$158 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 7/11. 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$588
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau1 stop$550
Kingston
Kingston2 stops$3,583
Providenciales
Providenciales2 stops$518
Bridgetown
Bridgetown1 stop$782
St. John's
St. John's2 stops$735
Punta Cana
Punta Cana1 stop$588
Montego Bay
Montego Bay2 stops$357
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau1 stop$550
Kingston
Kingston2 stops$3,583
Providenciales
Providenciales2 stops$518
Bridgetown
Bridgetown1 stop$782
St. John's
St. John's2 stops$735

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

Fri, Jul 24 - Mon, Aug 3
American Airlines Logo
8:10 pm - 1:09 pm
LEX
-
MBJ
17h 59m
2 stops
American Airlines Logo
2:09 pm - 9:11 am
MBJ
-
LEX
18h 02m
2 stops
$357American Airlines
Tue, Oct 6 - Sun, Oct 11
American Airlines Logo
6:40 am - 1:05 pm
LEX
-
MBJ
7h 25m
1 stop
American Airlines Logo
5:00 pm - 12:42 pm
MBJ
-
LEX
18h 42m
2 stops
$362American Airlines
Sun, Jul 12 - Thu, Aug 6
Multiple Airlines Logo
3:06 pm - 4:05 pm
LEX
-
SJU
24h 59m
1 stop
Multiple Airlines Logo
6:00 am - 2:15 pm
SJU
-
LEX
8h 15m
1 stop
$368Multiple Airlines
Sat, Jul 18 - Thu, Aug 6
Multiple Airlines Logo
9:05 pm - 12:41 am
LEX
-
SJU
27h 36m
1 stop
Multiple Airlines Logo
6:00 am - 2:15 pm
SJU
-
LEX
8h 15m
1 stop
$374Multiple Airlines
Sat, Jul 18 - Thu, Aug 6
Multiple Airlines Logo
9:05 pm - 12:41 am
LEX
-
SJU
27h 36m
1 stop
Multiple Airlines Logo
6:00 am - 2:15 pm
SJU
-
LEX
8h 15m
1 stop
$390Multiple Airlines
Sun, Jul 19 - Thu, Aug 6
Multiple Airlines Logo
1:59 pm - 12:41 am
LEX
-
SJU
10h 42m
1 stop
Multiple Airlines Logo
6:00 am - 2:15 pm
SJU
-
LEX
8h 15m
1 stop
$401Multiple Airlines
Fri, Aug 14 - Fri, Aug 21
Delta Logo
6:00 am - 1:25 pm
LEX
-
PUJ
7h 25m
1 stop
Delta Logo
4:04 pm - 11:59 pm
PUJ
-
LEX
7h 55m
1 stop
$588Delta
Tue, Jul 14 - Tue, Jul 21
Delta Logo
6:00 am - 1:20 pm
LEX
-
ELH
7h 20m
1 stop
Delta Logo
2:16 pm - 10:04 pm
ELH
-
LEX
7h 48m
1 stop
$603Delta
Sat, Jul 11 - Sat, Jul 18
United Airlines Logo
5:55 pm - 1:47 pm
LEX
-
NAS
19h 52m
2 stops
United Airlines Logo
3:59 pm - 11:59 pm
NAS
-
LEX
8h 00m
1 stop
$640United Airlines
Sat, Aug 29 - Wed, Sep 2
United Airlines Logo
1:51 pm - 11:28 am
LEX
-
NAS
21h 37m
2 stops
United Airlines Logo
12:35 pm - 11:55 pm
NAS
-
LEX
11h 20m
2 stops
$660United 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 September, when tickets cost $163 (return) on average. On the other hand, the most expensive months are April and June, when the average cost of round-trip tickets is $406 and $344 respectively.

Good to know

Low seasonNovember
Cheapest flight$158
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Lexington to Montego Bay

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 8416 reviews
8.1Boarding
7.2Food
8.5Crew
7.8Entertainment
7.8Comfort
Airline reviews

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

6.0 GoodAnonymous, May 2026
ATL - ECP
Read more Delta reviews

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

The crew were efficient. The pilots seemed professional. It was a bit chilly in our seats. The sheet provided weren’t very helpful.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

The Boarding process was great. Particularly since my wife and I require assistance. The flight attendants were amazing. We travel frequently; they honestly were a cut above. 😀

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The flight attendants were very friendly, efficient, and helpful. The plane was ahead of schedule, and it all went very smoothly. Thank you.

They lost my baggage and I am still struggling to the information and update

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports