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$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
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$225
(American Airlines)

One-way from

$113
(Delta)

Popular in

December

Cheapest in

January

Average price

$470
From Lexington Blue Grass to Caribbean
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One-way flight from Lexington Blue Grass to Caribbean
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High demand for flights, 9% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This American Airlines deal was found by Cheapflights users on 7/1. 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 10/146:15 amLEX - SJU
2 stops15h 56mAmerican Airlines
Tue 10/217:00 amSJU - LEX
2 stops9h 51mAmerican Airlines
Deal found 7/1$225
This Mytrip deal was found by Cheapflights users on 7/2. 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 7/1010:00 amLEX - SJU
2 stops25h 32mMultiple Airlines
Mon 7/1410:14 pmSJU - LEX
1 stop13h 09mMultiple Airlines
Deal found 7/2$324
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Mon 8/43:00 pmLEX - PUJ
1 stop20h 45mMultiple Airlines
Wed 8/134:05 pmPUJ - LEX
1 stop26h 52mMultiple Airlines
Deal found 7/2$343
This American Airlines deal was found by Cheapflights users on 7/1. 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 9/297:15 pmLEX - PUJ
2 stops17h 20mAmerican Airlines
Fri 10/33:25 pmPUJ - LEX
2 stops19h 14mAmerican Airlines
Deal found 7/1$355
This United Airlines deal was found by Cheapflights users on 7/1. 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 9/225:48 pmLEX - PUJ
2 stops18h 52mUnited Airlines
Sat 9/271:50 pmPUJ - LEX
1 stop10h 09mUnited Airlines
Deal found 7/1$376
This United Airlines deal was found by Cheapflights users on 7/3. 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 12/87:05 amLEX - SJU
2 stops13h 21mUnited Airlines
Mon 12/82:05 amSJU - LEX
2 stops12h 13mUnited Airlines
Deal found 7/3$387
This American Airlines deal was found by Cheapflights users on 7/1. 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 8/316:00 amLEX - MBJ
1 stop7h 31mAmerican Airlines
Wed 9/33:54 pmMBJ - LEX
1 stop6h 09mAmerican Airlines
Deal found 7/1$441
This Delta deal was found by Cheapflights users on 7/1. 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 9/306:00 amLEX - PUJ
1 stop7h 20mDelta
Fri 10/33:59 pmPUJ - LEX
1 stop7h 48mDelta
Deal found 7/1$466
This Kiwi.com deal was found by Cheapflights users on 7/2. 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
Mon 7/143:05 pmMBJ - LEX
1 stop19h 18mMultiple Airlines
Deal found 7/2$472
This Mytrip deal was found by Cheapflights users on 7/1. 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
Sun 7/277:15 amNAS - LEX
1 stop11h 29mMultiple Airlines
Deal found 7/1$512
This American Airlines deal was found by Cheapflights users on 7/2. 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 7/305:47 amLEX - NAS
1 stop11h 38mAmerican Airlines
Thu 8/72:27 pmNAS - LEX
1 stop5h 19mAmerican Airlines
Deal found 7/2$515
This Delta deal was found by Cheapflights users on 7/1. 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 8/156:00 amLEX - NAS
1 stop5h 48mDelta
Fri 8/221:13 pmNAS - LEX
1 stop5h 53mDelta
Deal found 7/1$540

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 July 3, 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

Tue 10/14

6:15 am-10:11 pm

2 stops15h 56m

San Juan Luis Munoz Marin Intl

Tue 10/21

7:00 am-4:51 pm

2 stops9h 51m

$225

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Mon 8/4

3:00 pm-11:45 am

1 stop20h 45m

Punta Cana

Wed 8/13

4:05 pm-6:57 pm

1 stop26h 52m

$343

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Thu 7/17

10:00 am-9:09 pm

3 stops35h 09m

San Juan Luis Munoz Marin Intl

Mon 7/21

10:14 pm-11:23 am

1 stop13h 09m

$344

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Mon 9/29

7:15 pm-12:35 pm

2 stops17h 20m

Punta Cana

Fri 10/3

3:25 pm-10:39 am

2 stops19h 14m

$355

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Mon 9/22

5:48 pm-12:40 pm

2 stops18h 52m

Punta Cana

Sat 9/27

1:50 pm-11:59 pm

1 stop10h 09m

$376

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Tue 10/14

3:45 pm-10:21 pm

1 stop6h 36m

San Juan Luis Munoz Marin Intl

Tue 10/21

7:30 am-2:58 pm

1 stop7h 28m

$379

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Mon 12/8

7:05 am-9:26 pm

2 stops13h 21m

San Juan Luis Munoz Marin Intl

Mon 12/8

2:05 am-1:18 pm

2 stops12h 13m

$387

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Sun 8/31

6:00 am-12:31 pm

1 stop7h 31m

Montego Bay Sangster Intl

Wed 9/3

3:54 pm-11:03 pm

1 stop6h 09m

$441

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Tue 9/30

6:00 am-1:20 pm

1 stop7h 20m

Punta Cana

Fri 10/3

3:59 pm-11:47 pm

1 stop7h 48m

$466

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Sun 7/13

7:34 pm-11:05 am

1 stop16h 31m

Montego Bay Sangster Intl

Mon 7/14

3:05 pm-11:23 am

1 stop19h 18m

$472

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 47 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 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 July 3, 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.

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 July 3, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Lexington to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
8,861 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
2,917 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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!
Avianca
6.7
Okay
2,363 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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 Delta, with whom users have recently found tickets for as low as $113. 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 - Gregory Town North Eleuthera 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 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

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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$267Average$670FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$671FlexibilityNo cancel feeOn-time71%

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