$138 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 8/26. 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$376
Montego Bay
Montego Bay2 stops$445
Oranjestad
Oranjestad2 stops$520
Nassau
Nassau2 stops$519
Simpson Bay
Simpson Bay2 stops$617
Providenciales
Providenciales1 stop$502
Bridgetown
Bridgetown1 stop$691
George Town
George Town2 stops$503
St. John's
St. John's1 stop$624
Punta Cana
Punta Cana1 stop$376
Montego Bay
Montego Bay2 stops$445
Oranjestad
Oranjestad2 stops$520
Nassau
Nassau2 stops$519
Simpson Bay
Simpson Bay2 stops$617
Providenciales
Providenciales1 stop$502
Bridgetown
Bridgetown1 stop$691
George Town
George Town2 stops$503
St. John's
St. John's1 stop$624

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

Sat, Oct 4 - Sat, Oct 11
American Airlines Logo
7:15 pm - 12:47 pmLEX-SJU
17h 32m2 stops
American Airlines Logo
5:30 am - 5:29 pmSJU-LEX
11h 59m2 stops
$215American Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
American Airlines Logo
7:15 pm - 12:47 pmLEX-SJU
17h 32m2 stops
American Airlines Logo
3:50 pm - 12:01 amSJU-LEX
8h 11m1 stop
$271American Airlines
Find Deal
Tue, Aug 5 - Fri, Aug 8
 Logo
12:13 pm - 1:35 amLEX-SJU
13h 22m2 stops
 Logo
1:37 am - 7:18 pmSJU-LEX
17h 41m2 stops
Tue, Aug 5 - Sat, Aug 9
 Logo
12:13 pm - 1:35 amLEX-SJU
13h 22m2 stops
 Logo
4:30 pm - 6:44 pmSJU-LEX
26h 14m2 stops
Sat, Sep 27 - Sat, Oct 4
United Airlines Logo
6:01 pm - 12:40 pmLEX-PUJ
18h 39m2 stops
United Airlines Logo
1:50 pm - 11:59 pmPUJ-LEX
10h 09m1 stop
$415United Airlines
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Sat, Sep 27 - Sat, Oct 4
United Airlines Logo
6:01 pm - 3:05 pmLEX-PUJ
21h 04m1 stop
United Airlines Logo
1:50 pm - 11:59 pmPUJ-LEX
10h 09m1 stop
$417United Airlines
Find Deal
Mon, Dec 8 - Fri, Dec 12
Delta Logo
5:50 pm - 2:00 pmLEX-AUA
19h 10m2 stops
Delta Logo
3:15 pm - 12:37 pmAUA-LEX
22h 22m2 stops
$520Delta
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Sat, Oct 18 - Sat, Oct 25
Delta Logo
7:10 am - 11:58 amLEX-NAS
4h 48m1 stop
Delta Logo
4:50 pm - 11:55 pmNAS-LEX
7h 05m1 stop
$525Delta
Find Deal
Fri, Aug 15 - Wed, Aug 20
LATAM Airlines Logo
7:51 pm - 12:25 pmLEX-PUJ
16h 34m2 stops
LATAM Airlines Logo
2:45 am - 11:50 pmPUJ-LEX
21h 05m2 stops
$1,685LATAM Airlines
Find Deal
Sat, Jan 10 - Wed, Jan 14
LATAM Airlines Logo
3:45 pm - 3:15 pmLEX-PUJ
22h 30m2 stops
LATAM Airlines Logo
2:45 am - 11:55 pmPUJ-LEX
22h 10m2 stops
$2,703LATAM Airlines
Find Deal
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 January, when tickets cost $364 (return) on average. On the other hand, the most expensive months are June and October, when the average cost of round-trip tickets is $574 and $564 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 seasonNovember
High seasonDecember
Cheapest flight$138
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 27% 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 7959 reviews
7.3Food
8.2Boarding
8.5Crew
7.9Comfort
7.9Entertainment
Airline reviews

There was no problems, just a little uncomfortable with seats that do not lay back a little

8.0 ExcellentWillie, Jul 2025PHX - DTW
Read more Delta reviews

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

this crew didn't care much. bumping carts into seats more times than i care to remember

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Delayed flight, so I switched fights to SFO to Phoenix , Phoenix to DSM. Excellent service through American Airlines

I didn't like that my paid for seat was changed 2 hours before my flight.

The flight had a delay that made me being in a real rush to take the second flight. The delay was almost for 2 hours. They moved us from gate to gate in 4 times. Once I arrived to Philadelphia, I got to run thorough all the airport, as the train was already closed by that time. So I got sick with asthma for all the running I had to do. And I was the last one to board, when it was almost closed. So irresponsable with the people

Flight was delayed and after being in the airport for like seven hours, it was canceled.

Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Overall very good, only complaint I have is the crew from CLT to SAT could have collected trash sooner.

The AA app really sucks ... Every flight & connecting flights were delayed over 30 mins. One connecting flight on American Eagle said it was delayed in its arrival ... when it was actually parked across from the gate for over 1 hr before they pulled it to the gate. Seats in the economy/ main cabin are packed together like sardines ... no leg room.

Initial flight was cancelled at the time of arrival to the airport, flight alternative requires switching from direct to flight with a layover, and the plane felt like it would split apart, it was so rattle-y.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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