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 7 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, Delta, 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 May 2026, 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.

$166 Cheap Flights from Lexington to Caribbean in 2026

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Find the cheapest flights from Lexington to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:44 pm - 3:50 pm

LEX

SJU

18h 06m

2 stops

6:00 am - 2:16 pm

SJU

LEX

8h 16m

1 stop

$316Multiple Airlines

Mon, Jun 1 - Thu, Jun 11

9:45 am - 11:01 pm

LEX

SJU

13h 16m

1 stop

10:29 am - 12:01 am

SJU

LEX

13h 32m

2 stops

$326American Airlines

Sun, May 24 - Thu, May 28

9:45 pm - 4:43 pm

LEX

SJU

18h 58m

2 stops

8:04 pm - 12:30 pm

SJU

LEX

16h 26m

1 stop

$331Multiple Airlines

Mon, May 18 - Mon, Jun 1

6:02 pm - 11:10 am

LEX

SJU

17h 08m

2 stops

2:25 pm - 11:59 pm

SJU

LEX

9h 34m

1 stop

$334American Airlines

Sat, Sep 26 - Tue, Oct 6

11:51 am - 6:59 pm

LEX

SJU

7h 08m

1 stop

8:32 am - 2:15 pm

SJU

LEX

29h 43m

2 stops

$338Multiple Airlines

Sun, May 17 - Wed, May 27

11:51 am - 6:59 pm

LEX

SJU

7h 08m

1 stop

8:04 pm - 2:15 pm

SJU

LEX

18h 11m

1 stop

$341Multiple Airlines

Sun, May 17 - Sat, May 30

6:00 am - 2:19 pm

LEX

STT

8h 19m

1 stop

5:50 pm - 12:04 am

STT

LEX

6h 14m

1 stop

$344Delta

Mon, Jun 29 - Sat, Jul 4

7:00 am - 9:24 pm

LEX

SJU

14h 24m

2 stops

3:56 pm - 11:59 pm

SJU

LEX

8h 03m

1 stop

$346United Airlines

Tue, May 19 - Thu, May 28

6:00 am - 3:00 pm

LEX

STT

9h 00m

1 stop

4:10 pm - 11:55 pm

STT

LEX

7h 45m

1 stop

$479Delta

Sat, Aug 29 - Sat, Sep 5

5:50 pm - 11:43 am

LEX

MBJ

18h 53m

2 stops

2:40 pm - 12:01 am

MBJ

LEX

32h 21m

2 stops

$497United Airlines

Sat, Oct 17 - Sat, Oct 24

United Airlines flights from Lexington to Caribbean

Our best United Airlines deals on Lexington to Caribbean flight tickets

United Airlines

Sep 23

LEX5:20 amLexington Blue Grass

15h 18m

2 stops

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Oct 2

SJU1:00 amSan Juan Luis Munoz Marin Intl

12h 13m

2 stops

LEX1:13 pmLexington Blue Grass

$371

United Airlines

Aug 22

LEX5:20 amLexington Blue Grass

15h 18m

2 stops

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Aug 26

SJU3:56 pmSan Juan Luis Munoz Marin Intl

8h 13m

1 stop

LEX12:09 amLexington Blue Grass

$411

United Airlines

May 13

LEX8:50 amLexington Blue Grass

12h 34m

2 stops

SJU9:24 pmSan Juan Luis Munoz Marin Intl

May 19

SJU7:20 amSan Juan Luis Munoz Marin Intl

12h 54m

2 stops

LEX8:14 pmLexington Blue Grass

$459

American Airlines flights from Lexington to Caribbean

Our best American Airlines deals on Lexington to Caribbean flight tickets

American Airlines

May 24

LEX9:45 amLexington Blue Grass

13h 16m

1 stop

SJU11:01 pmSan Juan Luis Munoz Marin Intl

May 28

SJU10:29 amSan Juan Luis Munoz Marin Intl

13h 32m

2 stops

LEX12:01 amLexington Blue Grass

$326

American Airlines

Sep 26

LEX6:02 pmLexington Blue Grass

17h 08m

2 stops

SJU11:10 amSan Juan Luis Munoz Marin Intl

Oct 6

SJU2:25 pmSan Juan Luis Munoz Marin Intl

9h 34m

1 stop

LEX11:59 pmLexington Blue Grass

$334

American Airlines

Aug 15

LEX8:08 pmLexington Blue Grass

16h 11m

1 stop

MBJ11:19 amMontego Bay Sangster Intl

Aug 25

MBJ3:02 pmMontego Bay Sangster Intl

7h 55m

1 stop

LEX11:57 pmLexington Blue Grass

$352

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Mon 6/1

9:44 pm-3:50 pm

2 stops18h 06m

San Juan Luis Munoz Marin Intl

Thu 6/11

6:00 am-2:16 pm

1 stop8h 16m

$316

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sun 5/24

9:45 am-11:01 pm

1 stop13h 16m

San Juan Luis Munoz Marin Intl

Thu 5/28

10:29 am-12:01 am

2 stops13h 32m

$326

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Mon 5/18

9:45 pm-4:43 pm

2 stops18h 58m

San Juan Luis Munoz Marin Intl

Mon 6/1

8:04 pm-12:30 pm

1 stop16h 26m

$331

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sat 9/26

6:02 pm-11:10 am

2 stops17h 08m

San Juan Luis Munoz Marin Intl

Tue 10/6

2:25 pm-11:59 pm

1 stop9h 34m

$334

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sun 5/17

11:51 am-6:59 pm

1 stop7h 08m

San Juan Luis Munoz Marin Intl

Wed 5/27

8:32 am-2:15 pm

2 stops29h 43m

$338

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sun 5/17

11:51 am-6:59 pm

1 stop7h 08m

San Juan Luis Munoz Marin Intl

Sat 5/30

8:04 pm-2:15 pm

1 stop18h 11m

$341

Quickest round-trip

LexingtonSaint Thomas Island

LEX - STT

LEXSTT

Lexington Blue Grass

Mon 6/29

6:00 am-2:19 pm

1 stop8h 19m

Saint Thomas Island Cyril E King

Sat 7/4

5:50 pm-12:04 am

1 stop6h 14m

$344

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Tue 5/19

7:00 am-9:24 pm

2 stops14h 24m

San Juan Luis Munoz Marin Intl

Thu 5/28

3:56 pm-11:59 pm

1 stop8h 03m

$346

LexingtonSaint Thomas Island

LEX - STT

LEXSTT

Lexington Blue Grass

Sat 8/29

6:00 am-3:00 pm

1 stop9h 00m

Saint Thomas Island Cyril E King

Sat 9/5

4:10 pm-11:55 pm

1 stop7h 45m

$479

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Sat 10/17

5:50 pm-11:43 am

2 stops18h 53m

Montego Bay Sangster Intl

Sat 10/24

2:40 pm-12:01 am

2 stops32h 21m

$497

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, September 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 $163. If you don’t want to visit Caribbean in September, then you should wait until July to fly from Lexington, when ticket prices are also cheap, with an average price of $208.

Can stopping save me money on Lexington to Caribbean flights?

You could potentially save up to 28% 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

Fastest flight time	4h 52m
Direct flights	None

The fastest flight from Lexington to Caribbean takes 4h 52m

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

Search flight deals

Frequently asked questions about flying from Lexington 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 May 2026, 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 $170	Free Cancellation	Rating 7.9 8,460 reviews		Search Delta flights
American Airlines	PriceFrom $296	Free Cancellation	Rating 7.1 11,672 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.