San Juan

$93+ Cheap flights from Kentucky to San Juan

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
ago. 19 — ago. 261
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kentucky to San Juan with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Kentucky to San Juan

Keep the following information in mind while searching for Kentucky to San Juan flight deals. Data was last updated agosto 14, 2025.

Round-trip from

$195
(Southwest)

One-way from

$93
(Southwest)

Popular in

December

Cheapest in

October

Average price

$467
From Kentucky to San Juan
One-way flight from Kentucky to San Juan
Highest demand for flights based on searches. 0% potential increase in price ($3 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in August 2025

Find flight deals from Kentucky to San Juan

Cheapest flights from Kentucky to San Juan
Explore the most affordable flight options available from Kentucky to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 14, 2025.

This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/2010:30 amBNA - SJU
1 stop10h 20mSouthwest
mar. 9/237:20 amSJU - BNA
1 stop11h 20mSouthwest
Deal found 8/14$195
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/256:15 amSDF - SJU
1 stop7h 30mUnited Airlines
vie. 10/311:05 amSJU - SDF
2 stops12h 12mUnited Airlines
Deal found 8/14$205
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/47:15 pmLEX - SJU
2 stops17h 32mAmerican Airlines
sáb. 10/115:30 amSJU - LEX
1 stop15h 55mAmerican Airlines
Deal found 8/14$215
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/255:30 amEVV - SJU
1 stop17h 24mAmerican Airlines
vie. 10/312:35 pmSJU - EVV
2 stops21h 04mAmerican Airlines
Deal found 8/14$215
This Mytrip deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/164:50 pmBNA - SJU
2 stops20h 21mSpirit Airlines
sáb. 9/203:19 pmSJU - BNA
2 stops16h 57mSpirit Airlines
Deal found 8/12$218
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/2512:27 pmCVG - SJU
2 stops9h 03mAmerican Airlines
mié. 8/273:50 pmSJU - CVG
1 stop7h 06mAmerican Airlines
Deal found 8/12$225
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/117:26 amSDF - SJU
1 stop15h 39mAmerican Airlines
sáb. 10/187:10 amSJU - SDF
1 stop15h 21mAmerican Airlines
Deal found 8/13$230
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/196:27 amCVG - SJU
1 stop17h 32mAmerican Airlines
sáb. 10/255:25 amSJU - CVG
2 stops11h 34mAmerican Airlines
Deal found 8/14$230
This FlightHub deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/175:05 amBNA - SJU
1 stop8h 06mSpirit Airlines
mié. 9/243:19 pmSJU - BNA
1 stop9h 04mSpirit Airlines
Deal found 8/13$231
This FlightHub deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/61:02 pmBNA - SJU
1 stop25h 21mSpirit Airlines
lun. 11/106:00 amSJU - BNA
1 stop13h 04mSpirit Airlines
Deal found 8/12$232
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/25:00 amSDF - SJU
1 stop8h 02mAmerican Airlines
sáb. 11/86:25 amSJU - SDF
1 stop16h 14mAmerican Airlines
Deal found 8/13$235
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/811:09 amCVG - SJU
1 stop11h 38mAmerican Airlines
vie. 11/146:25 amSJU - CVG
1 stop10h 15mAmerican Airlines
Deal found 8/12$235

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky to San Juan 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, Cheapflights users made 2,558,603 searches. Data last updated agosto 14, 2025.
Use the filters below to find and compare flights from Kentucky to San Juan that are best for you.

Fly from

Kentucky

Fly to

San Juan

Route

Depart

Return

Price

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

sáb. 9/20

8:15 am-4:25 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

mar. 9/23

5:00 am-11:45 am

2 stops7h 45m

$195

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

vie. 10/31

9:00 am-10:10 pm

1 stop12h 10m

San Juan Luis Munoz Marin Intl

mié. 11/5

4:19 pm-11:07 pm

1 stop8h 48m

$195

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

mié. 10/1

11:10 am-7:45 pm

1 stop7h 35m

San Juan Luis Munoz Marin Intl

mié. 10/8

6:10 am-2:15 pm

1 stop9h 05m

$195

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

sáb. 10/25

6:15 am-1:45 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

vie. 10/31

1:20 pm-11:40 pm

1 stop10h 20m

$205

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

mié. 10/1

7:09 pm-12:47 pm

2 stops17h 38m

San Juan Luis Munoz Marin Intl

lun. 10/6

3:00 pm-9:30 am

1 stop18h 30m

$205

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

sáb. 10/4

3:10 pm-11:45 pm

1 stop8h 35m

San Juan Luis Munoz Marin Intl

jue. 10/9

5:50 am-12:35 pm

1 stop6h 45m

$205

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

lun. 10/13

7:33 am-11:59 pm

1 stop16h 26m

San Juan Luis Munoz Marin Intl

mar. 10/28

7:45 am-5:54 pm

2 stops10h 09m

$205

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

sáb. 10/4

3:10 pm-11:45 pm

1 stop8h 35m

San Juan Luis Munoz Marin Intl

mié. 10/8

6:10 am-1:00 pm

1 stop6h 50m

$205

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

jue. 10/16

12:59 pm-11:59 pm

1 stop11h 00m

San Juan Luis Munoz Marin Intl

mié. 10/22

5:00 pm-12:36 am

1 stop7h 36m

$205

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

lun. 10/20

5:30 pm-12:45 am

1 stop7h 15m

San Juan Luis Munoz Marin Intl

lun. 10/27

5:50 am-7:25 pm

1 stop13h 35m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Kentucky to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan from Kentucky with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Kentucky to San Juan

What is the cheapest month to book a flight from Kentucky to San Juan?

Currently, September is the cheapest month in which you can book a flight from Kentucky to San Juan (average of $254). Flying from Kentucky to San Juan in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from KY to SJU?

Find hourly flight availability from Kentucky to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 14, 2025.

When flying from Kentucky to San Juan, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost to fly round-trip from Kentucky to San Juan?

Related info for your journey

Find useful and relevant information for your journey from Kentucky to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Kentucky to San Juan one-way?

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $93. However, be on the lookout for offers from Spirit Airlines and American Airlines, as they are both options that can get you from Kentucky to San Juan for a low price.

  • What are the most popular routes from Kentucky to San Juan?

  • Can I find deals for flights from Kentucky to San Juan that include hotel bookings?

    Yes. In addition to deals on Kentucky to San Juan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kentucky to San Juan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kentucky to San Juan.

  • Can I find deals for business class flights from Kentucky to San Juan?

    Yes. Cheapflights offers flight deals from Kentucky to San Juan by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Kentucky to San Juan?

    Currently, September is the cheapest month in which you can book a flight from Kentucky to San Juan (average of $254). Flying from Kentucky to San Juan in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Kentucky to San Juan

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Kentucky to San Juan

Discover the top 5 airlines that operate flights from Kentucky to San Juan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$290FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$225Average$483FlexibilityNo cancel feeOn-time63%
DeltaCheapest$225Average$409FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$522FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$316Average$559FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.