$395+ Cheap flights from San José (SJO) to Kentucky
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — SDF
Oct 25 — Nov 11
Round-trip
1 adult, Economy
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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
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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
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Cheapest flights from San José to KentuckyExplore 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 September 25, 2026.
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 September 25, 2026.
This United Airlines deal was found by Cheapflights users on 9/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:28 pm -
2 stops18h 04m
Tue 11/175:10 am -
2 stops15h 43m
Deal found 9/21![United Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 9/22. 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.
Thu 10/223:01 pm -
2 stops16h 31m
Sat 11/74:46 pm -
1 stop21h 21m
Deal found 9/22![American Airlines logo]()
$486
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Thu 11/58:45 am -
1 stop12h 13m
Mon 11/911:16 am -
1 stop9h 37m
Deal found 9/22![United Airlines logo]()
$508
This American Airlines deal was found by Cheapflights users on 9/22. 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 11/102:07 pm -
1 stop25h 08m
Tue 11/175:44 am -
1 stop8h 23m
Deal found 9/22![American Airlines logo]()
$525
This BusinessClass deal was found by Cheapflights users on 9/22. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:01 pm -
2 stops16h 31m
Sat 11/77:02 pm -
2 stops18h 59m
Deal found 9/22![GOL logo]()
$526
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Sun 11/111:28 pm -
1 stop23h 02m
Sun 11/87:00 am -
1 stop29h 25m
Deal found 9/24![United Airlines logo]()
$534
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Thu 11/1912:35 pm -
1 stop8h 23m
Tue 11/245:57 pm -
2 stops26h 56m
Deal found 9/22![United Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 9/25. 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 11/196:00 am -
1 stop17h 23m
Tue 11/246:00 am -
1 stop17h 49m
Deal found 9/25![American Airlines logo]()
$568
This Copa Airlines deal was found by Cheapflights users on 9/25. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/195:55 pm -
2 stops25h 57m
Tue 11/249:17 am -
2 stops26h 42m
Deal found 9/25![Copa Airlines logo]()
$589
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Wed 10/141:25 pm -
2 stops18h 03m
Sun 10/186:00 am -
2 stops32h 21m
Deal found 9/22![United Airlines logo]()
$876
Best flights from San José to KentuckyDiscover carefully curated flight deals from San José to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 25, 2026.
Discover carefully curated flight deals from San José to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 25, 2026.
This United Airlines deal was found by Cheapflights users on 9/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:28 pm -
1 stop23h 02m
Tue 11/1711:17 am -
1 stop9h 36m
Deal found 9/21![United Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 9/22. 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.
Thu 10/223:01 pm -
2 stops16h 31m
Sat 11/74:46 pm -
1 stop21h 21m
Deal found 9/22![American Airlines logo]()
$486
This United Airlines deal was found by Cheapflights users on 9/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/58:45 am -
1 stop12h 13m
Mon 11/911:16 am -
1 stop9h 37m
Deal found 9/21![United Airlines logo]()
$508
This American Airlines deal was found by Cheapflights users on 9/22. 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 11/102:07 pm -
1 stop25h 08m
Tue 11/175:44 am -
1 stop8h 23m
Deal found 9/22![American Airlines logo]()
$525
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Sun 11/111:28 pm -
1 stop20h 06m
Sun 11/85:10 am -
2 stops31h 15m
Deal found 9/24![United Airlines logo]()
$534
This American Airlines deal was found by Cheapflights users on 9/25. 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 11/196:00 am -
2 stops17h 20m
Tue 11/246:00 am -
1 stop17h 49m
Deal found 9/25![American Airlines logo]()
$573
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Thu 11/1912:35 pm -
1 stop8h 23m
Tue 11/245:57 pm -
2 stops26h 56m
Deal found 9/22![United Airlines logo]()
$535
Last-minute flights from San José to KentuckyDiscover last-minute flight deals from San José to Kentucky. Data last updated September 25, 2026 and is based on user searches.
Discover last-minute flight deals from San José to Kentucky. Data last updated September 25, 2026 and is based on user searches.
This Copa Airlines deal was found by Cheapflights users on 9/20. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/245:55 pm -
2 stops24h 36m
Sun 9/279:04 am -
2 stops14h 44m
Deal found 9/20![Copa Airlines logo]()
$667
This United Airlines deal was found by Cheapflights users on 9/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:25 pm -
1 stop28h 30m
Sun 9/279:04 am -
2 stops29h 17m
Deal found 9/20![United Airlines logo]()
$698
This Copa Airlines deal was found by Cheapflights users on 9/22. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/254:08 am -
2 stops14h 23m
Wed 9/306:00 am -
2 stops27h 10m
Deal found 9/22![Copa Airlines logo]()
$674
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Fri 9/257:55 am -
1 stop12h 15m
Wed 9/305:15 am -
2 stops16h 22m
Deal found 9/22![United Airlines logo]()
$705
This American Airlines deal was found by Cheapflights users on 9/22. 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 9/292:57 pm -
2 stops20h 09m
Thu 10/15:43 pm -
2 stops20h 16m
Deal found 9/22![American Airlines logo]()
$905
This Delta deal was found by Cheapflights users on 9/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:19 pm -
1 stop8h 40m
Thu 10/16:00 am -
1 stop7h 54m
Deal found 9/22![Delta logo]()
$1,364
This Gotogate deal was found by Cheapflights users on 9/22. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/295:25 pm -
3 stops38h 03m
Thu 10/16:05 pm -
2 stops16h 45m
Deal found 9/22![Avianca logo]()
$3,793
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Thu 10/17:55 am -
2 stops23h 33m
Fri 10/26:05 pm -
2 stops27h 32m
Deal found 9/22![United Airlines logo]()
$1,047
This KAYAK deal was found by Cheapflights users on 9/22. 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.
Thu 10/16:00 am -
2 stops10h 44m
Fri 10/27:00 pm -
1 stop20h 57m
Deal found 9/22![GOL logo]()
$2,386
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Wed 10/141:25 pm -
2 stops18h 03m
Sun 10/186:00 am -
2 stops32h 21m
Deal found 9/22![United Airlines logo]()
$876
This American Airlines deal was found by Cheapflights users on 9/22. 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.
Thu 10/223:01 pm -
2 stops16h 31m
Sat 11/74:46 pm -
1 stop21h 21m
Deal found 9/22![American Airlines logo]()
$486
This BusinessClass deal was found by Cheapflights users on 9/22. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:01 pm -
2 stops16h 31m
Sat 11/77:02 pm -
2 stops18h 59m
Deal found 9/22![GOL logo]()
$526
One-way flights from San José to KentuckySearch for one-way flight options from San José to Kentucky. Find affordable one-way fares based on user searches. Data last updated September 25, 2026.
Search for one-way flight options from San José to Kentucky. Find affordable one-way fares based on user searches. Data last updated September 25, 2026.
This Southwest deal was found by Cheapflights users on 9/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:00 am -
1 stop8h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Southwest logo]()
$395
This American Airlines deal was found by Cheapflights users on 9/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:01 pm -
2 stops19h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![American Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 9/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/47:05 am -
1 stop8h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Delta logo]()
$926
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Fri 1/11:15 am -
1 stop11h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![United Airlines logo]()
$1,040
This Delta deal was found by Cheapflights users on 9/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/37:00 am -
1 stop7h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Delta logo]()
$1,056
This deal was found by Cheapflights users on 9/24. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/311:35 am -
1 stop11h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![American Airlines logo]()
$1,329
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 September 25, 2026.
Round-trip from | $465 (United Airlines) |
|---|---|
One-way from | $395 (Southwest) |
Popular in | September |
Cheapest in | February |
Average price | $661 |
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 7,457,451 searches. Data last updated September 25, 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
Cheapest round-trip
Quickest round-trip
San JoséLouisville
SJO San José Juan Santamaria Intl - SDF Louisville Intl
SJOSDF
San José Juan Santamaria Intl
Sat 10/10
9:00 am-7:25 pm
1 stop8h 25m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$395
San JoséLouisville
SJO San José Juan Santamaria Intl - SDF Louisville Intl
SJOSDF
San José Juan Santamaria Intl
Tue 11/3
11:28 pm-11:30 pm
1 stop23h 02m
Louisville Intl
Tue 11/17
11:17 am-7:53 pm
1 stop9h 36m
$465
San JoséLouisville
SJO San José Juan Santamaria Intl - SDF Louisville Intl
SJOSDF
San José Juan Santamaria Intl
Thu 10/22
3:01 pm-9:32 am
2 stops16h 31m
Louisville Intl
Sat 11/7
4:46 pm-1:07 pm
1 stop21h 21m
$486
San JoséLouisville
SJO San José Juan Santamaria Intl - SDF Louisville Intl
SJOSDF
San José Juan Santamaria Intl
Thu 11/5
8:45 am-9:58 pm
1 stop12h 13m
Louisville Intl
Mon 11/9
11:16 am-7:53 pm
1 stop9h 37m
$508
San JoséLexington
SJO San José Juan Santamaria Intl - LEX Lexington Blue Grass
SJOLEX
San José Juan Santamaria Intl
Tue 11/10
2:07 pm-4:15 pm
1 stop25h 08m
Lexington Blue Grass
Tue 11/17
5:44 am-1:07 pm
1 stop8h 23m
$525
San JoséLouisville
SJO San José Juan Santamaria Intl - SDF Louisville Intl
SJOSDF
San José Juan Santamaria Intl
Sun 11/1
11:28 pm-8:34 pm
1 stop20h 06m
Louisville Intl
Sun 11/8
5:10 am-11:25 am
2 stops31h 15m
$534
San JoséLouisville
SJO San José Juan Santamaria Intl - SDF Louisville Intl
SJOSDF
San José Juan Santamaria Intl
Thu 11/19
12:35 pm-9:58 pm
1 stop8h 23m
Louisville Intl
Tue 11/24
5:57 pm-7:53 pm
2 stops26h 56m
$535
San JoséLouisville
SJO San José Juan Santamaria Intl - SDF Louisville Intl
SJOSDF
San José Juan Santamaria Intl
Thu 11/19
6:00 am-12:20 am
2 stops17h 20m
Louisville Intl
Tue 11/24
6:00 am-10:49 pm
1 stop17h 49m
$573
San JoséLouisville
SJO San José Juan Santamaria Intl - SDF Louisville Intl
SJOSDF
San José Juan Santamaria Intl
Mon 1/4
7:05 am-4:51 pm
1 stop8h 46m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$926
San JoséLouisville
SJO San José Juan Santamaria Intl - SDF Louisville Intl
SJOSDF
San José Juan Santamaria Intl
Mon 1/4
8:45 am-9:58 pm
1 stop12h 13m
Louisville Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$1,040
Showing 1-10 of 11 resultsSorted by cheapest first
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.
SJO-SDF
SJO-LEX
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
SJO-USKY
SJO-SDF
SJO-LEX
What is the cheapest month to book a flight from San José to Kentucky?
Currently, February is the cheapest month in which you can book a flight from San José to Kentucky (average of $359). Flying from San José to Kentucky in September is currently the most expensive (average of $661). 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 typical for this route at the moment.
San José to Kentucky flights typically cost between $458 and $626 in November.The cheapest round-trip price found within the last 5 days was $465 on United Airlines (Nov 3-Nov 17).
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 September 25, 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.
Entertainment
6.8
Overall
7.0
Food
6.4
Comfort
7.2
Crew
7.9
Boarding
7.4
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
Entertainment
6.8
Overall
7.0
Food
6.4
Comfort
7.2
Crew
7.9
Boarding
7.4
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
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.
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Complete your trip
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Find flights from San José to Kentucky, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San José and Kentucky flights
Browse other San José and Kentucky flight options. Last updated on September 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
San José to Kentucky flights
Consider these flights traveling from San José to Kentucky.
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 7,457,451 searches. Data last updated September 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$357 | Average$505 | FlexibilityNo cancel fee | On-time71% |