San José

$111+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJO
Mar 6 — Mar 131
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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 February 4, 2026.

This Mytrip deal was found by Cheapflights users on 2/2. 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.
Sat 2/288:52 pm
BNA
-
SJO
2 stops18h 28m
Multiple Airlines
Wed 3/47:22 am
SJO
-
BNA
1 stop12h 35m
Multiple Airlines
Deal found 2/2$274
This Orbitz deal was found by Cheapflights users on 2/2. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:52 pm
BNA
-
SJO
1 stop15h 30m
Spirit Airlines
Wed 3/412:35 pm
SJO
-
BNA
1 stop7h 22m
Spirit Airlines
Deal found 2/2$277
This Mytrip deal was found by Cheapflights users on 2/2. 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.
Tue 3/38:30 am
BNA
-
SJO
2 stops27h 10m
Multiple Airlines
Wed 3/187:05 am
SJO
-
BNA
1 stop11h 41m
Multiple Airlines
Deal found 2/2$283
This Mytrip deal was found by Cheapflights users on 2/2. 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.
Mon 3/26:15 am
BNA
-
SJO
1 stop9h 05m
Multiple Airlines
Mon 3/97:05 am
SJO
-
BNA
1 stop11h 52m
Multiple Airlines
Deal found 2/2$284
This KAYAK deal was found by Cheapflights users on 2/4. 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.
Tue 5/56:15 am
BNA
-
SJO
1 stop6h 07m
Spirit Airlines
Fri 5/812:31 pm
SJO
-
BNA
1 stop28h 28m
Spirit Airlines
Deal found 2/4$285
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Mon 3/28:52 pm
BNA
-
SJO
2 stops38h 48m
Spirit Airlines
Mon 3/912:31 pm
SJO
-
BNA
1 stop17h 54m
Spirit Airlines
Deal found 2/2$291
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/38:30 am
BNA
-
SJO
2 stops27h 10m
Spirit Airlines
Thu 3/51:31 pm
SJO
-
BNA
1 stop17h 54m
Spirit Airlines
Deal found 2/2$293
This Mytrip deal was found by Cheapflights users on 2/2. 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.
Tue 3/109:25 am
BNA
-
SJO
1 stop6h 41m
Multiple Airlines
Tue 3/177:05 am
SJO
-
BNA
1 stop11h 41m
Multiple Airlines
Deal found 2/2$294
This Delta deal was found by Cheapflights users on 2/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/410:00 am
CVG
-
SJO
1 stop13h 02m
Delta
Wed 3/111:20 pm
SJO
-
CVG
1 stop8h 39m
Delta
Deal found 2/3$307
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Mon 3/28:52 pm
BNA
-
SJO
2 stops38h 48m
Spirit Airlines
Mon 3/2312:19 pm
SJO
-
BNA
1 stop24h 10m
Spirit Airlines
Deal found 2/2$308
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/38:15 am
CVG
-
SJO
1 stop28h 25m
Multiple Airlines
Tue 3/1011:35 am
SJO
-
CVG
1 stop17h 48m
Multiple Airlines
Deal found 2/1$309
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Wed 3/43:20 pm
CVG
-
SJO
1 stop21h 20m
Multiple Airlines
Wed 3/1111:35 am
SJO
-
CVG
1 stop11h 06m
Multiple Airlines
Deal found 2/2$321

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 February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$274
(Mytrip)

One-way from

$111
(Mytrip)

Popular in

June

Cheapest in

October

Average price

$399
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. 16% potential increase in price ($102 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
Average for round-trip flights in February 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 February 4, 2026.
Use the filters below to find and compare flights from Kentucky to San José that are best for you.

Fly from

Kentucky

Fly to

San José

Route

Depart

Return

Price

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Sat 2/28

8:52 pm-3:20 pm

2 stops18h 28m

San José Juan Santamaria Intl

Wed 3/4

7:22 am-7:48 pm

2 stops12h 26m

$296

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Wed 5/13

6:20 am-12:04 pm

1 stop6h 44m

San José Juan Santamaria Intl

Tue 5/19

1:25 pm-7:37 am

1 stop17h 12m

$308

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Wed 5/13

6:20 am-12:04 pm

1 stop6h 44m

San José Juan Santamaria Intl

Wed 5/20

1:25 pm-7:37 am

1 stop17h 12m

$308

CincinnatiSan José

CVG - SJO

CVGSJO

Cincinnati Cinci./N. Kentucky

Tue 3/3

8:15 am-11:40 am

1 stop28h 25m

San José Juan Santamaria Intl

Tue 3/10

11:35 am-7:23 am

1 stop17h 48m

$309

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Tue 2/24

8:52 pm-12:22 pm

1 stop15h 30m

San José Juan Santamaria Intl

Thu 2/26

1:31 pm-7:25 am

1 stop17h 54m

$311

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Fri 2/27

8:52 pm-12:22 pm

1 stop15h 30m

San José Juan Santamaria Intl

Tue 3/3

12:35 pm-7:25 am

2 stops18h 50m

$321

LouisvilleSan José

SDF - SJO

SDFSJO

Louisville Intl

Wed 3/4

10:45 am-7:53 pm

1 stop10h 08m

San José Juan Santamaria Intl

Wed 3/11

5:30 am-7:51 pm

1 stop12h 21m

$338

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Thu 2/19

8:52 pm-12:22 pm

1 stop15h 30m

San José Juan Santamaria Intl

Mon 2/23

12:35 pm-7:57 pm

1 stop7h 22m

$338

NashvilleSan José

BNA - SJO

BNASJO

Nashville Intl

Sat 3/7

6:15 am-3:20 pm

1 stop9h 05m

San José Juan Santamaria Intl

Wed 3/11

7:05 am-7:57 pm

1 stop11h 52m

$344

LouisvilleSan José

SDF - SJO

SDFSJO

Louisville Intl

Thu 3/5

8:55 am-10:02 pm

1 stop14h 07m

San José Juan Santamaria Intl

Tue 3/10

7:00 am-6:49 pm

1 stop9h 49m

$345

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 50 results
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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 $214). Flying from Kentucky to San José in July is currently the most expensive (average of $406). 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 44m. 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 $214). Flying from Kentucky to San José in July is currently the most expensive (average of $406). 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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Alternative routes for Kentucky to San José

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

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 February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$148Average$354FlexibilityNo cancel feeOn-time65%
DeltaCheapest$249Average$630FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$353Average$484FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$358Average$612FlexibilityNo cancel feeOn-time71%

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