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Caribbean Islands

$113+ Cheap flights from Lexington (LEX) to Caribbean Islands

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 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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Cheap flight deals from Lexington to Caribbean Islands

Keep the following information in mind while searching for Lexington to Caribbean Islands flight deals. Data was last updated June 16, 2025.

Round-trip from

$281
(Mytrip)

One-way from

$113
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$574
From Lexington Blue Grass to Caribbean Islands
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One-way flight from Lexington Blue Grass to Caribbean Islands
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High demand for flights, 10% 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 June 2025
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Find flight deals from Lexington to Caribbean Islands

Cheapest flights from Lexington to Caribbean Islands
Explore the most affordable flight options available from Lexington to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.

This Mytrip deal was found by Cheapflights users on 6/14. 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.
Tue 7/812:13 pmLEX - SJU
1 stop27h 17mMultiple Airlines
Fri 7/1110:14 pmSJU - LEX
1 stop22h 03mMultiple Airlines
Deal found 6/14$281
This American Airlines deal was found by Cheapflights users on 6/14. 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 11/812:24 pmLEX - SJU
2 stops10h 07mAmerican Airlines
Sun 11/166:30 amSJU - LEX
1 stop12h 05mAmerican Airlines
Deal found 6/14$322
This Mytrip deal was found by Cheapflights users on 6/14. 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.
Tue 7/812:13 pmLEX - MBJ
1 stop23h 52mMultiple Airlines
Sat 7/1212:10 pmMBJ - LEX
1 stop7h 07mMultiple Airlines
Deal found 6/14$364
This Delta deal was found by Cheapflights users on 6/16. 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.
Sat 10/43:45 pmLEX - SJU
1 stop6h 23mDelta
Sat 10/117:30 amSJU - LEX
1 stop9h 40mDelta
Deal found 6/16$375
This American Airlines deal was found by Cheapflights users on 6/15. 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 10/146:04 amLEX - PUJ
1 stop7h 31mAmerican Airlines
Mon 10/203:27 pmPUJ - LEX
1 stop7h 51mAmerican Airlines
Deal found 6/15$376
This United Airlines deal was found by Cheapflights users on 6/14. 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 6/14$385
This Kiwi.com deal was found by Cheapflights users on 6/14. 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.
Sat 7/129:07 pmLEX - AUA
1 stop17h 33mMultiple Airlines
Sat 7/193:45 pmAUA - LEX
1 stop26h 59mMultiple Airlines
Deal found 6/14$436
This Delta deal was found by Cheapflights users on 6/15. 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 12/27:10 amLEX - ELH
1 stop6h 07mDelta
Tue 12/162:12 pmELH - LEX
1 stop8h 18mDelta
Deal found 6/15$475
This American Airlines deal was found by Cheapflights users on 6/15. 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 8/236:12 pmLEX - MBJ
1 stop16h 13mAmerican Airlines
Sat 8/302:00 pmMBJ - LEX
2 stops19h 26mAmerican Airlines
Deal found 6/15$492
This United Airlines deal was found by Cheapflights users on 6/15. 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 6/2711:00 amLEX - PUJ
2 stops28h 25mUnited Airlines
Thu 7/34:35 pmPUJ - LEX
2 stops20h 46mUnited Airlines
Deal found 6/15$500
This American Airlines deal was found by Cheapflights users on 6/15. 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 12/26:01 pmLEX - ELH
2 stops17h 19mAmerican Airlines
Tue 12/162:10 pmELH - LEX
1 stop9h 44mAmerican Airlines
Deal found 6/15$501
This American Airlines deal was found by Cheapflights users on 6/14. 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 10/114:08 pmLEX - STT
2 stops20h 42mAmerican Airlines
Thu 10/165:15 pmSTT - LEX
2 stops17h 14mAmerican Airlines
Deal found 6/14$534

Cheapflights Fare Finder

Customize your flight search to find flights from Lexington to Caribbean Islands 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 16, 2025.
Use the filters below to find and compare flights from Lexington to Caribbean Islands that are best for you.

Fly from

Lexington

Fly to

Caribbean Islands

Route

Depart

Return

Price

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Tue 7/8

12:13 pm-3:30 pm

1 stop27h 17m

San Juan Luis Munoz Marin Intl

Fri 7/11

10:14 pm-8:17 pm

1 stop22h 03m

$281

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Tue 7/8

12:13 pm-11:05 am

1 stop23h 52m

Montego Bay Sangster Intl

Sat 7/12

12:10 pm-8:17 pm

1 stop7h 07m

$364

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Tue 7/8

12:13 pm-1:05 pm

2 stops24h 52m

Punta Cana

Sat 7/12

3:45 pm-6:44 pm

2 stops26h 59m

$368

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Tue 10/14

6:04 am-1:35 pm

1 stop7h 31m

Punta Cana

Mon 10/20

3:27 pm-11:18 pm

1 stop7h 51m

$376

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Thu 9/4

5:57 pm-11:11 am

2 stops17h 14m

San Juan Luis Munoz Marin Intl

Sun 9/7

7:05 pm-12:24 pm

2 stops17h 19m

$387

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

LexingtonOranjestad

LEX - AUA

LEXAUA

Lexington Blue Grass

Sat 7/12

9:07 pm-2:40 pm

1 stop17h 33m

Oranjestad Reina Beatrix

Sat 7/19

3:45 pm-6:44 pm

1 stop26h 59m

$436

LexingtonGregory Town

LEX - ELH

LEXELH

Lexington Blue Grass

Tue 12/2

7:10 am-1:17 pm

1 stop6h 07m

Gregory Town North Eleuthera

Tue 12/16

2:12 pm-10:30 pm

1 stop8h 18m

$475

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Sat 8/23

6:12 pm-9:25 am

1 stop16h 13m

Montego Bay Sangster Intl

Sat 8/30

2:00 pm-10:26 am

2 stops19h 26m

$492

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Fri 6/27

11:00 am-3:25 pm

2 stops28h 25m

Punta Cana

Thu 7/3

4:35 pm-1:21 pm

2 stops20h 46m

$500

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/13

Showing 1-10 of 35 results
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Best time to book a flight from Lexington to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

What is the cheapest month to book a flight from Lexington to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Lexington to Caribbean Islands (average of $254). Flying from Lexington to Caribbean Islands 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 EPX?

Find hourly flight availability from Lexington to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 16, 2025.

When flying from Lexington to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated June 16, 2025.
Read reviews from past customers who have flown Delta, LATAM Airlines and United Airlines from Lexington to Caribbean Islands. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,963 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

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
7,963 reviews
Delta
8.0
Very good
7,963 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

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
7,963 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

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
8,801 reviews
Delta
8.0
Very good
7,963 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

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
7,963 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

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
2,873 reviews
Delta
8.0
Very good
7,963 reviews

Crew

8.5

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

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 Islands. 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 Islands?

    Lexington Blue Grass (LEX) is the airport you will fly out of if you book a flight from Lexington to Caribbean Islands. 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 Islands one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $113. Users have also found prices from $118 and $228 on Delta and United Airlines, respectively.

  • What are the most popular routes from Lexington to Caribbean Islands?

    When deciding which route to take from Lexington to Caribbean Islands consider Lexington Blue Grass - Montego Bay Sangster Intl, Lexington Blue Grass - San Juan Luis Munoz Marin Intl or Lexington Blue Grass - Oranjestad Reina Beatrix as they are the most popular.

  • Can I find deals for flights from Lexington to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Lexington to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Lexington to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Lexington to Caribbean Islands.

  • Can I find deals for business class flights from Lexington to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Lexington to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from Lexington to Caribbean Islands (average of $254). Flying from Lexington to Caribbean Islands 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.

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Top 2 airlines flying from Lexington to Caribbean Islands

Discover the top 2 airlines that operate flights from Lexington to Caribbean Islands. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$679FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$674FlexibilityNo cancel feeOn-time71%

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