$144 Find Cheap Flights from Lexington to Caribbean Islands

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 Islands departing on 1/6. 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 Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Lexington to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Lexington to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Lexington to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$404
Montego Bay
Montego Bay1 stop$473
Oranjestad
Oranjestad2 stops$615
Nassau
Nassau1 stop$393
Kingston
Kingston2 stops$3,035
Simpson Bay
Simpson Bay1 stop$599
Providenciales
Providenciales1 stop$364
Bridgetown
Bridgetown2 stops$2,235
George Town
George Town1 stop$492
St. John's
St. John's2 stops$737
Punta Cana
Punta Cana1 stop$404
Montego Bay
Montego Bay1 stop$473
Oranjestad
Oranjestad2 stops$615
Nassau
Nassau1 stop$393
Kingston
Kingston2 stops$3,035
Simpson Bay
Simpson Bay1 stop$599
Providenciales
Providenciales1 stop$364
Bridgetown
Bridgetown2 stops$2,235
George Town
George Town1 stop$492
St. John's
St. John's2 stops$737

Book Cheap Lexington to Caribbean Islands 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 Islands 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 Islands

Tue, Jan 6 - Mon, Jan 12
United Airlines Logo
8:35 am - 12:36 am
LEX
-
SJU
15h 01m2 stops
United Airlines Logo
2:05 am - 1:25 pm
SJU
-
LEX
12h 20m2 stops
$287United Airlines
Tue, Jan 6 - Tue, Jan 13
American Airlines Logo
7:00 am - 8:50 pm
LEX
-
SJU
12h 50m1 stop
American Airlines Logo
6:00 am - 4:59 pm
SJU
-
LEX
11h 59m1 stop
$293American Airlines
Mon, Jan 26 - Thu, Jan 29
American Airlines Logo
7:17 pm - 11:41 am
LEX
-
PLS
16h 24m1 stop
American Airlines Logo
12:52 pm - 11:15 pm
PLS
-
LEX
10h 23m1 stop
$364American Airlines
Thu, Jan 1 - Sat, Mar 28
Multiple Airlines Logo
2:18 pm - 12:19 pm
LEX
-
SJU
21h 01m1 stop
Multiple Airlines Logo
3:22 pm - 8:45 am
SJU
-
LEX
17h 23m1 stop
$382Multiple Airlines
Sat, Jan 3 - Sat, Mar 28
Multiple Airlines Logo
3:04 pm - 11:58 am
LEX
-
SJU
19h 54m1 stop
Multiple Airlines Logo
3:22 pm - 8:45 am
SJU
-
LEX
17h 23m1 stop
$397Multiple Airlines
Mon, Jan 5 - Tue, Jan 13
Delta Logo
2:17 pm - 9:43 pm
LEX
-
NAS
7h 26m1 stop
Delta Logo
4:28 pm - 11:22 pm
NAS
-
LEX
6h 54m1 stop
$441Delta
Sun, Mar 29 - Fri, Apr 3
Delta Logo
12:39 pm - 11:47 am
LEX
-
MBJ
24h 08m2 stops
Delta Logo
4:55 pm - 9:36 am
MBJ
-
LEX
15h 41m1 stop
$511Delta
Sun, Jan 18 - Tue, Jan 27
British Airways Logo
6:00 am - 2:05 pm
LEX
-
CUR
7h 05m1 stop
British Airways Logo
3:33 pm - 11:15 pm
CUR
-
LEX
8h 42m1 stop
$682British Airways
Sun, Jan 18 - Tue, Jan 27
British Airways Logo
6:00 am - 2:05 pm
LEX
-
CUR
7h 05m1 stop
British Airways Logo
5:45 pm - 2:28 pm
CUR
-
LEX
21h 43m2 stops
$683British Airways
Sun, Mar 1 - Mon, Mar 9
Air Canada Logo
2:03 pm - 4:00 pm
LEX
-
SXM
24h 57m2 stops
Air Canada Logo
4:00 pm - 4:55 pm
SXM
-
LEX
24h 55m2 stops
$1,784Air Canada
Booking Insights

KAYAK's insights & trends for Lexington to Caribbean Islands flights

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

Can I save money by flying with a layover from Lexington to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $408, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Lexington to Caribbean Islands, 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 Islands is October, when tickets cost $370 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $936 and $689 respectively.

What’s the cheapest day of the week to fly from Lexington to Caribbean Islands?

The average price of all round-trip flights from Lexington to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

For Lexington to Caribbean Islands, Tuesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Caribbean Islands back to Lexington, the best deals are generally found on Thursday, with Saturday being the most expensive.

How far in advance should I book a flight from Lexington to Caribbean Islands?

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

To get a below average price on the flight from Lexington to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$144
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Lexington to San Juan

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Lexington to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the morning, when round-trip flights cost $477 on average. Morning departures are around 6% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $521.

Reviews of the top airlines flying from Lexington to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Lexington to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Lexington to Caribbean Islands? 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 8010 reviews
7.3Food
8.5Crew
8.1Boarding
7.9Comfort
7.9Entertainment
Airline reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

10.0 ExcellentMargaret, Dec 2025
BOS - PIT
Read more Delta reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Not comparable to Qatar Airways services on flights to Doha. Flight attendants provided basic services; I was never recognized by name or as an Executive Platinum member. Restrooms were not kept clean during the flight.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports