HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kentucky

$183+ 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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — SDF
Jun 26 — Jul 31
Fri 6/26
Fri 7/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San José to Kentucky with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 May 27, 2026.

This United Airlines deal was found by Cheapflights users on 5/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:20 pm
SJO
-
BNA
1 stop7h 42m
United Airlines
Mon 11/166:00 pm
BNA
-
SJO
2 stops17h 25m
United Airlines
Deal found 5/22$302
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/612:30 am
SJO
-
BNA
1 stop16h 57m
United Airlines
Sat 8/16:24 pm
BNA
-
SJO
2 stops16h 47m
United Airlines
Deal found 5/27$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 9/227:55 am
SJO
-
BNA
1 stop9h 50m
United Airlines
Sat 9/268:45 am
BNA
-
SJO
1 stop11h 52m
United Airlines
Deal found 5/24$316
This American Airlines deal was found by Cheapflights users on 5/22. 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.
Tue 11/101:23 pm
SJO
-
BNA
1 stop10h 17m
American Airlines
Mon 11/166:07 pm
BNA
-
SJO
1 stop18h 15m
American Airlines
Deal found 5/22$322
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/27:55 am
SJO
-
BNA
2 stops28h 54m
United Airlines
Tue 8/46:30 am
BNA
-
SJO
1 stop28h 41m
United Airlines
Deal found 5/25$334
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3011:13 am
SJO
-
BNA
2 stops20h 38m
United Airlines
Sat 6/66:30 pm
BNA
-
SJO
2 stops29h 09m
United Airlines
Deal found 5/26$347
This Ovago 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/301:20 pm
SJO
-
BNA
Nonstop7h 42m
Azul
Tue 11/36:00 pm
BNA
-
SJO
1 stop17h 25m
Azul
Deal found 5/26$358
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/27:55 am
SJO
-
BNA
1 stop13h 47m
United Airlines
Mon 8/36:42 pm
BNA
-
SJO
1 stop16h 29m
United Airlines
Deal found 5/25$360
This Ovago 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:20 pm
SJO
-
BNA
Nonstop7h 42m
Multiple Airlines
Mon 11/166:22 pm
BNA
-
SJO
2 stops17h 03m
Multiple Airlines
Deal found 5/25$361
This United Airlines deal was found by Cheapflights users on 5/23. 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.
Wed 7/112:30 am
SJO
-
BNA
1 stop21h 12m
United Airlines
Thu 7/306:42 pm
BNA
-
SJO
1 stop16h 29m
United Airlines
Deal found 5/23$365
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:55 am
SJO
-
SDF
1 stop12h 20m
United Airlines
Mon 9/217:25 am
SDF
-
SJO
1 stop14h 12m
United Airlines
Deal found 5/27$472
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.
Wed 9/162:57 pm
SJO
-
SDF
2 stops18h 13m
American Airlines
Mon 9/217:27 pm
SDF
-
SJO
2 stops19h 32m
American Airlines
Deal found 5/27$485

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 May 27, 2026.

Round-trip from

$302
(United Airlines)

One-way from

$183
(United Airlines)

Popular in

March

Cheapest in

August

Average price

$420
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. 5% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 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 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 May 27, 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

Tue 11/10

2:20 pm-10:02 pm

1 stop7h 42m

Nashville Intl

Mon 11/16

6:00 pm-11:25 am

2 stops17h 25m

$302

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Sat 10/24

7:55 am-6:40 pm

1 stop9h 45m

Nashville Intl

Tue 10/27

6:00 pm-10:25 am

1 stop17h 25m

$316

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Sun 11/1

8:45 am-10:02 pm

1 stop13h 17m

Nashville Intl

Thu 11/12

8:30 am-11:25 am

1 stop26h 55m

$334

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Mon 9/28

7:55 am-6:40 pm

1 stop9h 45m

Nashville Intl

Mon 10/5

1:37 pm-12:21 pm

2 stops23h 44m

$334

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Fri 9/11

12:44 pm-3:47 pm

2 stops26h 03m

Nashville Intl

Tue 9/15

8:45 am-7:37 pm

1 stop11h 52m

$334

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Tue 7/14

7:55 am-9:29 am

2 stops24h 34m

Nashville Intl

Tue 7/28

1:35 pm-10:11 am

2 stops21h 36m

$408

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Wed 7/29

12:44 pm-1:49 pm

2 stops24h 05m

Nashville Intl

Wed 8/5

11:10 am-10:11 am

1 stop24h 01m

$408

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Sun 7/5

12:30 am-10:42 pm

1 stop21h 12m

Nashville Intl

Fri 7/31

3:08 pm-10:39 pm

1 stop8h 31m

$423

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Thu 8/6

12:30 am-6:47 pm

2 stops17h 17m

Nashville Intl

Wed 8/12

6:42 pm-12:21 pm

2 stops18h 39m

$434

San JoséNashville

SJO - BNA

SJOBNA

San José Juan Santamaria Intl

Sat 9/5

1:25 pm-12:35 pm

2 stops22h 10m

Nashville Intl

Wed 9/30

7:25 am-7:37 pm

2 stops13h 12m

$434

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/26

Showing 1-10 of 45 resultsSorted by cheapest first
1
2
3
...
5

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, August is the cheapest month in which you can book a flight from San José to Kentucky (average of $124). Flying from San José to Kentucky in July is currently the most expensive (average of $359). 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?

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 May 27, 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
11,639 reviews

Food

6.4

Crew

7.9

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Overall

7.1

Reviews

1 / 20
10.0
Excellent

Beatriz,May 2026

HEL - DFW

Very modern and confortable plane. Dinner was delicious. Whole crew were polite and perfect.
American Airlines
7.1
Good
11,639 reviews
American Airlines
7.1
Good
11,639 reviews

Food

6.4

Crew

7.9

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Overall

7.1

Reviews

1 / 20
10.0
Excellent

Beatriz,May 2026

HEL - DFW

Very modern and confortable plane. Dinner was delicious. Whole crew were polite and perfect.

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, Delta, and American Airlines can get you from San José to Kentucky in just under 7h 42m. Your travel time can differ by up to 8h 59m. 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 - Knoxville McGhee Tyson or San José Juan Santamaria Intl - Louisville Intl 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, August is the cheapest month in which you can book a flight from San José to Kentucky (average of $124). Flying from San José to Kentucky in July is currently the most expensive (average of $359). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 May 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$357Average$495FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
Cookie settings©2026 Cheapflights