$133 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 3/24. 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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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$441
Montego Bay
Montego Bay2 stops$496
Oranjestad
Oranjestad1 stop$539
Nassau
Nassau1 stop$458
Kingston
Kingston2 stops$724
Simpson Bay
Simpson Bay1 stop$643
Providenciales
Providenciales2 stops$368
Bridgetown
Bridgetown2 stops$1,658
George Town
George Town2 stops$464
St. John's
St. John's2 stops$785
Punta Cana
Punta Cana1 stop$441
Montego Bay
Montego Bay2 stops$496
Oranjestad
Oranjestad1 stop$539
Nassau
Nassau1 stop$458
Kingston
Kingston2 stops$724
Simpson Bay
Simpson Bay1 stop$643
Providenciales
Providenciales2 stops$368
Bridgetown
Bridgetown2 stops$1,658
George Town
George Town2 stops$464
St. John's
St. John's2 stops$785

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

Sat, May 2 - Sat, May 9
American Airlines Logo
2:15 pm - 4:32 am
LEX
-
SJU
14h 17m
1 stop
American Airlines Logo
6:00 am - 5:14 pm
SJU
-
LEX
11h 14m
2 stops
$256American Airlines
Wed, Apr 22 - Tue, Apr 28
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
$266American Airlines
Sat, May 2 - Fri, May 8
United Airlines Logo
10:10 am - 11:50 pm
LEX
-
SJU
13h 40m
2 stops
United Airlines Logo
1:00 am - 5:04 pm
SJU
-
LEX
16h 04m
2 stops
$290United Airlines
Tue, Mar 10 - Tue, Mar 17
American Airlines Logo
7:00 am - 10:31 pm
LEX
-
SJU
15h 31m
1 stop
American Airlines Logo
5:28 am - 11:16 pm
SJU
-
LEX
17h 48m
1 stop
$296American Airlines
Wed, Apr 22 - Tue, Apr 28
American Airlines Logo
6:00 am - 8:51 pm
LEX
-
SJU
14h 51m
2 stops
American Airlines Logo
1:31 pm - 11:52 pm
SJU
-
LEX
10h 21m
2 stops
$306American Airlines
Sun, Mar 22 - Fri, Mar 27
Multiple Airlines Logo
9:35 am - 3:56 pm
LEX
-
PUJ
6h 21m
1 stop
Multiple Airlines Logo
3:32 pm - 8:45 am
PUJ
-
LEX
41h 13m
2 stops
$441Multiple Airlines
Sun, Mar 8 - Fri, Mar 13
United Airlines Logo
7:00 am - 1:55 pm
LEX
-
PLS
6h 55m
1 stop
United Airlines Logo
5:06 pm - 1:15 pm
PLS
-
LEX
20h 09m
2 stops
$455United Airlines
Tue, Mar 3 - Tue, Mar 10
Delta Logo
6:00 am - 11:50 am
LEX
-
NAS
5h 50m
1 stop
Delta Logo
1:15 pm - 9:42 pm
NAS
-
LEX
8h 27m
1 stop
$458Delta
Tue, Mar 3 - Tue, Mar 10
Delta Logo
6:00 am - 3:13 pm
LEX
-
NAS
9h 13m
2 stops
Delta Logo
1:05 pm - 11:53 pm
NAS
-
LEX
10h 48m
2 stops
$462Delta
Thu, Mar 19 - Fri, Mar 27
Multiple Airlines Logo
9:35 am - 3:56 pm
LEX
-
PUJ
6h 21m
1 stop
Multiple Airlines Logo
3:32 pm - 8:45 am
PUJ
-
LEX
41h 13m
2 stops
$463Multiple Airlines
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 $305 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $923 and $913 respectively.

Good to know

Low seasonNovember
Cheapest flight$133
Best time to beat the crowds with an average 13% drop 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 8180 reviews
8.1Boarding
8.5Crew
7.2Food
7.8Entertainment
7.9Comfort
Airline reviews

Was forced to check in my small carry on, even though I informed the crew it has very fragile items inside

2.0 MediocreJaspreet, Feb 2026
SEA - SMF
Read more Delta reviews

Was forced to check in my small carry on, even though I informed the crew it has very fragile items inside

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

No wheel chair as requested at Atlanta arrival on first flight.

Only freetext wifi was available in flight; browsing WiFi required payment. Since the seats had no in flight entertainment, Delta should revisit this policy on this longer flight.

Only water, tea or coffee served midflight, even to comfort seating. Man next to me needed two seats and took up a portion of my seat and Delta did nothing.

The flight was great as well as the airline staff

First class and monitors weren’t working for mine & my husbands. Eventually fixed, but quite annoyed as we bought first class. Also, No foot rests.

Prior to takeoff, the pilot told us there was a possibility of not being able to land and going to Portland. Well that happened, we took off and then did 8 loops around Spokane before the pilot told us we ran out of fuel and had to go to Portland. So for a 35 minute flight we have now been on the plane for 3 hours (boarded at 6:50 am and landed in Portland at 10:30). Then, we just sat in Portland's airport with no updates of when we can start heading back. All of a sudden, our pilots and crew just left, leaving us stranded in a different city and state. We continued to sit in Portland until we finally got a new crew assigned and boarded the plane (This was from 10:30-2). We then sat on the plane for an additional hour before take off because they had to count us multiple times. We finally landed in Spokane at 3:55 PM. So a flight that should have taken at max an hour took us 10 hours and we missed the majority of the recruiting event we went for.

It was delayed but other than that it was great.

Got on the plane and sat there for an hour before departure.

The flight was on time/early, attentive crew, and everything overall went smoothly. Disappointed that WIFI was not working for the flight.

One day, I do so hope for a gluten free snack! Seems like with the rest of the world FINALLY figuring out what gluten free is, American Airlines would too. Fingers crossed!!

The flight was significantly delayed for 6.5 hours because of snow. There was no communication once the plane returned to the gate regarding when the flight would resume. Other flights were departing while our flight was being unloaded for reasons unknown. Our flight also seemed out of the queue regarding further deicing, refueling, and waiting to Taxi to the runway.

Flight was on time and the meal and service were good.

The accessible bathroom should be visible to people in Economy class.

Flight was delayed for 2 hours, then last minute the change to on time. The satélite location is far and a nightmare to get to.

This was a horrible experience. I’ve experienced several delays at this point and still not home. I was supposed to be home by 8:30 last night and here I sit at 7 am on a plane STILL unable to go home because of American Airlines.

Lexus in first class was absolutely amazing! Beat flight attendant i’ve ever seen.

Generally good. Flight left on time and the seats are comfortable. Plenty of space in front if you in you choose a comfort plus seat, completely worth spending the extra money given the amount of hours the flight lasts. The food tastes good but I would say it’s a the amount is too little. The crew was friendly and efficient. There was a some turbulence at different points into the flight. American Airlines has good deals to NZ if you book with plenty of time before you plan on going.

the plane was so hot!! the air-conditioning was barely blowing. The flight was delayed, and we had to sit on the hot plane before take off for an extended amount of time, waiting on international passengers. Would not have been so bad if it was not so hot. They said it would get better after take off, but it did not.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports