What airlines fly to Caribbean?

American Airlines, Delta and Frontier are the top three most popular airlines that fly to Caribbean from Lexington according to our data. American Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 6 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Lexington Blue Grass to Caribbean?

American Airlines and United Airlines are the most popular carriers operating from Lexington Blue Grass to Caribbean

When did momondo last update prices for flights from Lexington Blue Grass Airport to Caribbean?

Prices for flights from Lexington Blue Grass Airport to Caribbean refresh daily.

How many operators does momondo search for flights from Lexington Blue Grass Airport to Caribbean?

As of October 2025, there are 2 operators available to choose from for flights from Lexington Blue Grass Airport to Caribbean.

How old do you have to be to fly from Lexington Blue Grass Airport to Caribbean?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Lexington Blue Grass Airport to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The travel and health documents you'll need for your trip to Caribbean may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$124 Cheap Flights from Lexington to Caribbean in 2025/26

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7:18 pm - 11:59 amLEX-SJU

15h 41m2 stops

6:00 am - 11:22 pmSJU-LEX

18h 22m1 stop

$288American Airlines

Find Deal

Mon, Dec 15 - Fri, Dec 19

3:45 pm - 9:58 pmLEX-SJU

6h 13m1 stop

6:15 am - 5:10 pmSJU-LEX

10h 55m1 stop

$297Delta

Find Deal

Sun, Mar 22 - Wed, Mar 25

3:45 pm - 9:58 pmLEX-SJU

6h 13m1 stop

6:15 am - 5:10 pmSJU-LEX

10h 55m1 stop

$336Delta

Find Deal

Mon, Mar 23 - Wed, Mar 25

7:18 pm - 11:59 amLEX-SJU

15h 41m2 stops

6:00 am - 11:22 pmSJU-LEX

18h 22m1 stop

$341American Airlines

Find Deal

Mon, Dec 15 - Fri, Dec 19

1:30 pm - 9:58 pmLEX-SJU

8h 28m1 stop

6:15 am - 12:40 pmSJU-LEX

6h 25m1 stop

$350Delta

Find Deal

Tue, Mar 24 - Tue, Mar 31

8:06 pm - 3:55 amLEX-SJU

7h 49m1 stop

5:45 pm - 12:26 pmSJU-LEX

18h 41m2 stops

$368American Airlines

Find Deal

Tue, Mar 24 - Wed, Apr 1

10:35 am - 8:00 pmLEX-SJU

9h 25m1 stop

1:05 am - 4:55 pmSJU-LEX

15h 50m2 stops

$373United Airlines

Find Deal

Tue, Mar 24 - Tue, Mar 24

7:05 am - 9:26 pmLEX-SJU

13h 21m2 stops

2:05 am - 5:10 pmSJU-LEX

16h 05m2 stops

$399United Airlines

Find Deal

Thu, Nov 13 - Sun, Nov 16

7:26 am - 7:23 pmLEX-MBJ

11h 57m2 stops

2:50 pm - 6:58 pmMBJ-LEX

28h 08m2 stops

$1,501WestJet

Find Deal

Wed, Jan 14 - Mon, Jan 19

5:15 pm - 6:24 pmLEX-MBJ

49h 09m2 stops

1:25 pm - 11:07 pmMBJ-LEX

33h 42m2 stops

$1,830WestJet

Find Deal

Sun, Dec 14 - Sun, Dec 21

American Airlines flights from Lexington to Caribbean

Our best American Airlines deals on Lexington to Caribbean flight tickets

American Airlines

Dec 15

LEX7:18 pmLexington Blue Grass

15h 41m

2 stops

SJU11:59 amSan Juan Luis Munoz Marin Intl

Dec 19

SJU6:00 amSan Juan Luis Munoz Marin Intl

18h 22m

1 stop

LEX11:22 pmLexington Blue Grass

$288

Find similar

American Airlines

Dec 15

LEX7:18 pmLexington Blue Grass

15h 41m

2 stops

SJU11:59 amSan Juan Luis Munoz Marin Intl

Dec 19

SJU6:00 amSan Juan Luis Munoz Marin Intl

18h 22m

1 stop

LEX11:22 pmLexington Blue Grass

$341

Find similar

American Airlines

Mar 24

LEX8:06 pmLexington Blue Grass

7h 49m

1 stop

SJU3:55 amSan Juan Luis Munoz Marin Intl

Apr 1

SJU5:45 pmSan Juan Luis Munoz Marin Intl

18h 41m

2 stops

LEX12:26 pmLexington Blue Grass

$368

Find similar

United Airlines flights from Lexington to Caribbean

Our best United Airlines deals on Lexington to Caribbean flight tickets

United Airlines

Mar 24

LEX10:35 amLexington Blue Grass

9h 25m

1 stop

SJU8:00 pmSan Juan Luis Munoz Marin Intl

Mar 24

SJU1:05 amSan Juan Luis Munoz Marin Intl

15h 50m

2 stops

LEX4:55 pmLexington Blue Grass

$373

Find similar

United Airlines

Nov 13

LEX7:05 amLexington Blue Grass

13h 21m

2 stops

SJU9:26 pmSan Juan Luis Munoz Marin Intl

Nov 16

SJU2:05 amSan Juan Luis Munoz Marin Intl

16h 05m

2 stops

LEX5:10 pmLexington Blue Grass

$399

Find similar

United Airlines

Feb 21

LEX5:34 pmLexington Blue Grass

11h 37m

2 stops

SJU6:11 amSan Juan Luis Munoz Marin Intl

Feb 23

SJU4:52 pmSan Juan Luis Munoz Marin Intl

7h 57m

1 stop

LEX11:49 pmLexington Blue Grass

$413

Find similar

Fly from

Fly to

Route

Depart

Return

Price

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Mon 12/15

7:18 pm-11:59 am

2 stops15h 41m

San Juan Luis Munoz Marin Intl

Fri 12/19

6:00 am-11:22 pm

1 stop18h 22m

$288

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sun 3/22

3:45 pm-9:58 pm

1 stop6h 13m

San Juan Luis Munoz Marin Intl

Wed 3/25

6:15 am-5:10 pm

1 stop10h 55m

$297

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Mon 3/23

3:45 pm-9:58 pm

1 stop6h 13m

San Juan Luis Munoz Marin Intl

Wed 3/25

6:15 am-5:10 pm

1 stop10h 55m

$336

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Mon 12/15

7:18 pm-11:59 am

2 stops15h 41m

San Juan Luis Munoz Marin Intl

Fri 12/19

6:00 am-11:22 pm

1 stop18h 22m

$341

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Tue 3/24

1:30 pm-9:58 pm

1 stop8h 28m

San Juan Luis Munoz Marin Intl

Tue 3/31

6:15 am-12:40 pm

1 stop6h 25m

$350

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Tue 3/24

8:06 pm-3:55 am

1 stop7h 49m

San Juan Luis Munoz Marin Intl

Wed 4/1

5:45 pm-12:26 pm

2 stops18h 41m

$368

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Tue 3/24

10:35 am-8:00 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Tue 3/24

1:05 am-4:55 pm

2 stops15h 50m

$373

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Thu 11/13

7:05 am-9:26 pm

2 stops13h 21m

San Juan Luis Munoz Marin Intl

Sun 11/16

2:05 am-5:10 pm

2 stops16h 05m

$399

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Wed 1/14

7:26 am-7:23 pm

2 stops11h 57m

Montego Bay Sangster Intl

Mon 1/19

2:50 pm-6:58 pm

2 stops28h 08m

$1,501

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Sun 12/14

5:15 pm-6:24 pm

2 stops49h 09m

Montego Bay Sangster Intl

Sun 12/21

1:25 pm-11:07 pm

2 stops33h 42m

$1,830

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Lexington to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean?

In general, January is the cheapest month to fly from Lexington to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $364. If you don’t want to visit Caribbean in January, then you should wait until October to fly from Lexington, when ticket prices are also cheap, with an average price of $413.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Lexington to Caribbean is on a Tuesday when prices can be found for as low as $409. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $591. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

What is the cheapest time of day to depart on your flight to Caribbean?

In the morning is the cheapest time of day to fly from Lexington to Caribbean when you can find flight prices for as low as $477. Flying to Caribbean in the morning is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $521.

How far in advance should I book a flight to Caribbean?

You are more likely to see cheaper flights to Caribbean from Lexington when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $554 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Lexington for as low as $361 on momondo.

Can stopping save me money on Lexington to Caribbean flights?

You could potentially save up to 62% on your flight if you consider stops on a Lexington to Caribbean flight.

Cheap Lexington to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Lexington to Caribbean

Direct flights	None

There are no direct flights from Lexington to Caribbean. There are no popular flight routes from Lexington to Caribbean.

Search flight deals

When did momondo last update prices for flights from Lexington Blue Grass Airport to Caribbean?
Prices for flights from Lexington Blue Grass Airport to Caribbean refresh daily.
How many operators does momondo search for flights from Lexington Blue Grass Airport to Caribbean?
As of October 2025, there are 2 operators available to choose from for flights from Lexington Blue Grass Airport to Caribbean.
How old do you have to be to fly from Lexington Blue Grass Airport to Caribbean?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Lexington Blue Grass Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents you'll need for your trip to Caribbean may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Lexington to Caribbean

Compare and see reviews for airlines that fly from Lexington to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $274	Free Cancellation	Rating 7.9 7,998 reviews		Search Delta flights
American Airlines	PriceFrom $340	Free Cancellation	Rating 7.2 11,035 reviews		Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Lexington to Caribbean?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Lexington to Caribbean. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Lexington to Caribbean with flexible booking policies on momondo?

momondo does allow users to show only those flights to Caribbean from Lexington which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Lexington to Caribbean?

Once all potential Lexington to Caribbean flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Lexington to Caribbean right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Caribbean, momondo offers a useful price alert feature which will track prices for flights to Caribbean from Lexington and alert you when they change.

An easier way to manage your Caribbean trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Find better results for your trip to Caribbean

Popular cities in Caribbean

Flights to San Juanfrom $90

Flights to Punta Canafrom $205

Flights to Santo Domingofrom $207

Flights to Montego Bayfrom $213

Flights to Oranjestadfrom $206

Flights to Nassaufrom $254

Flights to Saint Thomas Islandfrom $186

Flights to Kingstonfrom $245

Flights to Simpson Bayfrom $230

Flights to Port of Spainfrom $282

Flights to Santiago de los Caballerosfrom $211

Flights to Willemstadfrom $307

Lexington flight routes

Flights from Lexington Blue Grass to Las Vegas Harry Reid Intl

Flights from Lexington Blue Grass to Tampa St. Petersburg

Flights from Lexington Blue Grass to Punta Gorda

Flights from Lexington Blue Grass to Sarasota Bradenton Intl

Flights from Lexington Blue Grass to Orlando Sanford Intl

Flights from Lexington Blue Grass to Fort Lauderdale

Cheap flights from Lexington to Caribbean from $124

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Lexington to Caribbean departing on 12/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

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Price Alerts

Find the cheapest flights from Lexington to Caribbean

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

American Airlines flights from Lexington to Caribbean

Our best American Airlines deals on Lexington to Caribbean flight tickets

United Airlines flights from Lexington to Caribbean

Our best United Airlines deals on Lexington to Caribbean flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Lexington to Caribbean that are best for you.

How to get the cheapest flight ticket from Lexington to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean?

What is the cheapest day to depart on your flight to Caribbean?

What is the cheapest time of day to depart on your flight to Caribbean?

How far in advance should I book a flight to Caribbean?

Can stopping save me money on Lexington to Caribbean flights?

You could potentially save up to 62% on your flight if you consider stops on a Lexington to Caribbean flight.

What is the cheapest airline that flies from Lexington Blue Grass to Caribbean?

American Airlines and United Airlines are the most popular carriers operating from Lexington Blue Grass to Caribbean

What airlines fly to Caribbean?

Cheap Lexington to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Lexington to Caribbean

Direct flights

When did momondo last update prices for flights from Lexington Blue Grass Airport to Caribbean?

How many operators does momondo search for flights from Lexington Blue Grass Airport to Caribbean?

How old do you have to be to fly from Lexington Blue Grass Airport to Caribbean?

What documentation or ID do you need to fly to Caribbean?

Best airlines flying from Lexington to Caribbean

Compare and see reviews for airlines that fly from Lexington to Caribbean with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Lexington to Caribbean?

Can I find flights from Lexington to Caribbean with flexible booking policies on momondo?

How can momondo help me find flights from Lexington to Caribbean?

I’m not ready to book a flight from Lexington to Caribbean right now. Can momondo alert me if prices change?

An easier way to manage your Caribbean trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean

Popular cities in Caribbean

Popular flights according to clicks in the last 7 days on momondo