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Caribbean Islands

$108+ 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
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
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 April 2, 2025.

Round-trip from

$291
(United Airlines)

One-way from

$113
(Delta)

Popular in

March

Cheapest in

January

Average price

$529
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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Highest demand for flights based on searches. 9% potential increase in price ($54 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 April 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 April 2, 2025.

This United Airlines deal was found by Cheapflights users on 4/1. 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.
Sat 5/32:10 pmLEX - SJU
1 stop9h 44mUnited Airlines
Fri 5/91:05 amSJU - LEX
2 stops12h 19mUnited Airlines
Deal found 4/1$291
This Delta deal was found by Cheapflights users on 4/1. 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 5/91:05 pmLEX - SJU
1 stop9h 42mDelta
Mon 5/1212:50 pmSJU - LEX
1 stop8h 45mDelta
Deal found 4/1$302
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Sat 5/36:10 pmLEX - SJU
2 stops10h 50mAmerican Airlines
Sat 5/106:10 amSJU - LEX
2 stops8h 41mAmerican Airlines
Deal found 4/1$310
This Mytrip deal was found by Cheapflights users on 4/1. 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.
Sun 6/17:39 pmLEX - STT
1 stop14h 18mMultiple Airlines
Sun 6/810:52 amSTT - LEX
1 stop8h 39mMultiple Airlines
Deal found 4/1$384
This Delta deal was found by Cheapflights users on 3/31. 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 3/31$449
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Thu 5/158:06 pmLEX - PUJ
1 stop14h 29mAmerican Airlines
Thu 5/2211:45 amPUJ - LEX
1 stop10h 15mAmerican Airlines
Deal found 3/31$455
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Thu 8/286:22 pmLEX - AUA
2 stops18h 35mAmerican Airlines
Mon 9/12:45 pmAUA - LEX
2 stops19h 38mAmerican Airlines
Deal found 4/1$456
This Mytrip deal was found by Cheapflights users on 4/1. 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.
Sat 6/79:17 pmLEX - SJU
1 stop21h 50mMultiple Airlines
Sat 6/148:24 pmSJU - LEX
1 stop23h 07mMultiple Airlines
Deal found 4/1$467
This American Airlines deal was found by Cheapflights users on 4/1. 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 5/138:06 pmLEX - NAS
1 stop13h 24mAmerican Airlines
Sat 5/1712:05 pmNAS - LEX
1 stop11h 17mAmerican Airlines
Deal found 4/1$469
This United Airlines deal was found by Cheapflights users on 4/1. 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.
Tue 5/136:10 pmLEX - NAS
2 stops19h 21mUnited Airlines
Sat 5/174:01 pmNAS - LEX
1 stop7h 45mUnited Airlines
Deal found 4/1$473
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 6/79:17 pmLEX - MBJ
1 stop16h 28mMultiple Airlines
Thu 6/1212:07 pmMBJ - LEX
1 stop6h 24mMultiple Airlines
Deal found 3/31$474
This Mytrip deal was found by Cheapflights users on 4/1. 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.
Sat 4/126:22 pmLEX - PUJ
3 stops41h 22mMultiple Airlines
Sat 4/193:18 pmPUJ - LEX
1 stop24h 59mMultiple Airlines
Deal found 4/1$506

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 April 2, 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

Sat 5/3

2:10 pm-11:54 pm

1 stop9h 44m

San Juan Luis Munoz Marin Intl

Fri 5/9

1:05 am-1:24 pm

2 stops12h 19m

$291

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

Mon 5/12

12:50 pm-9:35 pm

1 stop8h 45m

$302

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sat 5/3

6:10 pm-5:00 am

2 stops10h 50m

San Juan Luis Munoz Marin Intl

Sat 5/10

6:10 am-2:51 pm

2 stops8h 41m

$310

LexingtonSaint Thomas Island

LEX - STT

LEXSTT

Lexington Blue Grass

Sun 6/1

7:39 pm-9:57 am

1 stop14h 18m

Saint Thomas Island Cyril E King

Sun 6/8

10:52 am-7:31 pm

1 stop8h 39m

$384

LexingtonPunta Cana

LEX - PUJ

LEXPUJ

Lexington Blue Grass

Thu 5/15

8:06 pm-10:35 am

1 stop14h 29m

Punta Cana

Thu 5/22

11:45 am-10:00 pm

1 stop10h 15m

$455

LexingtonOranjestad

LEX - AUA

LEXAUA

Lexington Blue Grass

Thu 8/28

6:22 pm-12:57 pm

2 stops18h 35m

Oranjestad Reina Beatrix

Mon 9/1

2:45 pm-10:23 am

2 stops19h 38m

$456

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sat 6/7

9:17 pm-7:07 pm

1 stop21h 50m

San Juan Luis Munoz Marin Intl

Sat 6/14

8:24 pm-7:31 pm

1 stop23h 07m

$467

LexingtonNassau

LEX - NAS

LEXNAS

Lexington Blue Grass

Tue 5/13

8:06 pm-9:30 am

1 stop13h 24m

Nassau Intl

Sat 5/17

12:05 pm-11:22 pm

1 stop11h 17m

$469

LexingtonNassau

LEX - NAS

LEXNAS

Lexington Blue Grass

Tue 5/13

6:10 pm-1:31 pm

2 stops19h 21m

Nassau Intl

Sat 5/17

4:01 pm-11:46 pm

1 stop7h 45m

$473

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Sat 6/7

9:17 pm-12:45 pm

1 stop16h 28m

Montego Bay Sangster Intl

Thu 6/12

12:07 pm-7:31 pm

1 stop6h 24m

$474

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

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 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 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 April 2, 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 April 2, 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
7,898 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,898 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
LATAM Airlines
7.5
Good
1,754 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,616 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,789 reviews
Delta
8.0
Very good
7,898 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 Delta. According to our data, you can fly for as low as $113. Users have also found prices from $205 and $509 on American Airlines 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 - Punta Cana 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 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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Alternative routes for Lexington to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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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 April 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$651FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$652FlexibilityNo cancel feeOn-time71%

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