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, 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 September 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.

$152 Cheap Flights from Lexington to Caribbean in 2026/27

Discover deals from 900+ travel sites with momondo.

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.

6:00 am - 2:31 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

7h 31m1 stop Atlanta Hartsfield-Jackson

7:30 am - 5:10 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

10h 40m1 stop Atlanta Hartsfield-Jackson

$356Delta

Tue, Feb 9 - Fri, Feb 12

6:00 am - 1:05 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

6h 05m1 stop Atlanta Hartsfield-Jackson

6:15 am - 3:00 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

9h 45m1 stop Atlanta Hartsfield-Jackson

$356Delta

Tue, Feb 9 - Thu, Feb 18

11:05 am - 9:22 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

10h 17m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

4:55 pm - 11:54 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

7h 59m1 stop Chicago O'Hare Intl

$356United Airlines

Tue, Oct 27 - Tue, Nov 10

9:00 am - 9:22 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

12h 22m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

2:05 am - 1:13 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

12h 08m2 stops Newark Chicago O'Hare Intl

$356United Airlines

Tue, Oct 27 - Mon, Nov 9

6:00 am - 1:05 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

6h 05m1 stop Atlanta Hartsfield-Jackson

6:15 am - 12:37 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

7h 22m1 stop Atlanta Hartsfield-Jackson

$356Delta

Tue, Feb 9 - Wed, Feb 17

5:30 am - 2:40 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

9h 10m1 stop Chicago O'Hare Intl

4:55 pm - 11:54 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

7h 59m1 stop Chicago O'Hare Intl

$356United Airlines

Tue, Oct 27 - Tue, Nov 10

10:05 am - 9:00 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

9h 55m1 stop Atlanta Hartsfield-Jackson

6:15 am - 12:37 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

7h 22m1 stop Atlanta Hartsfield-Jackson

$356Delta

Sun, Feb 14 - Wed, Feb 17

5:00 am - 10:57 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

17h 57m2 stops Charlotte Douglas Philadelphia

1:40 pm - 11:12 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

10h 32m2 stops Miami Charlotte Douglas

$386American Airlines

Sat, Oct 31 - Sat, Nov 7

7:16 pm - 9:42 amLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

13h 26m2 stops Charlotte Douglas Miami

6:05 am - 3:33 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

10h 28m2 stops Miami Philadelphia

$386American Airlines

Sat, Dec 5 - Sun, Dec 13

5:02 pm - 9:46 amLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

16h 44m2 stops Charlotte Douglas Miami

3:51 pm - 9:40 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

5h 49m1 stop Charlotte Douglas

$386American Airlines

Tue, Oct 20 - Thu, Oct 29

Cheap last minute flights

Enter your travel dates to find the best prices.

5:43 pm - 11:00 amLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

17h 17m2 stops Dallas/Fort Worth Miami

11:51 am - 10:59 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

11h 08m2 stops Miami Charlotte Douglas

$608American Airlines

Mon, Sep 21 - Wed, Sep 23

6:00 am - 2:50 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

8h 50m1 stop Charlotte Douglas

11:51 am - 11:51 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

12h 00m2 stops Miami Philadelphia

$608American Airlines

Mon, Sep 21 - Wed, Sep 23

6:00 am - 2:50 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

8h 50m1 stop Charlotte Douglas

3:41 pm - 10:59 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

7h 18m1 stop Charlotte Douglas

$608American Airlines

Mon, Sep 21 - Wed, Sep 23

7:18 pm - 1:57 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

18h 39m2 stops Charlotte Douglas Miami

10:16 am - 11:51 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

13h 35m2 stops Miami Philadelphia

$738American Airlines

Fri, Sep 18 - Sun, Sep 20

7:00 am - 4:49 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

9h 49m1 stop Atlanta Hartsfield-Jackson

2:59 pm - 11:59 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

9h 00m1 stop Atlanta Hartsfield-Jackson

$771Delta

Tue, Sep 22 - Mon, Sep 28

7:00 am - 8:38 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

13h 38m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

3:56 pm - 11:55 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

7h 59m1 stop Chicago O'Hare Intl

$860United Airlines

Tue, Sep 22 - Mon, Sep 28

7:00 am - 8:38 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

13h 38m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:25 pm - 11:55 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

10h 30m2 stops Newark Chicago O'Hare Intl

$921United Airlines

Tue, Sep 22 - Mon, Sep 28

1:57 pm - 1:30 pmLEX Lexington Blue Grass-MBJ Montego Bay Sangster Intl

24h 33m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

12:52 pm - 1:21 pmMBJ Montego Bay Sangster Intl-LEX Lexington Blue Grass

23h 29m2 stops Newark Chicago O'Hare Intl

$959United Airlines

Fri, Sep 18 - Mon, Sep 28

6:00 am - 3:35 pmLEX Lexington Blue Grass-MBJ Montego Bay Sangster Intl

10h 35m1 stop Atlanta Hartsfield-Jackson

2:26 pm - 11:59 pmMBJ Montego Bay Sangster Intl-LEX Lexington Blue Grass

8h 33m1 stop Atlanta Hartsfield-Jackson

$1,508Delta

Fri, Sep 18 - Mon, Sep 28

6:00 am - 3:35 pmLEX Lexington Blue Grass-MBJ Montego Bay Sangster Intl

10h 35m1 stop Atlanta Hartsfield-Jackson

12:59 pm - 9:16 pmMBJ Montego Bay Sangster Intl-LEX Lexington Blue Grass

31h 17m2 stops New York John F Kennedy Intl Detroit Metropolitan Wayne County

$1,605Delta

Fri, Sep 18 - Mon, Sep 28

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Delta flights from Lexington to Caribbean

Our best Delta deals on Lexington to Caribbean flight tickets

Delta

Feb 8

LEX3:45 pmLexington Blue Grass

7h 05m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Feb 18

SJU6:15 amSan Juan Luis Munoz Marin Intl

7h 22m

1 stop

LEX12:37 pmLexington Blue Grass

$356

Delta

Oct 17

LEX3:34 pmLexington Blue Grass

6h 44m

1 stop

SJU10:18 pmSan Juan Luis Munoz Marin Intl

Oct 24

SJU7:15 amSan Juan Luis Munoz Marin Intl

7h 34m

1 stop

LEX2:49 pmLexington Blue Grass

$431

Delta

Dec 14

LEX12:45 pmLexington Blue Grass

9h 28m

1 stop

SJU11:13 pmSan Juan Luis Munoz Marin Intl

Dec 23

SJU6:30 amSan Juan Luis Munoz Marin Intl

9h 53m

1 stop

LEX3:23 pmLexington Blue Grass

$444

American Airlines flights from Lexington to Caribbean

Our best American Airlines deals on Lexington to Caribbean flight tickets

American Airlines

Nov 19

LEX8:10 pmLexington Blue Grass

16h 35m

2 stops

MBJ12:45 pmMontego Bay Sangster Intl

Nov 24

MBJ6:09 pmMontego Bay Sangster Intl

16h 41m

2 stops

LEX10:50 amLexington Blue Grass

$387

American Airlines

Feb 6

LEX7:14 pmLexington Blue Grass

17h 12m

2 stops

MBJ12:26 pmMontego Bay Sangster Intl

Feb 13

MBJ4:29 pmMontego Bay Sangster Intl

18h 17m

2 stops

LEX10:46 amLexington Blue Grass

$388

American Airlines

Oct 7

LEX7:25 amLexington Blue Grass

14h 37m

2 stops

SJU10:02 pmSan Juan Luis Munoz Marin Intl

Oct 10

SJU6:00 amSan Juan Luis Munoz Marin Intl

13h 11m

1 stop

LEX7:11 pmLexington Blue Grass

$391

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LexingtonSan Juan

LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl

LEXSJU

Lexington Blue Grass

Tue 2/9

6:00 am-2:31 pm

1 stop7h 31m

San Juan Luis Munoz Marin Intl

Fri 2/12

7:30 am-5:10 pm

1 stop10h 40m

$356

LexingtonSan Juan

LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl

LEXSJU

Lexington Blue Grass

Tue 2/9

6:00 am-1:05 pm

1 stop6h 05m

San Juan Luis Munoz Marin Intl

Thu 2/18

6:15 am-3:00 pm

1 stop9h 45m

$356

LexingtonSan Juan

LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl

LEXSJU

Lexington Blue Grass

Tue 10/27

11:05 am-9:22 pm

2 stops10h 17m

San Juan Luis Munoz Marin Intl

Tue 11/10

4:55 pm-11:54 pm

1 stop7h 59m

$356

LexingtonSan Juan

LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl

LEXSJU

Lexington Blue Grass

Tue 10/27

9:00 am-9:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Mon 11/9

2:05 am-1:13 pm

2 stops12h 08m

$356

Quickest round-trip

LexingtonSan Juan

LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl

LEXSJU

Lexington Blue Grass

Tue 2/9

6:00 am-1:05 pm

1 stop6h 05m

San Juan Luis Munoz Marin Intl

Wed 2/17

6:15 am-12:37 pm

1 stop7h 22m

$356

LexingtonSan Juan

LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl

LEXSJU

Lexington Blue Grass

Tue 10/27

5:30 am-2:40 pm

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Tue 11/10

4:55 pm-11:54 pm

1 stop7h 59m

$356

LexingtonSan Juan

LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl

LEXSJU

Lexington Blue Grass

Sun 2/14

10:05 am-9:00 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Wed 2/17

6:15 am-12:37 pm

1 stop7h 22m

$356

LexingtonSan Juan

LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl

LEXSJU

Lexington Blue Grass

Sat 10/31

5:00 am-10:57 pm

2 stops17h 57m

San Juan Luis Munoz Marin Intl

Sat 11/7

1:40 pm-11:12 pm

2 stops10h 32m

$386

LexingtonSan Juan

LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl

LEXSJU

Lexington Blue Grass

Sat 12/5

7:16 pm-9:42 am

2 stops13h 26m

San Juan Luis Munoz Marin Intl

Sun 12/13

6:05 am-3:33 pm

2 stops10h 28m

$386

LexingtonSan Juan

LEX Lexington Blue Grass - SJU San Juan Luis Munoz Marin Intl

LEXSJU

Lexington Blue Grass

Tue 10/20

5:02 pm-9:46 am

2 stops16h 44m

San Juan Luis Munoz Marin Intl

Thu 10/29

3:51 pm-9:40 pm

1 stop5h 49m

$386

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, February 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 $555. If you don’t want to visit Caribbean in February, then you should wait until July to fly from Lexington, when ticket prices are also cheap, with an average price of $573.

Can stopping save me money on Lexington to Caribbean flights?

You could potentially save up to 46% 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

Best Price Found	$152
Fastest flight time	4h 57m
Direct flights	None

The best one-way flight to Caribbean from Lexington in the past 72 hours is $152. The best round-trip flight deal from Lexington to Caribbean found on momondo in the last 72 hours is $356.

The fastest flight from Lexington to Caribbean takes 4h 57m

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 September 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 $276	Free Cancellation	Rating 7.8 8,580 reviews		Search Delta flights
American Airlines	PriceFrom $296	Free Cancellation	Rating 7.1 12,075 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.