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San José

$133+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJO
Jun 28 — Jul 51
Sun 6/28
Sun 7/5
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 May 29, 2026.

This American Airlines deal was found by Cheapflights users on 5/28. 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.
Sun 10/117:22 pm
BNA
-
SJO
2 stops18h 38m
American Airlines
Sat 10/172:45 pm
SJO
-
BNA
2 stops17h 47m
American Airlines
Deal found 5/28$307
This United Airlines deal was found by Cheapflights users on 5/24. 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 8/257:00 am
BNA
-
SJO
1 stop14h 19m
United Airlines
Tue 9/291:25 pm
SJO
-
BNA
1 stop7h 36m
United Airlines
Deal found 5/24$312
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Wed 9/166:30 am
BNA
-
SJO
1 stop6h 51m
United Airlines
Sun 9/201:25 pm
SJO
-
BNA
1 stop8h 20m
United Airlines
Deal found 5/28$322
This United Airlines deal was found by Cheapflights users on 5/24. 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.
Mon 9/146:30 am
BNA
-
SJO
1 stop6h 51m
United Airlines
Sat 9/197:55 am
SJO
-
BNA
1 stop9h 50m
United Airlines
Deal found 5/24$363
This American Airlines deal was found by Cheapflights users on 5/26. 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.
Tue 11/37:18 pm
BNA
-
SJO
1 stop17h 04m
American Airlines
Wed 11/116:22 am
SJO
-
BNA
1 stop10h 15m
American Airlines
Deal found 5/26$367
This American Airlines deal was found by Cheapflights users on 5/25. 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 12/146:48 am
BNA
-
SJO
1 stop7h 18m
American Airlines
Tue 12/223:29 pm
SJO
-
BNA
1 stop9h 10m
American Airlines
Deal found 5/25$372
This American Airlines deal was found by Cheapflights users on 5/25. 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 12/314:39 pm
BNA
-
SJO
2 stops17h 53m
American Airlines
Sat 1/92:54 pm
SJO
-
BNA
2 stops18h 26m
American Airlines
Deal found 5/25$377
This American Airlines deal was found by Cheapflights users on 5/25. 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 12/1310:19 am
BNA
-
SJO
1 stop12h 40m
American Airlines
Sun 12/203:29 pm
SJO
-
BNA
2 stops18h 18m
American Airlines
Deal found 5/25$382
This American Airlines deal was found by Cheapflights users on 5/27. 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.
Mon 8/175:49 pm
BNA
-
SJO
1 stop19h 14m
American Airlines
Mon 8/246:00 am
SJO
-
BNA
1 stop16h 25m
American Airlines
Deal found 5/27$385
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Sat 5/303:04 pm
BNA
-
SJO
1 stop8h 35m
United Airlines
Tue 6/97:55 am
SJO
-
BNA
1 stop9h 32m
United Airlines
Deal found 5/28$387
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Wed 9/307:05 am
SDF
-
SJO
1 stop7h 16m
United Airlines
Wed 10/77:55 am
SJO
-
SDF
1 stop11h 35m
United Airlines
Deal found 5/28$478
This American Airlines deal was found by Cheapflights users on 5/26. 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.
Tue 8/117:03 am
SDF
-
SJO
1 stop8h 49m
American Airlines
Tue 8/182:56 pm
SJO
-
SDF
2 stops17h 22m
American Airlines
Deal found 5/26$483

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 May 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$307
(American Airlines)

One-way from

$133
(Delta)

Popular in

April

Cheapest in

October

Average price

$505
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. 16% potential increase in price ($100 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 29, 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

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Wed 9/16

7:25 am-7:37 pm

2 stops13h 12m

San José Juan Santamaria Intl

Sun 9/20

1:25 pm-10:45 pm

1 stop8h 20m

$340

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Mon 9/14

6:30 am-12:21 pm

1 stop6h 51m

San José Juan Santamaria Intl

Sat 9/19

7:55 am-6:45 pm

1 stop9h 50m

$363

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Tue 10/20

6:15 am-7:37 pm

1 stop14h 22m

San José Juan Santamaria Intl

Fri 10/23

12:44 pm-9:31 am

2 stops19h 47m

$422

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Sat 9/12

7:00 am-11:38 am

1 stop29h 38m

San José Juan Santamaria Intl

Sat 9/19

7:55 am-9:34 am

2 stops24h 39m

$455

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Fri 7/3

12:49 pm-10:39 pm

2 stops10h 50m

San José Juan Santamaria Intl

Sat 7/11

12:30 am-9:47 am

1 stop8h 17m

$471

LouisvilleSan José

SDF - SJO

SDFSJO

Louisville Intl

Sat 9/26

7:27 pm-11:59 am

2 stops18h 32m

San José Juan Santamaria Intl

Fri 10/2

2:57 pm-12:51 pm

2 stops19h 54m

$483

CincinnatiSan José

CVG - SJO

CVGSJO

Cincinnati Cinci./N. Kentucky

Thu 9/3

5:25 am-8:19 am

2 stops28h 54m

San José Juan Santamaria Intl

Tue 9/8

5:45 am-9:25 am

2 stops25h 40m

$571

CincinnatiSan José

CVG - SJO

CVGSJO

Cincinnati Cinci./N. Kentucky

Tue 6/30

9:08 am-7:12 am

2 stops24h 04m

San José Juan Santamaria Intl

Tue 7/7

1:37 pm-9:28 am

2 stops17h 51m

$571

CincinnatiSan José

CVG - SJO

CVGSJO

Cincinnati Cinci./N. Kentucky

Thu 8/13

5:25 am-6:59 pm

2 stops15h 34m

San José Juan Santamaria Intl

Thu 8/20

6:17 pm-10:19 am

2 stops14h 02m

$571

LexingtonSan José

LEX - SJO

LEXSJO

Lexington Blue Grass

Mon 8/17

5:44 pm-1:52 pm

1 stop22h 08m

San José Juan Santamaria Intl

Mon 8/24

6:00 am-11:58 pm

2 stops15h 58m

$578

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/28

Showing 1-10 of 55 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, December is the cheapest month in which you can book a flight from Kentucky to San José (average of $195). Flying from Kentucky to San José in August is currently the most expensive (average of $426). 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?

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 13h 12m. 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 Louisville Intl - 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, December is the cheapest month in which you can book a flight from Kentucky to San José (average of $195). Flying from Kentucky to San José in August is currently the most expensive (average of $426). 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
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Kentucky to San José

Discover the top 3 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 May 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$295Average$605FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$351Average$599FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$371Average$533FlexibilityNo cancel feeOn-time69%

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