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Find cheap flights from Lexington to Caribbean from $251

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 7/1. 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
0 bags
Sat 6/1
Sat 6/8

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Best Caribbean Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$402
Montego Bay
Montego Bay2 stops$613
Oranjestad
Oranjestad2 stops$583
Kingston
Kingston1 stop$701
Simpson Bay
Simpson Bay1 stop$425
Providenciales
Providenciales1 stop$405
George Town
George Town1 stop$566
St. John's
St. John's2 stops$627

Good to know

Low season

November

High season

June

Cheapest flight

$251
Best time to beat the crowds but there is an average 19% increase in price.
Most popular time to fly with an average 15% 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 to Caribbean from Lexington 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 to Caribbean with an airline and back to Lexington 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 to Caribbean from Lexington up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean

  • Morning departure is around 17% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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 10861 reviews
7.9Comfort
8.2Boarding
7.4Food
8.0Entertainment
8.6Crew
Airline reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

8.0 ExcellentAnonymous, May 2024ATL - ATW
Read more about Delta reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

Flight was cancelled had to move to another gate late again no internet paid for the month and never can use it waste of money

Not being able to purchase my check in baggage online was a negative.

LATE LATE LATE!!! Plagued by late AA flights on this trip. Such a drag. This one was by far the worst.

WiFi connected but only let you go to the AA website, not even text messaging worked.

Too bad that first class seats do not recline significantly causing discomfort

I think the seats on some of their planes are uncomfortable. You can be ok on a short flight of two hours but no more than that. The delays, and also the refreshments on the plane were not enough.

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

Not sure why JAL partnered with American Airlines because their service is no where near similar. Flight attendants were not friendly and didn’t smile. Food was horrible…

this is starting to seem like an american airlines standard. delayed flights and fake apologies… getting tired of it

Book cheap flights from Lexington to Caribbean

Recent round-trip flight deals

6/1Sat
1 stop
18h 28mLEX-PUJ
6/7Fri
1 stop
23h 02mPUJ-LEX
$402
7/13Sat
1 stopAmerican Airlines
14h 16mLEX-PLS
7/16Tue
1 stopAmerican Airlines
8h 12mPLS-LEX
$405
7/13Sat
2 stopsAmerican Airlines
14h 32mLEX-PLS
7/16Tue
1 stopAmerican Airlines
8h 12mPLS-LEX
$410
7/30Tue
1 stopDelta
5h 43mLEX-PLS
8/1Thu
1 stopDelta
27h 35mPLS-LEX
$415
9/16Mon
1 stopDelta
6h 19mLEX-SXM
9/18Wed
1 stopDelta
8h 32mSXM-LEX
$425
6/1Sat
1 stop
18h 28mLEX-PUJ
6/8Sat
1 stop
23h 28mPUJ-LEX
$428
8/16Fri
1 stopUnited Airlines
7h 27mLEX-SJU
8/26Mon
2 stopsUnited Airlines
10h 37mSJU-LEX
$577
10/29Tue
1 stopUnited Airlines
7h 05mLEX-SJU
10/30Wed
2 stopsUnited Airlines
12h 08mSJU-LEX
$594
5/31Fri
2 stopsWestJet
22h 27mLEX-PUJ
6/7Fri
2 stopsWestJet
17h 40mPUJ-LEX
$734
6/16Sun
2 stopsWestJet
51h 21mLEX-PUJ
6/21Fri
2 stopsWestJet
29h 51mPUJ-LEX
$3,415

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Recent one-way flight deals

7/1Mon
1 stopAmerican Airlines
6h 26mLEX-SJU
$251
5/20Mon
1 stopDelta
7h 19mLEX-STT
$287
7/1Mon
2 stopsAmerican Airlines
11h 29mLEX-SJU
$297
5/20Mon
2 stopsAmerican Airlines
17h 32mLEX-STT
$311
5/19Sun
1 stopAmerican Airlines
16h 36mLEX-SJU
$341
5/19Sun
2 stopsAmerican Airlines
20h 47mLEX-SJU
$412
5/19Sun
3 stopsUnited Airlines
29h 15mLEX-SJU
$673

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Last minute flights from Lexington to Caribbean

Last minute flight, train and bus deals

5/3Fri
multi-stopAmerican Airlines
17h 11mLEX-AUA
5/6Mon
multi-stopAmerican Airlines
7h 17mAUA-LEX
$873
5/3Fri
multi-stopAmerican Airlines
18h 03mLEX-AUA
5/6Mon
multi-stopAmerican Airlines
10h 33mAUA-LEX
$878
5/3Fri
multi-stopAmerican Airlines
15h 01mLEX-SJU
5/10Fri
multi-stopAmerican Airlines
9h 18mSJU-LEX
$892
5/3Fri
multi-stopAmerican Airlines
9h 37mLEX-SJU
5/10Fri
multi-stopAmerican Airlines
6h 31mSJU-LEX
$931
5/3Fri
multi-stopUnited Airlines
11h 17mLEX-SJU
5/9Thu
multi-stopUnited Airlines
10h 27mSJU-LEX
$944
5/3Fri
multi-stopAmerican Airlines
13h 56mLEX-SJU
5/9Thu
multi-stopAmerican Airlines
12h 53mSJU-LEX
$963
5/5Sun
multi-stopDelta
5h 42mLEX-ELH
5/11Sat
multi-stopDelta
9h 29mELH-LEX
$981
5/6Mon
multi-stopDelta
21h 11mLEX-ELH
5/12Sun
multi-stopDelta
9h 51mELH-LEX
$999

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