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Cheap flights from Lexington to Caribbean Islands from $114

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 Islands departing on 10/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Lexington to Caribbean Islands

Cheap round-trip flights

American Airlines Logo
7:15 pm - 11:11 amLEX-SJU
15h 56m2 stops
American Airlines Logo
5:30 am - 9:25 pmSJU-LEX
15h 55m1 stop
$215American Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
American Airlines Logo
6:40 am - 11:59 pmLEX-SJU
17h 19m2 stops
American Airlines Logo
5:30 am - 11:15 pmSJU-LEX
17h 45m1 stop
$275American Airlines
Find Deal
Fri, Oct 10 - Tue, Oct 14
United Airlines Logo
7:05 am - 10:22 pmLEX-SJU
14h 17m2 stops
United Airlines Logo
2:05 am - 1:17 pmSJU-LEX
12h 12m2 stops
$315United Airlines
Find Deal
Sat, Nov 15 - Fri, Nov 21
United Airlines Logo
7:05 am - 10:22 pmLEX-SJU
14h 17m2 stops
United Airlines Logo
2:05 am - 1:17 pmSJU-LEX
12h 12m2 stops
$322United Airlines
Find Deal
Sat, Nov 15 - Fri, Nov 21
Delta Logo
5:55 am - 2:15 pmLEX-SJU
7h 20m1 stop
Delta Logo
2:10 pm - 11:55 pmSJU-LEX
10h 45m1 stop
$340Delta
Find Deal
Wed, Jan 14 - Wed, Jan 21
Logo
12:16 pm - 9:44 amLEX-STT
21h 28m1 stop
Logo
4:02 pm - 9:07 amSTT-LEX
17h 05m1 stop
$347
Find Deal
Sun, Sep 21 - Fri, Oct 3
Logo
12:16 pm - 2:57 pmLEX-STT
26h 41m2 stops
Logo
4:02 pm - 9:07 amSTT-LEX
17h 05m1 stop
$403
Find Deal
Sun, Sep 21 - Fri, Oct 3
Delta Logo
7:15 am - 4:31 pmLEX-SJU
9h 16m1 stop
Delta Logo
5:43 pm - 12:04 amSJU-LEX
6h 21m1 stop
$475Delta
Find Deal
Sun, Oct 5 - Thu, Oct 9
WestJet Logo
10:05 am - 6:24 pmLEX-MBJ
32h 19m2 stops
WestJet Logo
2:55 pm - 5:10 pmMBJ-LEX
26h 15m2 stops
$1,604WestJet
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Fri, Nov 7 - Fri, Nov 14
WestJet Logo
5:56 pm - 1:43 pmLEX-MBJ
20h 47m2 stops
WestJet Logo
12:45 pm - 12:15 pmMBJ-LEX
22h 30m2 stops
$3,284WestJet
Find Deal
Sun, Sep 14 - Fri, Sep 19

American Airlines flights from Lexington to Caribbean Islands

Our best American Airlines deals on Lexington to Caribbean Islands flight tickets
American Airlines
Oct 4
LEX7:15 pmLexington Blue Grass
15h 56m
2 stops
SJU11:11 amSan Juan Luis Munoz Marin Intl
Oct 11
SJU5:30 amSan Juan Luis Munoz Marin Intl
15h 55m
1 stop
LEX9:25 pmLexington Blue Grass
$215
Find similar
American Airlines
Oct 10
LEX6:40 amLexington Blue Grass
17h 19m
2 stops
SJU11:59 pmSan Juan Luis Munoz Marin Intl
Oct 14
SJU5:30 amSan Juan Luis Munoz Marin Intl
17h 45m
1 stop
LEX11:15 pmLexington Blue Grass
$275
Find similar
American Airlines
Nov 15
LEX7:39 pmLexington Blue Grass
18h 23m
1 stop
SJU3:02 pmSan Juan Luis Munoz Marin Intl
Nov 22
SJU6:25 amSan Juan Luis Munoz Marin Intl
12h 10m
1 stop
LEX5:35 pmLexington Blue Grass
$276
Find similar

United Airlines flights from Lexington to Caribbean Islands

Our best United Airlines deals on Lexington to Caribbean Islands flight tickets
United Airlines
Nov 15
LEX7:05 amLexington Blue Grass
14h 17m
2 stops
SJU10:22 pmSan Juan Luis Munoz Marin Intl
Nov 21
SJU2:05 amSan Juan Luis Munoz Marin Intl
12h 12m
2 stops
LEX1:17 pmLexington Blue Grass
$315
Find similar
United Airlines
Nov 15
LEX7:05 amLexington Blue Grass
14h 17m
2 stops
SJU10:22 pmSan Juan Luis Munoz Marin Intl
Nov 21
SJU2:05 amSan Juan Luis Munoz Marin Intl
12h 12m
2 stops
LEX1:17 pmLexington Blue Grass
$322
Find similar
United Airlines
Nov 15
LEX10:40 amLexington Blue Grass
9h 20m
1 stop
SJU9:00 pmSan Juan Luis Munoz Marin Intl
Nov 21
SJU2:05 amSan Juan Luis Munoz Marin Intl
12h 12m
2 stops
LEX1:17 pmLexington Blue Grass
$350
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Lexington to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 14, 2025.
Use the filters below to find and compare flights from Lexington to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sat 10/4

7:15 pm-11:11 am

2 stops15h 56m

San Juan Luis Munoz Marin Intl

Sat 10/11

5:30 am-9:25 pm

1 stop15h 55m

$215

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Fri 10/10

6:40 am-11:59 pm

2 stops17h 19m

San Juan Luis Munoz Marin Intl

Tue 10/14

5:30 am-11:15 pm

1 stop17h 45m

$275

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sat 11/15

7:05 am-10:22 pm

2 stops14h 17m

San Juan Luis Munoz Marin Intl

Fri 11/21

2:05 am-1:17 pm

2 stops12h 12m

$315

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sat 11/15

7:05 am-10:22 pm

2 stops14h 17m

San Juan Luis Munoz Marin Intl

Fri 11/21

2:05 am-1:17 pm

2 stops12h 12m

$322

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Wed 1/14

5:55 am-2:15 pm

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Wed 1/21

2:10 pm-11:55 pm

1 stop10h 45m

$340

LexingtonSaint Thomas Island

LEX - STT

LEXSTT

Lexington Blue Grass

Sun 9/21

12:16 pm-9:44 am

1 stop21h 28m

Saint Thomas Island Cyril E King

Fri 10/3

4:02 pm-9:07 am

1 stop17h 05m

$347

LexingtonSaint Thomas Island

LEX - STT

LEXSTT

Lexington Blue Grass

Sun 9/21

12:16 pm-2:57 pm

2 stops26h 41m

Saint Thomas Island Cyril E King

Fri 10/3

4:02 pm-9:07 am

1 stop17h 05m

$403

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sun 10/5

7:15 am-4:31 pm

1 stop9h 16m

San Juan Luis Munoz Marin Intl

Thu 10/9

5:43 pm-12:04 am

1 stop6h 21m

$475

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Fri 11/7

10:05 am-6:24 pm

2 stops32h 19m

Montego Bay Sangster Intl

Fri 11/14

2:55 pm-5:10 pm

2 stops26h 15m

$1,604

LexingtonMontego Bay

LEX - MBJ

LEXMBJ

Lexington Blue Grass

Sun 9/14

5:56 pm-1:43 pm

2 stops20h 47m

Montego Bay Sangster Intl

Fri 9/19

12:45 pm-12:15 pm

2 stops22h 30m

$3,284

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Lexington to Caribbean Islands

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 Islands?

The month of January is, on average, the cheapest month to fly to Caribbean Islands from Lexington, with most prices found around $364. The month of November is another great option to travel to Caribbean Islands, with average flight prices from Lexington averaging around $444.

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

The cheapest day to depart from Lexington to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets 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 Islands.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is in the morning. momondo users have found flights departing from Lexington to Caribbean Islands in the morning for as low as $477. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $521. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Caribbean Islands from Lexington when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $512 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Lexington for as low as $328 on momondo.

Can stopping save me money on Lexington to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Lexington to Caribbean Islands.

Cheap Lexington to Caribbean Islands flight deals and tips

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

Best Price Found

$114

Fastest flight time

5h 40m

Direct flights

None

Airports in Caribbean Islands

9 airports
The best one-way flight to Caribbean Islands from Lexington in the past 72 hours is $114. The best round-trip flight deal from Lexington to Caribbean Islands found on momondo in the last 72 hours is $215.
The fastest flight from Lexington to Caribbean Islands takes 5h 40m
There are no direct flights from Lexington to Caribbean Islands. Popular non-direct routes for this connection are Lexington Blue Grass Airport - San Juan Luis Munoz Marin Intl Airport, Lexington Blue Grass Airport - Nassau Intl Airport and Lexington Blue Grass Airport - Saint Thomas Island Cyril E King Airport.
There are 9 airports near Caribbean Islands: Nassau Intl (NAS), Santo Domingo Las Americas (SDQ), Willemstad Hato Int. (CUR), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), Simpson Bay Princess Juliana (SXM), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)
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  • When did momondo last update prices for flights from Lexington Blue Grass Airport to Caribbean Islands?

    Prices for flights from Lexington Blue Grass Airport to Caribbean Islands are refreshed on a daily basis.

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

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

    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 Islands.

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

    The travel and health documents you'll need for your trip to Caribbean Islands 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 Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Lexington to Caribbean Islands?

Best airlines flying from Lexington to Caribbean Islands

Compare and see reviews for airlines that fly from Lexington to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $267Free CancellationRating
8.0
7,980 reviews
Search Delta flights
American AirlinesPriceFrom $354Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Lexington to Caribbean Islands. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Caribbean Islands from Lexington with this policy.

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

Once you have performed a search for Lexington to Caribbean Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

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

An easier way to manage your Caribbean Islands 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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