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$88+ 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 16 — Jul 231
Wed 7/16
Wed 7/23
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 11, 2025.

Round-trip from

$251
(American Airlines)

One-way from

$88
(American Airlines)

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 11, 2025.

This American Airlines deal was found by Cheapflights users on 7/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/215:57 pmLEX - SJU
2 stops17h 14mAmerican Airlines
Sat 9/274:45 pmSJU - LEX
1 stop6h 18mAmerican Airlines
Deal found 7/10$251
This Delta deal was found by Cheapflights users on 7/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/243:45 pmLEX - SJU
1 stop6h 36mDelta
Fri 10/312:15 pmSJU - LEX
1 stop8h 36mDelta
Deal found 7/10$266
This United Airlines deal was found by Cheapflights users on 7/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2710:37 amLEX - SJU
2 stops13h 20mUnited Airlines
Sun 10/53:56 pmSJU - LEX
1 stop8h 03mUnited Airlines
Deal found 7/10$316
This Mytrip deal was found by Cheapflights users on 7/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1812:16 pmLEX - SJU
2 stops28h 07mMultiple Airlines
Sat 9/201:59 amSJU - LEX
2 stops9h 27mMultiple Airlines
Deal found 7/9$332
This Mytrip deal was found by Cheapflights users on 7/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/412:16 pmLEX - PUJ
2 stops22h 59mMultiple Airlines
Sat 9/1312:10 pmPUJ - LEX
2 stops23h 16mMultiple Airlines
Deal found 7/9$333
This American Airlines deal was found by Cheapflights users on 7/9. 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.
Tue 7/295:00 amLEX - PUJ
1 stop10h 50mAmerican Airlines
Wed 8/64:15 pmPUJ - LEX
2 stops18h 56mAmerican Airlines
Deal found 7/9$355
This Mytrip deal was found by Cheapflights users on 7/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/248:56 pmLEX - STT
1 stop12h 52mMultiple Airlines
Mon 7/284:05 pmSTT - LEX
2 stops19h 18mMultiple Airlines
Deal found 7/9$387
This United Airlines deal was found by Cheapflights users on 7/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/45:48 pmLEX - PUJ
2 stops18h 52mUnited Airlines
Sat 9/133:30 pmPUJ - LEX
1 stop8h 27mUnited Airlines
Deal found 7/10$399
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Fri 7/253:00 pmLEX - MBJ
2 stops21h 05mMultiple Airlines
Sun 7/2710:48 amMBJ - LEX
1 stop6h 56mMultiple Airlines
Deal found 7/10$447
This Delta deal was found by Cheapflights users on 7/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/77:10 amLEX - PUJ
1 stop6h 13mDelta
Sat 11/152:03 pmPUJ - LEX
1 stop10h 52mDelta
Deal found 7/10$473
This Delta deal was found by Cheapflights users on 7/8. 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.
Sun 10/127:10 amLEX - NAS
1 stop6h 01mDelta
Sat 10/184:50 pmNAS - LEX
1 stop7h 05mDelta
Deal found 7/8$500
This American Airlines deal was found by Cheapflights users on 7/9. 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.
Wed 10/156:00 amLEX - SDQ
2 stops9h 20mAmerican Airlines
Fri 10/247:00 amSDQ - LEX
2 stops17h 01mAmerican Airlines
Deal found 7/9$519

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 11, 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 9/21

5:57 pm-11:11 am

2 stops17h 14m

San Juan Luis Munoz Marin Intl

Sat 9/27

4:45 pm-11:03 pm

1 stop6h 18m

$251

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Fri 10/24

3:45 pm-10:21 pm

1 stop6h 36m

San Juan Luis Munoz Marin Intl

Fri 10/31

2:15 pm-10:51 pm

1 stop8h 36m

$266

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sat 9/27

10:37 am-11:57 pm

2 stops13h 20m

San Juan Luis Munoz Marin Intl

Sun 10/5

3:56 pm-11:59 pm

1 stop8h 03m

$316

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Thu 9/18

12:16 pm-4:23 pm

2 stops28h 07m

San Juan Luis Munoz Marin Intl

Sat 9/20

1:59 am-11:26 am

2 stops9h 27m

$332

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Thu 9/4

12:16 pm-11:15 am

2 stops22h 59m

Punta Cana

Sat 9/13

12:10 pm-11:26 am

2 stops23h 16m

$333

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Tue 7/29

5:00 am-3:50 pm

1 stop10h 50m

Punta Cana

Wed 8/6

4:15 pm-11:11 am

2 stops18h 56m

$355

LexingtonSaint Thomas Island

LEX - STT

LEXSTT

Lexington Blue Grass

Thu 7/24

8:56 pm-9:48 am

1 stop12h 52m

Saint Thomas Island Cyril E King

Mon 7/28

4:05 pm-11:23 am

2 stops19h 18m

$387

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Thu 9/4

5:48 pm-12:40 pm

2 stops18h 52m

Punta Cana

Sat 9/13

3:30 pm-11:57 pm

1 stop8h 27m

$399

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Fri 7/25

3:00 pm-11:05 am

2 stops21h 05m

Montego Bay Sangster Intl

Sun 7/27

10:48 am-6:44 pm

1 stop6h 56m

$447

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Fri 11/7

7:10 am-2:23 pm

1 stop6h 13m

Punta Cana

Sat 11/15

2:03 pm-11:55 pm

1 stop10h 52m

$473

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/9

Showing 1-10 of 45 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 11, 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 11, 2025.
Get a feel of what it's like to fly with Delta, LATAM Airlines, and United 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
7,951 reviews

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

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
7,951 reviews
Delta
8.0
Very good
7,951 reviews

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

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
1,807 reviews
Delta
8.0
Very good
7,951 reviews

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

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
8,846 reviews
Delta
8.0
Very good
7,951 reviews

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

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
7,951 reviews

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

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
2,924 reviews
Delta
8.0
Very good
7,951 reviews

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

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 $88. 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 - Gregory Town North Eleuthera, Lexington Blue Grass - San Juan Luis Munoz Marin Intl or Lexington Blue Grass - Montego Bay Sangster 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 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$267Average$671FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$674FlexibilityNo cancel feeOn-time71%

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