$130 Find Cheap Flights from Lexington to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Lexington to Caribbean departing on 4/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Lexington to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$455
Montego Bay
Montego Bay1 stop$357
Oranjestad
Oranjestad1 stop$658
Nassau
Nassau1 stop$504
Kingston
Kingston2 stops$1,013
Simpson Bay
Simpson Bay2 stops$553
Providenciales
Providenciales2 stops$388
Bridgetown
Bridgetown1 stop$692
George Town
George Town2 stops$419
St. John's
St. John's2 stops$735
Punta Cana
Punta Cana1 stop$455
Montego Bay
Montego Bay1 stop$357
Oranjestad
Oranjestad1 stop$658
Nassau
Nassau1 stop$504
Kingston
Kingston2 stops$1,013
Simpson Bay
Simpson Bay2 stops$553
Providenciales
Providenciales2 stops$388
Bridgetown
Bridgetown1 stop$692
George Town
George Town2 stops$419
St. John's
St. John's2 stops$735

Book Cheap Lexington to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Lexington to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Lexington to Caribbean

vie., may. 8 - vie., may. 15
American Airlines Logo
6:00 am - 9:15 pm
LEX
-
SJU
15h 15m
1 stop
American Airlines Logo
11:59 pm - 1:35 pm
SJU
-
LEX
13h 36m
1 stop
$250American Airlines
sáb., may. 9 - sáb., may. 16
American Airlines Logo
6:00 am - 10:05 pm
LEX
-
SJU
16h 05m
1 stop
American Airlines Logo
7:25 am - 5:14 pm
SJU
-
LEX
9h 49m
1 stop
$290American Airlines
mar., sep. 1 - mié., sep. 30
Delta Logo
6:00 am - 1:30 pm
LEX
-
SJU
7h 30m
1 stop
Delta Logo
7:30 am - 5:12 pm
SJU
-
LEX
9h 42m
1 stop
$326Delta
mar., abr. 21 - dom., abr. 26
American Airlines Logo
6:00 am - 8:51 pm
LEX
-
SJU
14h 51m
2 stops
American Airlines Logo
6:00 am - 11:52 pm
SJU
-
LEX
17h 52m
1 stop
$329American Airlines
lun., may. 18 - mié., may. 27
Multiple Airlines Logo
9:45 pm - 8:49 am
LEX
-
SJU
11h 04m
1 stop
Multiple Airlines Logo
5:15 pm - 2:15 pm
SJU
-
LEX
21h 00m
2 stops
$343Multiple Airlines
lun., may. 18 - mié., may. 27
Multiple Airlines Logo
9:45 pm - 11:52 am
LEX
-
SJU
14h 07m
1 stop
Multiple Airlines Logo
5:15 pm - 2:15 pm
SJU
-
LEX
21h 00m
2 stops
$348Multiple Airlines
vie., may. 8 - dom., may. 17
Multiple Airlines Logo
9:45 pm - 11:52 am
LEX
-
SJU
14h 07m
1 stop
Multiple Airlines Logo
2:09 am - 8:55 pm
SJU
-
LEX
18h 46m
2 stops
$355Multiple Airlines
mar., abr. 28 - mar., may. 5
United Airlines Logo
5:30 am - 2:27 pm
LEX
-
PUJ
8h 57m
1 stop
United Airlines Logo
2:20 pm - 9:20 am
PUJ
-
LEX
19h 00m
2 stops
$459United Airlines
lun., abr. 20 - jue., abr. 23
United Airlines Logo
7:00 am - 3:31 pm
LEX
-
STT
8h 31m
1 stop
United Airlines Logo
2:10 pm - 10:29 pm
STT
-
LEX
8h 19m
1 stop
$482United Airlines
jue., abr. 9 - mar., abr. 14
Delta Logo
7:55 pm - 11:55 am
LEX
-
AUA
16h 00m
1 stop
Delta Logo
12:25 pm - 10:08 am
AUA
-
LEX
21h 43m
2 stops
$658Delta
Booking Insights

KAYAK's insights & trends for Lexington to Caribbean flights

Get data-powered insights and trends into flights from Lexington to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Lexington to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Lexington to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Lexington to Caribbean is March, when tickets cost $360 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of round-trip tickets is $1,148 and $831 respectively.

Good to know

Low seasonNovember
Cheapest flight$130
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Lexington to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Lexington to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Lexington to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Lexington to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Lexington to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Lexington to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Lexington to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Lexington to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Lexington to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Lexington to Caribbean

 
Need help choosing which airline to fly with from Lexington to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8296 reviews
8.1Boarding
7.9Comfort
7.8Entertainment
7.2Food
8.5Crew
Airline reviews

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

2.0 MediocreSusan, Mar 2026
JAX - ATL
Read more Delta reviews

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

With Aeromexico it ended up good but with Delta it was bad because we did everything through Delta... Showed up at the Delta terminal... It was the wrong place! Nothing ever told us to go to the Aeromexico terminal. It said "in partnership with Aeromexico" but I was never instructed to check in with them or go to their terminal. We had to haul @$$ running through the airport and almost didn't make it thanks to this poor communication. 👎🏽

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

Aging planer and NO wifi on a 14 hour day flight. Unless you are retired or don't need to work or be in touch with the world... The lack of Wifif really ruined the flight. And the old plane - really showing it's age, wasn't great

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Appreciate having multiple food options for allergies. Nice to have an extra seat between us for comfort.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports