$180 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 1/3. 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$362
Montego Bay
Montego Bay2 stops$472
Oranjestad
Oranjestad1 stop$586
Nassau
Nassau1 stop$445
Kingston
Kingston1 stop$709
Simpson Bay
Simpson Bay1 stop$617
Providenciales
Providenciales1 stop$364
Bridgetown
Bridgetown1 stop$601
George Town
George Town1 stop$579
St. John's
St. John's1 stop$629
Punta Cana
Punta Cana1 stop$362
Montego Bay
Montego Bay2 stops$472
Oranjestad
Oranjestad1 stop$586
Nassau
Nassau1 stop$445
Kingston
Kingston1 stop$709
Simpson Bay
Simpson Bay1 stop$617
Providenciales
Providenciales1 stop$364
Bridgetown
Bridgetown1 stop$601
George Town
George Town1 stop$579
St. John's
St. John's1 stop$629

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

Mon, Jan 19 - Thu, Jan 22
American Airlines Logo
6:00 am - 5:03 pmLEX-SJU
10h 03m1 stop
American Airlines Logo
6:00 am - 4:14 pmSJU-LEX
11h 14m1 stop
$235American Airlines
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Sun, Jan 25 - Mon, Jan 26
United Airlines Logo
5:32 pm - 6:11 amLEX-SJU
11h 39m2 stops
United Airlines Logo
2:05 am - 1:25 pmSJU-LEX
12h 20m2 stops
$264United Airlines
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Mon, Dec 15 - Thu, Dec 18
American Airlines Logo
7:18 pm - 10:09 amLEX-SJU
13h 51m2 stops
American Airlines Logo
1:30 am - 1:23 pmSJU-LEX
12h 53m1 stop
$288American Airlines
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Sun, Jan 25 - Thu, Jan 29
American Airlines Logo
8:00 am - 9:39 pmLEX-SJU
12h 39m1 stop
American Airlines Logo
8:20 am - 3:37 pmSJU-LEX
8h 17m1 stop
$295American Airlines
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Tue, Feb 3 - Wed, Mar 4
United Airlines Logo
2:00 pm - 12:36 amLEX-SJU
9h 36m2 stops
United Airlines Logo
2:05 am - 4:55 pmSJU-LEX
15h 50m2 stops
$312United Airlines
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Fri, Dec 5 - Wed, Dec 10
American Airlines Logo
7:18 pm - 11:59 amLEX-SJU
15h 41m2 stops
American Airlines Logo
8:20 am - 3:27 pmSJU-LEX
8h 07m1 stop
$317American Airlines
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Fri, Dec 5 - Sat, Dec 6
Multiple Airlines Logo
9:02 pm - 12:32 pmLEX-SJU
14h 30m2 stops
Multiple Airlines Logo
4:10 am - 10:28 amSJU-LEX
7h 18m1 stop
$363Multiple Airlines
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Mon, Dec 15 - Mon, Dec 22
Multiple Airlines Logo
9:02 pm - 12:10 pmLEX-MBJ
15h 08m2 stops
Multiple Airlines Logo
1:05 pm - 2:32 pmMBJ-LEX
25h 27m1 stop
$472Multiple Airlines
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Wed, Dec 24 - Wed, Dec 31
Delta Logo
6:20 am - 12:47 pmLEX-MBJ
6h 27m1 stop
Delta Logo
2:12 pm - 11:07 pmMBJ-LEX
8h 55m1 stop
$473Delta
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Tue, Dec 23 - Wed, Dec 31
Delta Logo
3:36 pm - 9:44 pmLEX-NAS
6h 08m1 stop
Delta Logo
1:31 pm - 11:07 pmNAS-LEX
9h 36m1 stop
$515Delta
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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 October, when tickets cost $370 (return) on average. On the other hand, the most expensive months are July and August, when the average cost of round-trip tickets is $689 and $678 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
Cheapest flight$180
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Lexington to Saint Thomas Island

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.
7.9
DeltaOverall score based on 8008 reviews
8.1Boarding
7.9Comfort
8.5Crew
7.3Food
7.9Entertainment
Airline reviews

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

6.0 GoodDavid, Nov 2025BOS - FLL
Read more Delta reviews

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

Plenty of leg room, temperature was great and staff was excellent. Would do it more often.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

Loved the crew . Absolutely no complaints. Except for luggage lost

Everything was good The connects, with no blame to crew. Or pilots. I understand they are short staffed. Everything went well for me. I'll be using you guys again in May if not sooner.

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

We were very rushed by a staff member at the gate when transferring from American Airlines to Fijian. Then the plane stayed put for ages anyhow! The plane was delayed and my bag sent to San Francisco instead of Fiji

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports