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San Juan

$84+ 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
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

Round-trip from

$209
(Kiwi.com)

One-way from

$84
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$344
From Kentucky to San Juan
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One-way flight from Kentucky to San Juan
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Highest demand for flights based on searches. 5% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/186:45 amBNA - SJU
1 stop5h 57mMultiple Airlines
Sun 11/235:28 pmSJU - BNA
1 stop16h 34mMultiple Airlines
Deal found 10/29$209
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Mon 12/86:05 pmCVG - SJU
1 stop15h 04mAmerican Airlines
Sat 12/138:18 amSJU - CVG
1 stop17h 01mAmerican Airlines
Deal found 10/28$225
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/132:22 pmBNA - SJU
1 stop8h 19mFrontier
Sat 11/152:11 amSJU - BNA
1 stop13h 28mFrontier
Deal found 10/29$231
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 11/146:00 amCVG - SJU
1 stop6h 17mUnited Airlines
Tue 11/187:45 amSJU - CVG
1 stop9h 19mUnited Airlines
Deal found 10/28$235
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2711:21 amCVG - SJU
1 stop12h 45mFrontier
Thu 12/49:15 amSJU - CVG
2 stops14h 33mFrontier
Deal found 10/29$236
This Frontier deal was found by Cheapflights users on 10/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/81:00 pmCVG - SJU
1 stop12h 54mFrontier
Thu 11/1312:29 pmSJU - CVG
1 stop12h 42mFrontier
Deal found 10/29$237
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 11/87:10 amCVG - SJU
1 stop7h 30mUnited Airlines
Wed 11/122:20 pmSJU - CVG
1 stop7h 48mUnited Airlines
Deal found 10/29$245
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/218:49 amBNA - SJU
2 stops40h 05mMultiple Airlines
Mon 11/245:19 pmSJU - BNA
1 stop8h 23mMultiple Airlines
Deal found 10/28$249
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/186:45 amBNA - SJU
1 stop5h 57mSpirit Airlines
Sun 11/238:33 pmSJU - BNA
2 stops35h 24mSpirit Airlines
Deal found 10/29$253
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/611:27 amBNA - SJU
2 stops21h 06mMultiple Airlines
Sun 12/217:35 amSJU - BNA
1 stop16h 39mMultiple Airlines
Deal found 10/28$255
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/206:00 amBNA - SJU
1 stop12h 27mMultiple Airlines
Sun 11/235:28 pmSJU - BNA
1 stop16h 34mMultiple Airlines
Deal found 10/28$256
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Wed 11/56:50 amSDF - SJU
1 stop16h 02mAmerican Airlines
Wed 11/196:25 amSJU - SDF
2 stops10h 07mAmerican Airlines
Deal found 10/28$265

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 October 30, 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

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 1/25

3:32 pm-11:44 pm

1 stop7h 12m

San Juan Luis Munoz Marin Intl

Thu 1/29

7:30 am-2:36 pm

1 stop8h 06m

$225

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Thu 11/13

2:22 pm-12:41 am

1 stop8h 19m

San Juan Luis Munoz Marin Intl

Sat 11/15

2:11 am-1:39 pm

1 stop13h 28m

$231

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 11/11

3:49 pm-12:36 am

1 stop7h 47m

San Juan Luis Munoz Marin Intl

Fri 11/14

2:05 am-1:12 pm

2 stops12h 07m

$245

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/20

3:32 pm-11:44 pm

1 stop7h 12m

San Juan Luis Munoz Marin Intl

Tue 1/27

7:30 am-2:36 pm

1 stop8h 06m

$265

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/6

6:00 am-1:04 pm

1 stop6h 04m

San Juan Luis Munoz Marin Intl

Tue 1/13

6:27 pm-11:55 pm

1 stop6h 28m

$265

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Sun 11/16

6:30 am-5:19 pm

1 stop8h 49m

San Juan Luis Munoz Marin Intl

Wed 11/19

1:26 pm-9:25 am

1 stop21h 59m

$282

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Sat 1/17

12:40 pm-11:00 pm

2 stops8h 20m

San Juan Luis Munoz Marin Intl

Sat 1/24

6:00 am-11:20 am

1 stop7h 20m

$295

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sun 3/22

3:45 pm-9:58 pm

1 stop6h 13m

San Juan Luis Munoz Marin Intl

Wed 3/25

6:15 am-5:10 pm

1 stop10h 55m

$297

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Fri 1/30

1:02 pm-4:39 am

2 stops13h 37m

San Juan Luis Munoz Marin Intl

Sun 2/8

2:21 pm-12:07 pm

2 stops23h 46m

$300

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Tue 3/3

12:30 pm-12:36 am

1 stop10h 06m

San Juan Luis Munoz Marin Intl

Wed 3/4

8:35 am-7:01 pm

2 stops12h 26m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 60 results
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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, March is the cheapest month in which you can book a flight from Kentucky to San Juan (average of $190). Flying from Kentucky to San Juan in June is currently the most expensive (average of $285). 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 October 30, 2025.

It’s optimal to fly from Kentucky to San Juan in the morning. By choosing this option you can save up to 30% on the cost of your flight, compared to a flight in the afternoon.

What is the cheapest day to fly from Kentucky to San Juan?

Use this chart to determine the cheapest time to fly round-trip from Kentucky to San Juan. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Kentucky to San Juan flight should consider departing on Monday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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.

  • How long is the flight from Kentucky to San Juan?

    Delta, Frontier, and United Airlines can get you from Kentucky to San Juan in just under 7h 12m. Your travel time can differ by up to 1h 07m. The distance between Kentucky and San Juan is about 1807 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Kentucky to San Juan one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $108. However, be on the lookout for offers from United Airlines and Southwest, 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?

    When deciding which route to take from Kentucky to San Juan consider Cincinnati Cinci./N. Kentucky - San Juan Luis Munoz Marin Intl, Nashville Intl - San Juan Luis Munoz Marin Intl or Louisville Intl - San Juan Luis Munoz Marin Intl as they are the most popular.

  • 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, March is the cheapest month in which you can book a flight from Kentucky to San Juan (average of $190). Flying from Kentucky to San Juan in June is currently the most expensive (average of $285). 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.
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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$300FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$225Average$474FlexibilityNo cancel feeOn-time63%
DeltaCheapest$225Average$404FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$257Average$512FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$651FlexibilityNo cancel feeOn-time69%

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