What airlines fly to Puerto Rico?

American Airlines, Southwest and Delta are the top three most popular airlines that fly to Puerto Rico from Kentucky according to our data. American Airlines is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Puerto Rico. Keep in mind that there are 4 different airlines that fly to Puerto Rico on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Kentucky to Puerto Rico?

Delta, United Airlines, and American Airlines are the most popular carriers operating from Kentucky to Puerto Rico

How long is the flight from Kentucky to Puerto Rico?

Flight times from Kentucky to Puerto Rico vary, but if you’re flying out of Lexington and flying into San Juan Luis Munoz Marin Intl Airport (one of the most popular routes), then the duration is 6h 05m on average. Another popular route from Kentucky to Puerto Rico is flying from Louisville to San Juan Luis Munoz Marin Intl Airport, which will take roughly 6h 59m. Keep in mind that layovers or delays could extend your travel time.

When did momondo last update prices for flights from Kentucky to Puerto Rico?

Prices for flights from Kentucky to Puerto Rico are updated daily.

How many operators does momondo search for flights from Kentucky to Puerto Rico?

As of September 2026, there are 4 operators available to choose from for flights from Kentucky to Puerto Rico.

How old do you have to be to fly from Kentucky to Puerto Rico?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to Puerto Rico.

What documentation or ID do you need to fly to Puerto Rico?

The necessary travel and health documents for your Puerto Rico trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$138 Cheap Flights from Kentucky to Puerto Rico in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Kentucky to Puerto Rico

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:53 pm - 3:19 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

19h 26m1 stop Fort Lauderdale

6:25 am - 4:32 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

35h 07m2 stops Fort Lauderdale Raleigh-Durham

$242Multiple Airlines

Mon, Nov 9 - Tue, Dec 8

7:08 pm - 3:17 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

20h 09m1 stop Fort Lauderdale

6:15 am - 8:29 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

14h 14m2 stops Fort Lauderdale Tampa

$294Multiple Airlines

Mon, Oct 26 - Thu, Oct 29

9:00 am - 8:24 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

11h 24m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

8:05 am - 8:35 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

13h 30m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl

$356United Airlines

Wed, Oct 28 - Tue, Nov 3

7:10 am - 2:40 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

7h 30m1 stop Chicago O'Hare 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

Wed, Oct 28 - Mon, Nov 2

3:34 pm - 10:18 pmLEX Lexington Blue Grass-SJU San Juan Luis Munoz Marin Intl

6h 44m1 stop Atlanta Hartsfield-Jackson

6:59 pm - 11:58 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

5h 59m1 stop Atlanta Hartsfield-Jackson

$371Delta

Tue, Oct 20 - Mon, Nov 2

6:00 am - 11:40 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

5h 40m1 stop Atlanta Hartsfield-Jackson

2:10 pm - 9:13 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

7h 03m1 stop Detroit Metropolitan Wayne County

$376Delta

Sun, Oct 25 - Sat, Oct 31

10:12 am - 11:41 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

12h 29m1 stop Chicago O'Hare Intl

7:22 am - 5:16 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

10h 54m2 stops Miami Charlotte Douglas

$376American Airlines

Tue, Jan 12 - Wed, Jan 20

7:00 am - 11:59 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

15h 59m1 stop Philadelphia

7:03 am - 5:22 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

11h 19m1 stop Chicago O'Hare Intl

$376American Airlines

Fri, Jan 22 - Thu, Jan 28

2:05 pm - 11:50 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

9h 45m2 stops Chicago Midway Orlando

12:30 pm - 8:35 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

9h 05m2 stops Orlando Nashville Intl

$376Southwest

Tue, Oct 27 - Tue, Nov 3

3:55 pm - 11:10 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

7h 15m1 stop Baltimore/Washington

5:40 am - 11:25 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

6h 45m1 stop Orlando

$376Southwest

Tue, Oct 27 - Tue, Nov 3

Cheap last minute flights

Enter your travel dates to find the best prices.

7:35 pm - 2:45 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

19h 10m1 stop Dallas/Fort Worth

10:16 am - 9:27 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

11h 11m2 stops Miami Washington, D.C. Reagan-National

$562American Airlines

Thu, Oct 1 - Sun, Oct 4

7:27 pm - 9:24 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

13h 57m2 stops Charlotte Douglas Miami

10:16 am - 12:04 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

13h 48m2 stops Miami Charlotte Douglas

$562American Airlines

Thu, Oct 1 - Sun, Oct 4

7:30 am - 8:47 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

13h 17m2 stops Philadelphia Miami

10:16 am - 9:27 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

11h 11m2 stops Miami Washington, D.C. Reagan-National

$562American Airlines

Thu, Oct 1 - Sun, Oct 4

6:00 am - 3:40 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

9h 40m2 stops Washington, D.C. Reagan-National Miami

10:16 am - 12:04 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

13h 48m2 stops Miami Charlotte Douglas

$562American Airlines

Thu, Oct 1 - Sun, Oct 4

7:35 pm - 2:45 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

19h 10m1 stop Dallas/Fort Worth

10:16 am - 12:04 amSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

13h 48m2 stops Miami Charlotte Douglas

$562American Airlines

Thu, Oct 1 - Sun, Oct 4

6:55 pm - 1:20 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

6h 25m1 stop Orlando

6:25 am - 2:55 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

8h 30m2 stops Orlando Nashville Intl

$608Southwest

Thu, Oct 1 - Sat, Oct 3

5:10 pm - 12:05 amSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

6h 55m1 stop Baltimore/Washington

6:25 am - 3:15 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

8h 50m1 stop Orlando

$608Southwest

Thu, Oct 1 - Sat, Oct 3

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

8h 50m1 stop Charlotte Douglas

12:41 pm - 7:31 pmSJU San Juan Luis Munoz Marin Intl-LEX Lexington Blue Grass

6h 50m1 stop Charlotte Douglas

$608American Airlines

Fri, Oct 2 - Fri, Oct 9

6:00 am - 4:49 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

10h 49m1 stop Atlanta Hartsfield-Jackson

2:59 pm - 9:15 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

6h 16m1 stop Atlanta Hartsfield-Jackson

$793Delta

Thu, Oct 1 - Sun, Oct 4

5:15 am - 2:44 pmSDF Louisville Intl-SJU San Juan Luis Munoz Marin Intl

9h 29m1 stop Chicago O'Hare Intl

7:00 am - 10:10 pmSJU San Juan Luis Munoz Marin Intl-SDF Louisville Intl

15h 10m1 stop Houston George Bush Intcntl

$852United Airlines

Thu, Oct 1 - Sun, Oct 4

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United Airlines flights from Kentucky to Puerto Rico

Our best United Airlines deals on Kentucky to Puerto Rico flight tickets

United Airlines

Oct 28

LEX9:00 amLexington Blue Grass

11h 24m

2 stops

SJU8:24 pmSan Juan Luis Munoz Marin Intl

Nov 3

SJU8:05 amSan Juan Luis Munoz Marin Intl

13h 30m

2 stops

LEX8:35 pmLexington Blue Grass

$356

United Airlines

Dec 2

LEX8:45 amLexington Blue Grass

12h 37m

2 stops

SJU10:22 pmSan Juan Luis Munoz Marin Intl

Dec 2

SJU2:05 amSan Juan Luis Munoz Marin Intl

11h 57m

2 stops

LEX1:02 pmLexington Blue Grass

$369

United Airlines

Dec 2

LEX7:00 amLexington Blue Grass

14h 22m

2 stops

SJU10:22 pmSan Juan Luis Munoz Marin Intl

Dec 3

SJU4:55 pmSan Juan Luis Munoz Marin Intl

8h 01m

1 stop

LEX11:56 pmLexington Blue Grass

$374

Southwest flights from Kentucky to Puerto Rico

Our best Southwest deals on Kentucky to Puerto Rico flight tickets

Southwest

Oct 24

SDF9:25 amLouisville Intl

10h 45m

2 stops

SJU8:10 pmSan Juan Luis Munoz Marin Intl

Oct 28

SJU10:00 amSan Juan Luis Munoz Marin Intl

10h 35m

2 stops

SDF8:35 pmLouisville Intl

$416

Southwest

Nov 2

SDF12:05 pmLouisville Intl

12h 00m

1 stop

SJU1:05 amSan Juan Luis Munoz Marin Intl

Nov 8

SJU5:35 amSan Juan Luis Munoz Marin Intl

6h 55m

1 stop

SDF11:30 amLouisville Intl

$441

Southwest

Dec 3

SDF3:50 pmLouisville Intl

8h 00m

2 stops

SJU12:50 amSan Juan Luis Munoz Marin Intl

Dec 8

SJU5:40 amSan Juan Luis Munoz Marin Intl

10h 35m

2 stops

SDF3:15 pmLouisville Intl

$446

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Mon 11/9

6:53 pm-3:19 pm

1 stop19h 26m

San Juan Luis Munoz Marin Intl

Tue 12/8

6:25 am-4:32 pm

2 stops35h 07m

$242

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Mon 10/26

7:08 pm-3:17 pm

1 stop20h 09m

San Juan Luis Munoz Marin Intl

Thu 10/29

6:15 am-8:29 pm

2 stops14h 14m

$294

LexingtonSan Juan

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

LEXSJU

Lexington Blue Grass

Wed 10/28

9:00 am-8:24 pm

2 stops11h 24m

San Juan Luis Munoz Marin Intl

Tue 11/3

8:05 am-8:35 pm

2 stops13h 30m

$356

LexingtonSan Juan

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

LEXSJU

Lexington Blue Grass

Wed 10/28

7:10 am-2:40 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Mon 11/2

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 10/20

3:34 pm-10:18 pm

1 stop6h 44m

San Juan Luis Munoz Marin Intl

Mon 11/2

6:59 pm-11:58 pm

1 stop5h 59m

$371

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Sun 10/25

6:00 am-11:40 am

1 stop5h 40m

San Juan Luis Munoz Marin Intl

Sat 10/31

2:10 pm-9:13 pm

1 stop7h 03m

$376

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Tue 1/12

10:12 am-11:41 pm

1 stop12h 29m

San Juan Luis Munoz Marin Intl

Wed 1/20

7:22 am-5:16 pm

2 stops10h 54m

$376

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Fri 1/22

7:00 am-11:59 pm

1 stop15h 59m

San Juan Luis Munoz Marin Intl

Thu 1/28

7:03 am-5:22 pm

1 stop11h 19m

$376

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Tue 10/27

2:05 pm-11:50 pm

2 stops9h 45m

San Juan Luis Munoz Marin Intl

Tue 11/3

12:30 pm-8:35 pm

2 stops9h 05m

$376

LouisvilleSan Juan

SDF Louisville Intl - SJU San Juan Luis Munoz Marin Intl

SDFSJU

Louisville Intl

Tue 10/27

3:55 pm-11:10 pm

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Tue 11/3

5:40 am-11:25 am

1 stop6h 45m

$376

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 Kentucky to Puerto Rico

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

Other information

What is the cheapest month to fly to Puerto Rico?

If you don’t want to visit Puerto Rico in August, then you should wait until January to fly from Kentucky, when ticket prices are also cheap, with an average price of $404.

How far in advance should I book a flight from Kentucky to Puerto Rico?

You are more likely to see cheaper flights to Puerto Rico from Kentucky when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Rico for around $452 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Rico from Kentucky for as low as $383 on momondo.

Can stopping save me money on Kentucky to Puerto Rico flights?

You could potentially save up to 51% on your flight if you consider stops on a Kentucky to Puerto Rico flight.

Cheap Kentucky to Puerto Rico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kentucky to Puerto Rico

Best Price Found	$138
Fastest flight time	3h 55m
Direct flights	None

The best one-way flight to Puerto Rico from Kentucky in the past 72 hours is $138. The best round-trip flight deal from Kentucky to Puerto Rico found on momondo in the last 72 hours is $242.

The fastest flight from Kentucky to Puerto Rico takes 3h 55m

There are no direct flights from Kentucky to Puerto Rico. There are no popular flight routes from Kentucky to Puerto Rico.

Search flight deals

Frequently asked questions about flying from Kentucky to Puerto Rico

When did momondo last update prices for flights from Kentucky to Puerto Rico?
Prices for flights from Kentucky to Puerto Rico are updated daily.
How many operators does momondo search for flights from Kentucky to Puerto Rico?
As of September 2026, there are 4 operators available to choose from for flights from Kentucky to Puerto Rico.
How old do you have to be to fly from Kentucky to Puerto Rico?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to Puerto Rico.
What documentation or ID do you need to fly to Puerto Rico?
The necessary travel and health documents for your Puerto Rico trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Kentucky to Puerto Rico

Compare and see reviews for airlines that fly from Kentucky to Puerto Rico with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $225	Free Cancellation	Rating 7.8 8,608 reviews	Search Delta flights
American Airlines	PriceFrom $232	Free Cancellation	Rating 7.0 12,097 reviews	Search American Airlines flights
United Airlines	PriceFrom $270	Free Cancellation	Rating 7.4 10,261 reviews	Search United Airlines flights
Southwest	PriceFrom $316	Free Cancellation	Rating 8.0 4,204 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Kentucky to Puerto Rico?

Finding the right flight to Puerto Rico from Kentucky is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Puerto Rico quick and easy, saving you time and money.

Can I find flights from Kentucky to Puerto Rico with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Puerto Rico from Kentucky with this policy.

How can momondo help me find flights from Kentucky to Puerto Rico?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Puerto Rico from Kentucky.

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

If you are not ready to book a flight from Kentucky to Puerto Rico now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Puerto Rico and let you know when they change.

An easier way to manage your Puerto Rico 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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Popular cities in Puerto Rico

Flights to San Juanfrom $105

Flights to Aguadillafrom $238

Flights to Poncefrom $237

Flights to Viequesfrom $493

Flights to Culebrafrom $393

Flights to Mayagüezfrom $261

Cheap flights from Kentucky to Puerto Rico from $138

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kentucky to Puerto Rico departing on 10/26. 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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United Airlines flights from Kentucky to Puerto Rico

Our best United Airlines deals on Kentucky to Puerto Rico flight tickets

Southwest flights from Kentucky to Puerto Rico

Our best Southwest deals on Kentucky to Puerto Rico flight tickets

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Use the filters below to find and compare flights from Kentucky to Puerto Rico that are best for you.

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How to get the cheapest flight ticket from Kentucky to Puerto Rico

What is the cheapest month to fly to Puerto Rico?

How far in advance should I book a flight from Kentucky to Puerto Rico?

Can stopping save me money on Kentucky to Puerto Rico flights?

What is the cheapest airline that flies from Kentucky to Puerto Rico?

What airlines fly to Puerto Rico?

How long is the flight from Kentucky to Puerto Rico?

Cheap Kentucky to Puerto Rico flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Kentucky to Puerto Rico

Best airlines flying from Kentucky to Puerto Rico

Compare and see reviews for airlines that fly from Kentucky to Puerto Rico with momondo

Why use momondo?

An easier way to manage your Puerto Rico 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 Puerto Rico

Popular cities in Puerto Rico

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

Kentucky flight routes

According to popular flight searches on momondo this year

Puerto Rico flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Puerto Rico

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Puerto Rico

List of cabin classes available on flights landing in Puerto Rico. Availability may vary depending on flight origin and airline.

Complete your trip to Puerto Rico

Explore popular destinations other users love

According to popular flight searches on momondo this year