$113 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 8/25. 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

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Best Caribbean Flight Deals from Lexington

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$343
Montego Bay
Montego Bay1 stop$441
Oranjestad
Oranjestad1 stop$585
Nassau
Nassau1 stop$512
Saint Thomas Island
Saint Thomas Island2 stops$1,028
Simpson Bay
Simpson Bay1 stop$612
Providenciales
Providenciales1 stop$552
Bridgetown
Bridgetown2 stops$631
George Town
George Town1 stop$592
St. John's
St. John's2 stops$748
Punta Cana
Punta Cana1 stop$343
Montego Bay
Montego Bay1 stop$441
Oranjestad
Oranjestad1 stop$585
Nassau
Nassau1 stop$512
Saint Thomas Island
Saint Thomas Island2 stops$1,028
Simpson Bay
Simpson Bay1 stop$612
Providenciales
Providenciales1 stop$552
Bridgetown
Bridgetown2 stops$631
George Town
George Town1 stop$592
St. John's
St. John's2 stops$748

Cheap Flights from Lexington to Caribbean

 
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

Tue, Oct 14 - Tue, Oct 21
American Airlines Logo
6:15 am - 10:11 pmLEX-SJU
15h 56m2 stops
American Airlines Logo
7:00 am - 4:51 pmSJU-LEX
9h 51m2 stops
$225American Airlines
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Tue, Jul 22 - Tue, Jul 29
American Airlines Logo
7:06 am - 11:25 pmLEX-SJU
16h 19m1 stop
American Airlines Logo
1:37 pm - 11:59 pmSJU-LEX
10h 22m2 stops
$322American Airlines
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Mon, Aug 4 - Wed, Aug 13
 Logo
3:00 pm - 11:45 amLEX-PUJ
20h 45m1 stop
 Logo
4:05 pm - 6:57 pmPUJ-LEX
26h 52m1 stop
Thu, Jul 17 - Mon, Jul 21
 Logo
10:00 am - 9:09 pmLEX-SJU
35h 09m3 stops
 Logo
10:14 pm - 11:23 amSJU-LEX
13h 09m1 stop
Mon, Sep 22 - Sat, Sep 27
United Airlines Logo
5:48 pm - 12:40 pmLEX-PUJ
18h 52m2 stops
United Airlines Logo
1:50 pm - 11:59 pmPUJ-LEX
10h 09m1 stop
$376United Airlines
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Tue, Oct 14 - Tue, Oct 21
Delta Logo
3:45 pm - 10:21 pmLEX-SJU
6h 36m1 stop
Delta Logo
7:30 am - 2:58 pmSJU-LEX
7h 28m1 stop
$379Delta
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Sat, Jul 26 - Wed, Jul 30
United Airlines Logo
7:00 am - 4:29 pmLEX-PUJ
9h 29m2 stops
United Airlines Logo
4:35 pm - 5:01 pmPUJ-LEX
24h 26m2 stops
$393United Airlines
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Tue, Sep 30 - Fri, Oct 3
Delta Logo
6:00 am - 1:20 pmLEX-PUJ
7h 20m1 stop
Delta Logo
3:59 pm - 11:47 pmPUJ-LEX
7h 48m1 stop
$466Delta
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Sat, Aug 30 - Sat, Sep 6
Avianca Logo
7:00 am - 4:05 pmLEX-AUA
33h 05m2 stops
Avianca Logo
11:00 am - 8:48 pmAUA-LEX
33h 48m2 stops
$1,301Avianca
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Fri, Aug 29 - Wed, Sep 3
Avianca Logo
11:07 am - 9:50 amLEX-AUA
22h 43m2 stops
Avianca Logo
11:45 am - 8:48 pmAUA-LEX
33h 03m2 stops
$1,451Avianca
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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 January, when tickets cost $359 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $584 and $578 respectively.

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

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

If you are looking for a flight deal from Lexington to Caribbean, look for departures on Tuesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Caribbean, Thursday is the cheapest day to fly and Saturday is the most expensive.

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

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, 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, 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 seasonAugust
High seasonDecember
Cheapest flight$113
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 48% 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.

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

    The cheapest time of day to fly to Caribbean 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 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

 
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.
8.0
DeltaOverall score based on 7983 reviews
8.5Crew
7.3Food
7.9Entertainment
7.9Comfort
8.2Boarding
Airline reviews

After all the weather issues at least they got me to my destination the next day

4.0 OkayAnonymous, Jul 2025HSV - ATL
Read more Delta reviews

After all the weather issues at least they got me to my destination the next day

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

They delayed our flight because of bad weather in NY which was completely understandable. Then they cancelled our flight and a later flight that evening. The earliest we could fly was the next morning. We ended up buying last minute tickets on another airline and made it home slightly delayed but safely that evening. Delta kept saying it was weather related but if that was the case how did we make it back on another airline? The weather in NY was cloudy but not bad.

From Atlanta to Savannah - flight connection was way to short (we weren't even late landing ) and flight was already boarding when we landed - we were told we were the last on board and so we had to gate check our bags. Once we got on the plane, there were at least seven open bag spots so that was unnecessary delay. There should be better communication between the gate agent and the crew.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Only not having an assigned seat was an issue. Rest was great

AA re-routed flight from HNL to LAX due to delay. My group of 3 with reserved seats in row 9 was broken up, with one assigned to a middle seat, another in the last row of the plane. Not happy. No explanation to the delay. No apologies. No compensation. Would have been nice to be offered an Admiral Club admission or a voucher for the extra 3 hours of layover in LAX. Could not hear the boarding gate announcements in LAX. Adjacent gate was boarding at the same time. Loud speakers were competing against each other. Barely made my boarding group.

Boarding gate in Honolulu was staffed with a great clerk with a soothing voice despite the flight delay of over an hour. Flight attendants in the plane were all grumpy, not pleasant looking bunch. Their sour attitude showed throughout the flight. Inly able to get a select few movies started. Most of the movie links in the “free entertainment” did not work.

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

The flight delay in Dallas created a domino effect that impacted all of the connecting flights. It also increased the number of connections. I missed my flight from Casablanca to Marrakech because of the tight turnaround when landing in Casablanca. . CMN airport was understaffed. Only one person could help while other employees were just watching him. It was an extremely frustrating situation. People were crying and slamming their palms on the counter when speaking to the customer service provider, Allabough (man’s name?). Allabough couldn’t change my flight in the system. simultaneously, I was on the call with America. Airlines customer service rep named Solomon that said he couldn’t change it either. So, I took a ONYA voyages train to from Casablanca to Marrakech to get there on Friday June 26. This was unpredictable trip.

The flight delay in Dallas created a domino effect that impacted all connecting flights, leading to an increase in the number of connections. As a result, I missed my flight from Casablanca to Marrakech due to the tight turnaround when landing in Casablanca. CMN Airport was understaffed; only one employee was available to assist passengers while others just stood by and watched. It was an extremely frustrating situation. Many passengers were crying and banging their hands on the counter while talking to customer service representative Allabough. Unfortunately, Allabough couldn’t change my flight in the system. At the same time, I was on the phone with an American Airlines customer service representative named Solomon, who said he couldn’t make the change either. So, I decided to take an ONYA Voyages train from Casablanca to Marrakech to reach my destination on Friday, June 26. It turned out to be an unpredictable trip.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

This flight never occurred because AA couldn’t get their act together.

Terrible. Cancelled my original flight. It made getting a boarding pass difficult. The AA employee (in a loud voice, so everyone around could hear) griped at me for not getting a boarding pass 24 hours before. I asked how I was supposed to do that when I had no idea what flight I was going to be on. She said (loudly), “Talk to AA customer service, not me!” I could certainly tell serving customers was not important to her. Our new flight was set to a completely different city. We had to change our rental car, and the price went way up. It took 2-1/2 hours to get checked in. By then our new flight had left. We ended up on stand by and had to split up the family to get to our destination. It cost us the whole first day of the trip. AA needs to employ people who actually care about doing a good job. I suppose those people are getting harder to find, but atleast try.

Am still mad at American airlines. You should know it's us travel nurses who are your customers and you treat us like nonsense it's not ok. American airlines took my money, no refund for whatsoever. A trip that was of 466 and I paid 466 and 833 then they chose for me where to sit and refund my seat choices and gave me expensive seats for 79 USD. Kayak doesn't help at all after booking you are on your own. Skyscanner is better

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