmSTX - LEX
1 stop18h 36mMultiple Airlines
Deal found 6/11$382
This United Airlines deal was found by Cheapflights users on 6/9. 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 10/47:05 amLEX - SJU
1 stop7h 39mUnited Airlines
Sat 10/113:56 pmSJU - LEX
1 stop8h 01mUnited Airlines
Deal found 6/9$385
This Mytrip deal was found by Cheapflights users on 6/11. 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 7/129:07 pmLEX - AUA
1 stop17h 33mMultiple Airlines
Sat 7/263:45 pmAUA - LEX
1 stop26h 59mMultiple Airlines
Deal found 6/11$403
This American Airlines deal was found by Cheapflights users on 6/9. 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 10/47:20 pmLEX - MBJ
1 stop16h 10mAmerican Airlines
Thu 10/93:05 pmMBJ - LEX
2 stops18h 24mAmerican Airlines
Deal found 6/9$445
This Mytrip deal was found by Cheapflights users on 6/11. 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 7/248:56 pmLEX - NAS
1 stop13h 34mMultiple Airlines
Thu 7/3111:30 amNAS - LEX
1 stop8h 36mMultiple Airlines
Deal found 6/11$461

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 June 12, 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

Sun 7/20

7:34 pm-9:09 pm

1 stop25h 35m

San Juan Luis Munoz Marin Intl

Fri 7/25

1:37 am-1:38 pm

2 stops36h 01m

$311

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sat 8/30

4:04 pm-10:49 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Wed 9/3

4:42 pm-11:03 pm

1 stop6h 21m

$322

LexingtonSaint Thomas Island

LEX - STT

LEXSTT

Lexington Blue Grass

Thu 7/10

8:56 pm-11:31 am

1 stop14h 35m

Saint Thomas Island Cyril E King

Sun 7/13

10:43 am-6:44 pm

1 stop8h 01m

$346

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Sun 7/13

7:34 pm-11:05 am

1 stop16h 31m

Montego Bay Sangster Intl

Sat 7/19

12:10 pm-8:17 pm

1 stop7h 07m

$361

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Sun 6/29

8:39 pm-2:10 pm

1 stop17h 31m

Punta Cana

Fri 7/4

3:23 pm-8:17 pm

1 stop28h 54m

$362

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Tue 10/14

6:23 pm-12:35 pm

2 stops18h 12m

Punta Cana

Mon 10/20

3:18 pm-10:29 am

2 stops19h 11m

$380

LexingtonChristiansted

LEX - STX

LEXSTX

Lexington Blue Grass

Thu 6/26

9:09 pm-3:49 pm

1 stop18h 40m

Christiansted Henry Rohlsen

Mon 6/30

4:48 pm-11:24 am

1 stop18h 36m

$382

LexingtonOranjestad

LEX - AUA

LEXAUA

Lexington Blue Grass

Sat 7/12

9:07 pm-2:40 pm

1 stop17h 33m

Oranjestad Reina Beatrix

Sat 7/26

3:45 pm-6:44 pm

1 stop26h 59m

$403

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Tue 7/22

1:03 pm-8:39 pm

1 stop7h 36m

San Juan Luis Munoz Marin Intl

Tue 7/29

2:36 pm-8:55 pm

1 stop6h 19m

$419

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Sat 10/4

7:20 pm-10:30 am

1 stop16h 10m

Montego Bay Sangster Intl

Thu 10/9

3:05 pm-10:29 am

2 stops18h 24m

$445

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 41 results
1
2
3
...
5

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 June is currently the most expensive (average of $339). 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 June 12, 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 June 12, 2025.
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
LATAM Airlines
7.5
Good
1,785 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,868 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $113. However, be on the lookout for offers from Delta 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 - Gregory Town North Eleuthera 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 June is currently the most expensive (average of $339). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Lexington to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Cincinnati to Seattle flights
Cincinnati to John F Kennedy Intl flights
Cincinnati to Las Vegas flights
Nashville to Seattle flights
Cincinnati to Boston flights
Cincinnati to Orlando flights
Nashville to LaGuardia flights
Nashville to John F Kennedy Intl flights
Cincinnati to Newark flights
Cincinnati to LaGuardia flights
Cincinnati to Denver flights
Nashville to Las Vegas flights
Cincinnati to Fort Lauderdale flights
Cincinnati to Dallas/Fort Worth flights
Nashville to Orlando flights
Nashville to Newark flights
Cincinnati to Hobby flights
Nashville to Denver flights
Nashville to Los Angeles flights
Cincinnati to Tampa flights
Nashville to Dallas/Fort Worth flights
Nashville to Fort Lauderdale flights
Nashville to Heathrow flights
Nashville to Boston flights
Cincinnati to Fort Myers flights
Cincinnati to Atlanta flights
Cincinnati to George Bush Intcntl flights
Nashville to O'Hare Intl flights
Cincinnati to Miami flights
Louisville to LaGuardia flights
Louisville to Las Vegas flights
Cincinnati to Baltimore flights
Louisville to Boston flights
Nashville to Miami flights
Cincinnati to Dulles Intl flights
Nashville to Portland flights
Cincinnati to Los Angeles flights
Cincinnati to Sky Harbor Intl flights
Nashville to Reagan-National flights
Louisville to John F Kennedy Intl flights
Cincinnati to Reagan-National flights
Nashville to San Francisco flights
Nashville to Cancún flights
Cincinnati to O'Hare Intl flights
Cincinnati to Cancún flights
Louisville to Miami flights
Cincinnati to Heathrow flights
Louisville to Orlando flights
Cincinnati to San Francisco flights
Cincinnati to Orlando Sanford Intl flights

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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$673FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$669FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.