$124 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 12/9. 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$418
Montego Bay
Montego Bay2 stops$495
Oranjestad
Oranjestad1 stop$596
Nassau
Nassau1 stop$445
Kingston
Kingston1 stop$709
Simpson Bay
Simpson Bay1 stop$637
Providenciales
Providenciales1 stop$368
Bridgetown
Bridgetown1 stop$601
George Town
George Town1 stop$470
St. John's
St. John's2 stops$629
Punta Cana
Punta Cana1 stop$418
Montego Bay
Montego Bay2 stops$495
Oranjestad
Oranjestad1 stop$596
Nassau
Nassau1 stop$445
Kingston
Kingston1 stop$709
Simpson Bay
Simpson Bay1 stop$637
Providenciales
Providenciales1 stop$368
Bridgetown
Bridgetown1 stop$601
George Town
George Town1 stop$470
St. John's
St. John's2 stops$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, Dec 15 - Fri, Dec 19
American Airlines Logo
7:18 pm - 11:59 amLEX-SJU
15h 41m2 stops
American Airlines Logo
6:00 am - 11:22 pmSJU-LEX
18h 22m1 stop
$341American Airlines
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Wed, Jan 21 - Sat, Jan 24
United Airlines Logo
8:35 am - 9:26 pmLEX-SJU
11h 51m2 stops
United Airlines Logo
2:05 am - 4:48 pmSJU-LEX
15h 43m2 stops
$365United Airlines
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Sat, Jan 3 - Wed, Jan 7
Multiple Airlines Logo
3:04 pm - 4:50 pmLEX-PUJ
24h 46m1 stop
Multiple Airlines Logo
6:08 pm - 11:01 amPUJ-LEX
17h 53m1 stop
$418Multiple Airlines
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Mon, Feb 23 - Sat, Feb 28
Delta Logo
7:10 am - 4:40 pmLEX-PUJ
8h 30m1 stop
Delta Logo
6:05 pm - 9:25 amPUJ-LEX
16h 20m1 stop
$492Delta
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Thu, Dec 11 - Thu, Dec 18
Multiple Airlines Logo
11:18 am - 11:14 amLEX-MBJ
23h 56m2 stops
Multiple Airlines Logo
1:05 pm - 7:34 pmMBJ-LEX
6h 29m1 stop
$495Multiple Airlines
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Mon, Dec 8 - Thu, Dec 11
Delta Logo
7:45 am - 1:55 pmLEX-AUA
29h 10m2 stops
Delta Logo
3:10 pm - 4:28 pmAUA-LEX
26h 18m2 stops
$600Delta
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Sun, Feb 22 - Wed, Feb 25
LATAM Airlines Logo
3:45 pm - 11:40 amLEX-PUJ
18h 55m2 stops
LATAM Airlines Logo
2:45 am - 9:25 amPUJ-LEX
31h 40m2 stops
$1,090LATAM Airlines
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Sun, Feb 22 - Thu, Feb 26
LATAM Airlines Logo
5:49 pm - 11:40 amLEX-PUJ
16h 51m2 stops
LATAM Airlines Logo
2:45 am - 9:25 amPUJ-LEX
31h 40m2 stops
$1,135LATAM Airlines
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Tue, Mar 17 - Sat, Mar 21
WestJet Logo
10:05 am - 2:30 pmLEX-PUJ
28h 25m2 stops
WestJet Logo
10:00 am - 6:55 pmPUJ-LEX
32h 55m2 stops
$1,513WestJet
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Wed, Feb 4 - Mon, Feb 9
WestJet Logo
5:00 pm - 9:57 amLEX-PUJ
39h 57m2 stops
WestJet Logo
4:30 pm - 9:57 amPUJ-LEX
18h 27m2 stops
$1,554WestJet
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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 January, when tickets cost $364 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $861 and $689 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$124
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from Lexington to San Juan Airport

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 7992 reviews
7.9Comfort
7.3Food
8.5Crew
7.9Entertainment
8.2Boarding
Airline reviews

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.

8.0 ExcellentJulie, Oct 2025LAX - SFO
Read more Delta reviews

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.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

Delayed delayed delayed and no offer for food or vouchers

Disliked having to wait a little longer to disembark from the plan when we landed in London

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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