$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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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$387
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau1 stop$471
Kingston
Kingston1 stop$846
Simpson Bay
Simpson Bay2 stops$553
Providenciales
Providenciales2 stops$388
Bridgetown
Bridgetown1 stop$732
George Town
George Town2 stops$419
St. John's
St. John's2 stops$740
Punta Cana
Punta Cana1 stop$387
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad2 stops$666
Nassau
Nassau1 stop$471
Kingston
Kingston1 stop$846
Simpson Bay
Simpson Bay2 stops$553
Providenciales
Providenciales2 stops$388
Bridgetown
Bridgetown1 stop$732
George Town
George Town2 stops$419
St. John's
St. John's2 stops$740

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

Mon, Apr 20 - Wed, Apr 29
American Airlines Logo
6:00 am - 10:05 pm
LEX
-
SJU
16h 05m
1 stop
American Airlines Logo
6:00 am - 11:52 pm
SJU
-
LEX
17h 52m
1 stop
$250American Airlines
Mon, Apr 20 - Wed, Apr 29
American Airlines Logo
6:00 am - 10:05 pm
LEX
-
SJU
16h 05m
1 stop
American Airlines Logo
1:31 pm - 11:52 pm
SJU
-
LEX
10h 21m
2 stops
$290American Airlines
Mon, Apr 20 - Wed, Apr 29
American Airlines Logo
6:00 am - 6:10 pm
LEX
-
SJU
12h 10m
2 stops
American Airlines Logo
11:43 am - 11:52 pm
SJU
-
LEX
12h 09m
2 stops
$330American Airlines
Sat, Jul 18 - Sat, Jul 25
American Airlines Logo
8:10 pm - 11:47 am
LEX
-
MBJ
16h 37m
2 stops
American Airlines Logo
5:17 pm - 12:39 pm
MBJ
-
LEX
18h 22m
2 stops
$357American Airlines
Tue, May 26 - Sun, May 31
United Airlines Logo
7:44 pm - 1:30 pm
LEX
-
MBJ
18h 46m
2 stops
United Airlines Logo
4:33 pm - 9:16 am
MBJ
-
LEX
15h 43m
2 stops
$372United Airlines
Wed, May 20 - Wed, May 27
Multiple Airlines Logo
12:22 pm - 8:49 am
LEX
-
SJU
20h 27m
1 stop
Multiple Airlines Logo
8:32 am - 2:15 pm
SJU
-
LEX
29h 43m
2 stops
$372Multiple Airlines
Fri, May 1 - Fri, May 8
United Airlines Logo
7:50 pm - 1:30 pm
LEX
-
MBJ
18h 40m
2 stops
United Airlines Logo
4:12 pm - 1:18 pm
MBJ
-
LEX
20h 06m
2 stops
$382United Airlines
Fri, Apr 10 - Tue, Apr 14
Multiple Airlines Logo
9:45 pm - 11:48 am
LEX
-
PUJ
14h 03m
1 stop
Multiple Airlines Logo
9:13 pm - 8:41 am
PUJ
-
LEX
35h 28m
2 stops
$387Multiple Airlines
Tue, Jul 14 - Tue, Jul 21
Delta Logo
6:00 am - 1:43 pm
LEX
-
NAS
7h 43m
1 stop
Delta Logo
3:10 pm - 9:21 pm
NAS
-
LEX
6h 11m
1 stop
$586Delta
Thu, Jun 18 - Sun, Jun 28
Delta Logo
7:10 am - 11:25 am
LEX
-
GCM
5h 15m
1 stop
Delta Logo
12:40 pm - 9:21 pm
GCM
-
LEX
7h 41m
1 stop
$724Delta
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 8314 reviews
7.8Entertainment
8.5Crew
7.2Food
7.9Comfort
8.1Boarding
Airline reviews

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

2.0 MediocreAnonymous, Mar 2026
HNL - ATL
Read more Delta reviews

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was cencaled due with the bad weather on Sunday the crew was poorly mistaken my luggage supposed depart with my flight instead I didn’t have my luggage for almost 3 days the website is poorly respond to my complain until I have someone to do it my connection smooth their not even respon or email me even the have my luggage

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

This was a Latam operated flight. Seats seemed a bit narrow in business class. Older aircraft.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

8 hours late and the plane smelled like urine, that smell in the morning when your child wet the bed in the night.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

Flight was scheduled at 11:26am but they keep Delaying until midnight. They waited at airport restless.

Rough flight No beverage service due to turbulence Bottom Seat cushion was non existent

Great experience. Good dinner and service. FA's were very nice and attentive.

It was great. Smooth flight, comfortable, left on time and landed on time.

Perhaps this is an airport issue, but being in a takeoff queue for over an hour in the taxiing lane is unacceptable. We will definitely be seeking alternative avenues for air travel in the future.

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Mostly good. The WiFi wasn’t working so that was not great.

I rated the experience "mediocre" because of the 2 hour delay in take off. This is the 4th flight from DFW on AA where there was a delay and in one of the instances (after 13 delays), the flight was cancelled. I understand weather but for the March 18th flight, there was no weather issue in Dallas or Detroit. I called Concierge Key and they were wonderful, booking me on a later flight in case my flight was cancelled. I have flown with American for many years and never has there been this consistent pattern of delays. Very disappointing.

They put me on an earlier and I got home sooner

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports