San José

$123+ 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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJO
Apr 21 — Apr 281
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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 März 22, 2026.

This Expedia deal was found by Cheapflights users on 3/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 5/86:30 am
BNA
-
SJO
1 stop6h 03m
Spirit Airlines
Fr 5/1512:38 pm
SJO
-
BNA
1 stop9h 46m
Spirit Airlines
Deal found 3/21$294
This KAYAK deal was found by Cheapflights users on 3/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fr 4/176:25 am
BNA
-
SJO
1 stop6h 08m
Spirit Airlines
Fr 4/2412:38 pm
SJO
-
BNA
1 stop9h 46m
Spirit Airlines
Deal found 3/22$323
This American Airlines deal was found by Cheapflights users on 3/20. 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.
Sa 8/1512:25 pm
HTS
-
SJO
2 stops25h 25m
American Airlines
Sa 8/2212:50 pm
SJO
-
HTS
2 stops21h 01m
American Airlines
Deal found 3/20$325
This American Airlines deal was found by Cheapflights users on 3/19. 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.
Sa 4/186:49 pm
HTS
-
SJO
2 stops20h 19m
American Airlines
So 4/2611:35 pm
SJO
-
HTS
2 stops22h 24m
American Airlines
Deal found 3/19$330
This United Airlines deal was found by Cheapflights users on 3/19. 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.
Di 9/1510:45 am
BNA
-
SJO
1 stop9h 52m
United Airlines
Di 9/221:25 pm
SJO
-
BNA
1 stop8h 16m
United Airlines
Deal found 3/19$330
This Priceline deal was found by Cheapflights users on 3/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
So 5/249:30 pm
CVG
-
SJO
1 stop12h 49m
Frontier
So 5/319:35 am
SJO
-
CVG
1 stop25h 27m
Frontier
Deal found 3/20$333
This American Airlines deal was found by Cheapflights users on 3/20. 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.
Di 5/56:00 am
CVG
-
SJO
1 stop7h 35m
American Airlines
Di 5/126:30 am
SJO
-
CVG
1 stop16h 24m
American Airlines
Deal found 3/20$338
This American Airlines deal was found by Cheapflights users on 3/20. 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.
Di 4/287:00 am
BNA
-
SJO
1 stop13h 07m
American Airlines
Di 5/52:08 pm
SJO
-
BNA
1 stop8h 25m
American Airlines
Deal found 3/20$340
This Southwest deal was found by Cheapflights users on 3/19. 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.
Sa 4/255:10 am
BNA
-
SJO
1 stop8h 05m
Southwest
Sa 5/29:00 am
SJO
-
BNA
1 stop6h 50m
Southwest
Deal found 3/19$341
This American Airlines deal was found by Cheapflights users on 3/22. 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.
Di 5/122:54 pm
BNA
-
SJO
1 stop21h 31m
American Airlines
Sa 5/166:30 am
SJO
-
BNA
1 stop14h 54m
American Airlines
Deal found 3/22$347
This Expedia deal was found by Cheapflights users on 3/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
So 5/249:30 pm
CVG
-
SJO
1 stop12h 49m
Frontier
Sa 5/309:35 am
SJO
-
CVG
1 stop12h 05m
Frontier
Deal found 3/20$348
This American Airlines deal was found by Cheapflights users on 3/20. 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.
Di 5/125:49 pm
BNA
-
SJO
1 stop20h 19m
American Airlines
Di 5/192:08 pm
SJO
-
BNA
1 stop17h 55m
American Airlines
Deal found 3/20$349

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 März 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$294
(Expedia)

One-way from

$123
(Super.com)

Popular in

April

Cheapest in

February

Average price

$508
Provider with most accurate pricing for Louisville Intl-San José Juan Santamaria Intl flight deals.
Provider most trusted by Cheapflights users for Louisville Intl-San José Juan Santamaria Intl flights.
From Kentucky to San José Juan Santamaria Intl
One-way flight from Kentucky to San José Juan Santamaria Intl
Highest demand for flights based on searches. 13% potential increase in price ($80 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($26 potential savings vs. average RT price).
Average for round-trip flights in March 2026

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 März 22, 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

HuntingtonSan José

HTS - SJO

HTSSJO

Huntington Tri State

Sa 8/15

12:25 pm-11:50 am

2 stops25h 25m

San José Juan Santamaria Intl

Sa 8/22

12:50 pm-11:51 am

2 stops21h 01m

$325

HuntingtonSan José

HTS - SJO

HTSSJO

Huntington Tri State

Sa 4/18

6:49 pm-1:08 pm

2 stops20h 19m

San José Juan Santamaria Intl

So 4/26

11:35 pm-11:59 pm

2 stops22h 24m

$330

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Fr 4/17

6:25 am-11:33 am

1 stop6h 08m

San José Juan Santamaria Intl

Fr 4/24

12:38 pm-5:37 pm

2 stops27h 59m

$374

LouisvilleSan José

SDF - SJO

SDFSJO

Louisville Intl

Mi 5/27

9:30 am-7:37 pm

1 stop12h 07m

San José Juan Santamaria Intl

Sa 5/30

12:30 am-11:54 am

1 stop9h 24m

$434

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Sa 5/30

8:40 am-10:39 pm

1 stop14h 59m

San José Juan Santamaria Intl

Do 6/4

1:25 pm-9:29 am

2 stops19h 04m

$455

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Mi 5/6

8:30 am-12:21 pm

2 stops28h 51m

San José Juan Santamaria Intl

Mi 5/13

7:55 am-4:49 pm

1 stop7h 54m

$455

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Mi 6/24

11:15 am-10:11 am

2 stops23h 56m

San José Juan Santamaria Intl

Di 6/30

12:30 am-6:27 pm

1 stop16h 57m

$455

LexingtonSan José

LEX - SJO

LEXSJO

Lexington Blue Grass

Sa 4/18

5:30 am-11:55 am

1 stop8h 25m

San José Juan Santamaria Intl

Sa 4/25

6:40 am-10:45 pm

1 stop14h 05m

$455

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Do 6/18

6:30 am-10:39 pm

1 stop17h 09m

San José Juan Santamaria Intl

So 6/21

12:30 am-10:42 pm

1 stop21h 12m

$459

LouisvilleSan José

SDF - SJO

SDFSJO

Louisville Intl

Fr 4/17

7:52 pm-11:30 am

1 stop17h 38m

San José Juan Santamaria Intl

So 5/3

11:35 pm-10:11 am

1 stop8h 36m

$469

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/21

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, April is the cheapest month in which you can book a flight from Kentucky to San José (average of $249). Flying from Kentucky to San José in August is currently the most expensive (average of $375). 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.

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 08m. 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?

  • 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, April is the cheapest month in which you can book a flight from Kentucky to San José (average of $249). Flying from Kentucky to San José in August is currently the most expensive (average of $375). 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

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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 März 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$249Average$583FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$340Average$666FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$353Average$533FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$353Average$598FlexibilityNo cancel feeOn-time71%

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