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Kentucky

$192+ Cheap flights from San José (SJO) to Kentucky

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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — SDF
Aug 30 — Sep 61
Sun 8/30
Sun 9/6
1 adult, Economy
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Cheap flight deals from San José to Kentucky

Cheapest flights from San José to Kentucky
Explore the most affordable flight options available from San José to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2026.

This United Airlines deal was found by Cheapflights users on 7/29. 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.
Mon 12/2112:30 pm
SJO
-
BNA
1 stop9h 34m
United Airlines
Thu 12/316:20 am
BNA
-
SJO
1 stop16h 12m
United Airlines
Deal found 7/29$333
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.
Thu 9/177:55 am
SJO
-
BNA
1 stop24h 32m
United Airlines
Tue 9/226:30 am
BNA
-
SJO
1 stop6h 51m
United Airlines
Deal found 7/26$335
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Sun 9/207:55 am
SJO
-
BNA
2 stops23h 55m
United Airlines
Fri 9/256:00 am
BNA
-
SJO
2 stops14h 37m
United Airlines
Deal found 7/29$338
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:29 pm
SJO
-
BNA
1 stop23h 05m
American Airlines
Thu 9/106:12 pm
BNA
-
SJO
1 stop20h 45m
American Airlines
Deal found 7/29$339
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 10/76:00 am
SJO
-
BNA
1 stop9h 54m
American Airlines
Sat 10/107:31 pm
BNA
-
SJO
1 stop19h 29m
American Airlines
Deal found 7/26$340
This Avianca 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:35 pm
SJO
-
BNA
2 stops15h 57m
Multiple Airlines
Sun 10/118:30 pm
BNA
-
SJO
2 stops13h 00m
Multiple Airlines
Deal found 7/26$343
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.
Sun 11/13:54 pm
SJO
-
BNA
1 stop18h 33m
American Airlines
Thu 11/1211:17 am
BNA
-
SJO
1 stop9h 33m
American Airlines
Deal found 7/26$345
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.
Tue 9/87:00 am
SJO
-
BNA
1 stop12h 16m
American Airlines
Mon 9/145:00 am
BNA
-
SJO
1 stop9h 57m
American Airlines
Deal found 7/26$360
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 9/37:55 am
SJO
-
BNA
1 stop13h 50m
United Airlines
Tue 9/86:30 am
BNA
-
SJO
1 stop6h 51m
United Airlines
Deal found 7/29$379
This United Airlines deal was found by Cheapflights users on 7/28. 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.
Mon 8/312:44 pm
SJO
-
BNA
2 stops24h 05m
United Airlines
Mon 8/108:40 am
BNA
-
SJO
1 stop14h 59m
United Airlines
Deal found 7/28$381
This United Airlines deal was found by Cheapflights users on 7/28. 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.
Thu 9/171:25 pm
SJO
-
SDF
2 stops18h 29m
United Airlines
Tue 9/227:25 am
SDF
-
SJO
1 stop6h 56m
United Airlines
Deal found 7/28$387
This United Airlines deal was found by Cheapflights users on 7/30. 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 9/231:25 pm
SJO
-
SDF
2 stops18h 09m
United Airlines
Tue 9/297:25 am
SDF
-
SJO
1 stop6h 56m
United Airlines
Deal found 7/30$401

Find flight deals from San José to Kentucky

Keep the following information in mind while searching for San José to Kentucky flight deals. Data was last updated July 31, 2026.

Round-trip from

$333
(American Airlines)

One-way from

$192
(United Airlines)

Popular in

August

Cheapest in

February

Average price

$457
From San José Juan Santamaria Intl to Kentucky
Search Deals
One-way flight from San José Juan Santamaria Intl to Kentucky
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 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 San José to Kentucky 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 31, 2026.
Use the filters below to find and compare flights from San José to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Fri 10/9

7:55 am-8:40 am

2 stops23h 45m

Nashville Intl

Wed 10/14

10:29 am-12:21 pm

2 stops26h 52m

$338

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Fri 9/18

1:25 pm-10:37 am

2 stops44h 12m

Nashville Intl

Wed 9/23

6:42 pm-7:37 pm

2 stops25h 55m

$379

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Thu 9/17

7:55 am-8:50 am

2 stops23h 55m

Nashville Intl

Thu 9/24

6:34 pm-7:37 pm

2 stops26h 03m

$384

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Fri 9/18

1:00 pm-9:23 am

1 stop19h 23m

Nashville Intl

Wed 9/23

6:12 pm-1:57 pm

1 stop20h 45m

$396

San JoséLouisville

SJO - SDF

SJOSDF

San José Juan Santamaria Intl

Wed 9/23

1:25 pm-9:34 am

2 stops18h 09m

Louisville Intl

Tue 9/29

7:25 am-7:37 pm

1 stop14h 12m

$401

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Thu 12/24

1:15 am-3:34 pm

1 stop14h 19m

Nashville Intl

Fri 1/1

6:20 am-10:32 pm

1 stop16h 12m

$421

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Tue 9/8

7:55 am-8:50 am

2 stops23h 55m

Nashville Intl

Mon 9/14

5:03 pm-12:21 pm

2 stops20h 18m

$424

San JoséLouisville

SJO - SDF

SJOSDF

San José Juan Santamaria Intl

Thu 9/17

1:25 pm-9:54 am

2 stops18h 29m

Louisville Intl

Tue 9/22

1:50 pm-12:21 pm

2 stops24h 31m

$430

San JoséCincinnati

SJO - CVG

SJOCVG

San José Juan Santamaria Intl

Wed 10/14

8:55 am-5:33 pm

1 stop6h 38m

Cincinnati Cinci./N. Kentucky

Mon 10/19

2:19 pm-3:11 pm

1 stop26h 52m

$456

San JoséLouisville

SJO - SDF

SJOSDF

San José Juan Santamaria Intl

Wed 9/16

1:25 pm-11:56 pm

2 stops32h 31m

Louisville Intl

Wed 9/23

1:50 pm-7:37 pm

2 stops31h 47m

$471

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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

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

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

Currently, January is the cheapest month in which you can book a flight from San José to Kentucky (average of $375). Flying from San José to Kentucky in August is currently the most expensive (average of $685). 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 San José to Kentucky?

Airfare is below average for this route at the moment.
San José to Kentucky flights typically cost between $588 and $671 in September.
The cheapest round-trip price found within the last 5 days was $387 on United Airlines (Sep 17-Sep 22).

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated July 31, 2026.
Peruse reviews from past customers who have flown with American Airlines from San José to Kentucky to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,841 reviews

Entertainment

6.8

Food

6.4

Boarding

7.5

Comfort

7.2

Crew

7.9

Overall

7.1

Reviews

1 / 20
10.0
Excellent

Linda,Jul 2026

ROA - CLT

Very helpful and friendly people who pushed me where I needed to go
American Airlines
7.1
Good
11,841 reviews
American Airlines
7.1
Good
11,841 reviews

Entertainment

6.8

Food

6.4

Boarding

7.5

Comfort

7.2

Crew

7.9

Overall

7.1

Reviews

1 / 20
10.0
Excellent

Linda,Jul 2026

ROA - CLT

Very helpful and friendly people who pushed me where I needed to go

Related info for your journey

Find useful and relevant information for your journey from San José to Kentucky. 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 from for flights from San José to Kentucky?

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

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

    United Airlines and American Airlines can get you from San José to Kentucky in just under 19h 23m. Your travel time can differ by up to 4h 22m. The distance from San José to Kentucky is about 1811 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 San José to Kentucky one-way?

    One-way options have recently been found by users for as low as $161 on American Airlines. Other airlines that offer cheap prices include United Airlines from $161 and Delta from $203 one-way.

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

    When deciding which route to take from San José to Kentucky consider San José Juan Santamaria Intl - Nashville Intl, San José Juan Santamaria Intl - Louisville Intl or San José Juan Santamaria Intl - Knoxville McGhee Tyson as they are the most popular.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from San José to Kentucky (average of $375). Flying from San José to Kentucky in August is currently the most expensive (average of $685). 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

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Top airline flying from San José to Kentucky

Discover the top airline that operate flights from San José to Kentucky. 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 31, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$357Average$495FlexibilityNo cancel feeOn-time71%

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