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San José

$148+ Cheap flights from Kentucky to San José (SJO)

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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJO
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
1 adult, Economy
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Cheap flight deals from Kentucky to San José

Cheapest flights from Kentucky to San José
Explore the most affordable flight options available from Kentucky to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2026.

This American Airlines deal was found by Cheapflights users on 7/26. 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.
Thu 10/156:00 am
BNA
-
SJO
1 stop9h 00m
American Airlines
Wed 10/216:00 am
SJO
-
BNA
1 stop14h 30m
American Airlines
Deal found 7/26$338
This American Airlines deal was found by Cheapflights users on 7/26. 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.
Thu 10/86:01 am
BNA
-
SJO
2 stops15h 04m
American Airlines
Tue 10/136:00 am
SJO
-
BNA
2 stops14h 59m
American Airlines
Deal found 7/26$343
This American Airlines deal was found by Cheapflights users on 7/27. 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.
Sun 10/45:00 am
BNA
-
SJO
1 stop9h 57m
American Airlines
Sat 10/101:00 pm
SJO
-
BNA
1 stop19h 18m
American Airlines
Deal found 7/27$346
This American Airlines deal was found by Cheapflights users on 7/26. 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 9/165:30 pm
BNA
-
SJO
1 stop19h 29m
American Airlines
Mon 9/211:00 pm
SJO
-
BNA
1 stop8h 29m
American Airlines
Deal found 7/26$347
This United Airlines deal was found by Cheapflights users on 7/26. 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 9/186:30 am
BNA
-
SJO
1 stop14h 07m
United Airlines
Wed 9/231:25 pm
SJO
-
BNA
1 stop8h 20m
United Airlines
Deal found 7/26$348
This American Airlines deal was found by Cheapflights users on 7/26. 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.
Fri 10/307:31 pm
BNA
-
SJO
1 stop19h 29m
American Airlines
Mon 11/26:20 am
SJO
-
BNA
2 stops16h 02m
American Airlines
Deal found 7/26$350
This American Airlines deal was found by Cheapflights users on 7/27. 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.
Fri 10/307:31 pm
BNA
-
SJO
1 stop19h 29m
American Airlines
Sun 11/12:07 pm
SJO
-
BNA
1 stop9h 44m
American Airlines
Deal found 7/27$351
This American Airlines deal was found by Cheapflights users on 7/23. 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.
Fri 10/25:00 am
BNA
-
SJO
1 stop9h 57m
American Airlines
Sun 10/113:01 pm
SJO
-
BNA
1 stop17h 57m
American Airlines
Deal found 7/23$352
This United Airlines deal was found by Cheapflights users on 7/23. 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 10/36:15 am
BNA
-
SJO
1 stop7h 06m
United Airlines
Sun 10/41:25 pm
SJO
-
BNA
1 stop7h 44m
United Airlines
Deal found 7/23$384
This United Airlines deal was found by Cheapflights users on 7/26. 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.
Tue 9/226:30 am
BNA
-
SJO
1 stop6h 51m
United Airlines
Tue 9/297:55 am
SJO
-
BNA
1 stop9h 47m
United Airlines
Deal found 7/26$389
This American Airlines deal was found by Cheapflights users on 7/27. 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.
Tue 8/186:08 am
SDF
-
SJO
2 stops15h 44m
American Airlines
Tue 9/11:03 pm
SJO
-
SDF
2 stops19h 15m
American Airlines
Deal found 7/27$403
This Southwest deal was found by Cheapflights users on 7/27. 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.
Wed 9/97:00 am
CVG
-
SJO
2 stops7h 45m
Southwest
Wed 9/239:00 am
SJO
-
CVG
2 stops10h 50m
Southwest
Deal found 7/27$454

Find flight deals from Kentucky to San José

Keep the following information in mind while searching for Kentucky to San José flight deals. Data was last updated July 28, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$338
(American Airlines)

One-way from

$148
(American Airlines)

Popular in

April

Cheapest in

February

Average price

$736
Provider with most accurate pricing for Louisville Intl-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-San José Juan Santamaria Intl flights.
Search Deals
From Kentucky to San José Juan Santamaria Intl
Search Deals
One-way flight from Kentucky to San José Juan Santamaria Intl
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky to San José 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 July 28, 2026.
Use the filters below to find and compare flights from Kentucky to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Sat 10/3

6:15 am-12:21 pm

1 stop7h 06m

San José Juan Santamaria Intl

Sun 10/4

1:25 pm-10:09 pm

1 stop7h 44m

$384

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Tue 9/22

6:30 am-12:21 pm

1 stop6h 51m

San José Juan Santamaria Intl

Tue 9/29

7:55 am-6:42 pm

1 stop9h 47m

$389

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Fri 10/9

11:26 am-7:37 pm

1 stop9h 11m

San José Juan Santamaria Intl

Wed 10/14

1:25 pm-10:09 pm

1 stop7h 44m

$404

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Thu 9/17

1:00 pm-6:45 pm

1 stop6h 45m

San José Juan Santamaria Intl

Wed 9/23

9:00 am-7:35 pm

1 stop9h 35m

$428

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Fri 9/18

11:45 am-6:45 pm

2 stops8h 00m

San José Juan Santamaria Intl

Wed 9/23

9:00 am-7:35 pm

1 stop9h 35m

$433

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Tue 9/22

10:05 am-6:45 pm

2 stops9h 40m

San José Juan Santamaria Intl

Tue 9/29

9:00 am-9:10 pm

2 stops11h 10m

$458

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Mon 9/21

6:33 pm-12:21 pm

2 stops18h 48m

San José Juan Santamaria Intl

Mon 10/19

1:25 pm-9:37 am

1 stop19h 12m

$459

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Fri 9/18

6:30 am-7:37 pm

1 stop14h 07m

San José Juan Santamaria Intl

Thu 10/15

7:55 am-8:40 am

2 stops23h 45m

$459

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Sun 10/4

6:40 pm-12:21 pm

2 stops18h 41m

San José Juan Santamaria Intl

Mon 10/12

1:25 pm-5:37 pm

2 stops27h 12m

$463

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Mon 9/21

6:30 am-12:21 pm

1 stop6h 51m

San José Juan Santamaria Intl

Sat 10/3

12:44 pm-8:26 am

1 stop18h 42m

$468

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Kentucky to San José

Have a flexible travel schedule? Discover the best time to fly to San José 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 José

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

Currently, February is the cheapest month in which you can book a flight from Kentucky to San José (average of $399). Flying from Kentucky to San José in April is currently the most expensive (average of $783). 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.

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

Airfare is below average for this route at the moment.
Kentucky to San José flights typically cost between $492 and $664 in August.
The cheapest round-trip price found within the last 5 days was $403 on American Airlines (Aug 18-Sep 1).

How far ahead should I book a flight from Kentucky to San José?

The best time to book flights from Kentucky to San José is 72 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to San José from Kentucky?

    Most people fly into San José Juan Santamaria Intl (SJO) if they book a flight to San José from Kentucky. Juan Santamaria Intl is conveniently located just 8.8 mi from San José’s city center.

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

    Departing from Kentucky to San José will take you 6h 45m. The distance between Kentucky and San José is about 1811 mi. This flight may include one or multiple stops.

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

    Most travelers choose Nashville Intl - San José Juan Santamaria Intl, Cincinnati Cinci./N. Kentucky - San José Juan Santamaria Intl or Lexington Blue Grass - San José Juan Santamaria Intl when deciding on the best route from Kentucky to San José.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kentucky to San José 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 José?

    Currently, February is the cheapest month in which you can book a flight from Kentucky to San José (average of $399). Flying from Kentucky to San José in April is currently the most expensive (average of $783). 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

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Alajuela
Jacó
Heredia
Dominical
Manuel Antonio

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Top 4 airlines flying from Kentucky to San José

Discover the top 4 airlines that operate flights from Kentucky to San José. 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 July 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$295Average$612FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$371Average$533FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$371Average$649FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$549Average$736FlexibilityNo cancel feeOn-time63%

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