$215+ Cheap flights from Kentucky to San José (SJO)
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 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJO
Oct 24 — Oct 311
Round-trip
1 adult, Economy
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Find cheap flights from Kentucky to San José 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 Kentucky to San José
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Cheapest flights from Kentucky to San JoséExplore 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 September 24, 2026.
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 September 24, 2026.
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Tue 10/137:12 pm -
2 stops18h 48m
Tue 10/206:00 am -
1 stop15h 39m
Deal found 9/19![American Airlines logo]()
$498
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:05 am -
1 stop6h 55m
Thu 11/122:37 pm -
1 stop8h 33m
Deal found 9/21![Delta logo]()
$537
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:18 pm -
2 stops17h 42m
Mon 11/26:20 am -
2 stops10h 23m
Deal found 9/21![American Airlines logo]()
$542
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 11/261:14 pm -
2 stops25h 32m
Wed 12/23:54 pm -
2 stops18h 26m
Deal found 9/22![American Airlines logo]()
$559
This American Airlines deal was found by Cheapflights users on 9/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:10 pm -
1 stop19h 57m
Sun 11/153:54 pm -
2 stops16h 44m
Deal found 9/23![American Airlines logo]()
$575
This Delta deal was found by Cheapflights users on 9/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:05 am -
1 stop6h 55m
Tue 10/201:25 pm -
1 stop8h 34m
Deal found 9/19![Delta logo]()
$577
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.
Sun 11/159:02 am -
2 stops29h 49m
Sat 11/215:55 pm -
2 stops15h 39m
Deal found 9/22![Copa Airlines logo]()
$629
This Delta deal was found by Cheapflights users on 9/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2212:50 pm -
1 stop10h 25m
Tue 12/157:00 am -
1 stop6h 47m
Deal found 9/23![Delta logo]()
$630
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/188:18 pm -
2 stops17h 42m
Sun 10/256:00 am -
1 stop15h 45m
Deal found 9/20![American Airlines logo]()
$631
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.
Mon 11/911:16 am -
1 stop9h 37m
Thu 11/128:45 am -
1 stop10h 48m
Deal found 9/22![United Airlines logo]()
$632
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:18 pm -
2 stops17h 42m
Sun 10/183:01 pm -
2 stops19h 09m
Deal found 9/20![American Airlines logo]()
$633
This Delta deal was found by Cheapflights users on 9/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2412:50 pm -
1 stop10h 25m
Sun 12/62:37 pm -
1 stop8h 27m
Deal found 9/19![Delta logo]()
$650
Best flights from Kentucky to San JoséDiscover carefully curated flight deals from Kentucky to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
Discover carefully curated flight deals from Kentucky to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
This United Airlines deal was found by Cheapflights users on 9/23. 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 1/278:55 am -
2 stops10h 21m
Mon 2/11:15 am -
1 stop11h 18m
Deal found 9/23![United Airlines logo]()
$472
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:05 am -
1 stop6h 55m
Thu 11/122:37 pm -
1 stop8h 33m
Deal found 9/21![Delta logo]()
$537
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.
Thu 1/218:55 am -
2 stops24h 22m
Mon 1/255:52 pm -
2 stops25h 40m
Deal found 9/22![Copa Airlines logo]()
$561
This Copa Airlines deal was found by Cheapflights users on 9/19. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/178:55 am -
2 stops23h 07m
Sun 1/316:01 pm -
2 stops24h 33m
Deal found 9/19![Copa Airlines logo]()
$569
This Delta deal was found by Cheapflights users on 9/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:05 am -
1 stop6h 55m
Tue 10/201:25 pm -
1 stop8h 34m
Deal found 9/19![Delta logo]()
$577
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Mon 11/911:16 am -
1 stop9h 37m
Thu 11/128:45 am -
1 stop10h 48m
Deal found 9/19![United Airlines logo]()
$632
This Delta deal was found by Cheapflights users on 9/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2412:50 pm -
1 stop10h 25m
Sun 12/62:37 pm -
1 stop8h 27m
Deal found 9/19![Delta logo]()
$650
This Copa Airlines deal was found by Cheapflights users on 9/23. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/89:02 am -
2 stops25h 05m
Sun 11/156:10 pm -
2 stops15h 24m
Deal found 9/23![Copa Airlines logo]()
$660
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/177:00 am -
1 stop6h 45m
Sun 1/317:05 am -
1 stop15h 57m
Deal found 9/21![Delta logo]()
$658
This United Airlines deal was found by Cheapflights users on 9/23. 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.
Sun 11/225:25 am -
2 stops15h 28m
Tue 12/1511:28 pm -
2 stops12h 34m
Deal found 9/23![United Airlines logo]()
$777
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.
Sat 11/79:00 am -
2 stops27h 25m
Wed 11/1111:28 pm -
2 stops23h 26m
Deal found 9/22![United Airlines logo]()
$799
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.
Sun 11/226:00 am -
1 stop17h 15m
Fri 11/277:00 am -
1 stop7h 06m
Deal found 9/22![Delta logo]()
$781
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.
Mon 3/159:00 am -
1 stop28h 15m
Fri 3/1912:15 am -
2 stops18h 03m
Deal found 9/21![United Airlines logo]()
$1,010
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/213:38 pm -
1 stop7h 37m
Mon 12/147:00 am -
1 stop11h 12m
Deal found 9/20![Delta logo]()
$943
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/273:45 pm -
1 stop7h 01m
Sun 1/317:05 am -
1 stop6h 55m
Deal found 9/20![Delta logo]()
$1,018
Last-minute flights from Kentucky to San JoséDiscover last-minute flight deals from Kentucky to San José. Data last updated September 24, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to San José. Data last updated September 24, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Tue 9/295:59 pm -
2 stops21h 00m
Fri 10/26:00 am -
2 stops13h 27m
Deal found 9/19![American Airlines logo]()
$719
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:20 am -
2 stops13h 20m
Sun 10/119:00 am -
1 stop13h 15m
Deal found 9/22![Southwest logo]()
$721
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:18 pm -
2 stops17h 42m
Sun 10/183:01 pm -
2 stops19h 09m
Deal found 9/20![American Airlines logo]()
$633
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Tue 10/137:12 pm -
2 stops18h 48m
Tue 10/206:00 am -
1 stop15h 39m
Deal found 9/19![American Airlines logo]()
$498
This Delta deal was found by Cheapflights users on 9/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:05 am -
1 stop6h 55m
Tue 10/201:25 pm -
1 stop8h 34m
Deal found 9/19![Delta logo]()
$577
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/188:18 pm -
2 stops17h 42m
Sun 10/256:00 am -
1 stop15h 45m
Deal found 9/20![American Airlines logo]()
$631
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:18 pm -
2 stops17h 42m
Mon 11/26:20 am -
2 stops10h 23m
Deal found 9/21![American Airlines logo]()
$542
One-way flights from Kentucky to San JoséSearch for one-way flight options from Kentucky to San José. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
Search for one-way flight options from Kentucky to San José. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Tue 1/196:09 am -
1 stop7h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![American Airlines logo]()
$215
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.
Sun 11/2210:23 am -
1 stop12h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Delta logo]()
$314
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.
Mon 10/56:00 am -
2 stops29h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Copa Airlines logo]()
$327
This United Airlines deal was found by Cheapflights users on 9/23. 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.
Sun 11/226:18 pm -
1 stop19h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![United Airlines logo]()
$358
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.
Sun 11/226:15 pm -
2 stops26h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$389
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.
Sun 10/48:11 pm -
2 stops17h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![GOL logo]()
$394
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.
Mon 10/56:30 pm -
1 stop19h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$401
This American Airlines deal was found by Cheapflights users on 9/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:54 am -
2 stops15h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$408
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:53 pm -
3 stops31h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:09 pm -
3 stops28h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$434
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1110:50 am -
3 stops46h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Avianca logo]()
$444
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Fri 12/117:05 am -
1 stop14h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![United Airlines logo]()
$489
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 September 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $472 (Delta) |
One-way from | $215 (American Airlines) |
Popular in | April |
Cheapest in | February |
Average price | $587 |
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 7,457,451 searches. Data last updated September 24, 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
Cheapest round-trip
LouisvilleSan José
SDF Louisville Intl - SJO San José Juan Santamaria Intl
SDFSJO
Louisville Intl
Tue 1/19
6:09 am-12:30 pm
1 stop7h 21m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$215
LexingtonSan José
LEX Lexington Blue Grass - SJO San José Juan Santamaria Intl
LEXSJO
Lexington Blue Grass
Sun 11/22
10:23 am-10:15 pm
1 stop12h 52m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$314
Quickest round-trip
LexingtonSan José
LEX Lexington Blue Grass - SJO San José Juan Santamaria Intl
LEXSJO
Lexington Blue Grass
Fri 12/11
7:05 am-1:12 pm
1 stop7h 07m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$314
LouisvilleSan José
SDF Louisville Intl - SJO San José Juan Santamaria Intl
SDFSJO
Louisville Intl
Sun 11/22
9:02 am-7:02 am
2 stops23h 00m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$327
LouisvilleSan José
SDF Louisville Intl - SJO San José Juan Santamaria Intl
SDFSJO
Louisville Intl
Mon 10/5
6:00 am-9:04 am
2 stops29h 04m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$327
LexingtonSan José
LEX Lexington Blue Grass - SJO San José Juan Santamaria Intl
LEXSJO
Lexington Blue Grass
Sun 11/22
6:15 pm-7:53 pm
2 stops26h 38m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$389
LouisvilleSan José
SDF Louisville Intl - SJO San José Juan Santamaria Intl
SDFSJO
Louisville Intl
Sun 10/4
8:11 pm-12:00 pm
2 stops17h 49m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$394
LouisvilleSan José
SDF Louisville Intl - SJO San José Juan Santamaria Intl
SDFSJO
Louisville Intl
Mon 10/5
6:30 pm-11:38 am
1 stop19h 08m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$401
LexingtonSan José
LEX Lexington Blue Grass - SJO San José Juan Santamaria Intl
LEXSJO
Lexington Blue Grass
Fri 12/11
10:50 am-8:35 am
3 stops46h 45m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$444
LouisvilleSan José
SDF Louisville Intl - SJO San José Juan Santamaria Intl
SDFSJO
Louisville Intl
Wed 1/27
8:55 am-6:16 pm
2 stops10h 21m
San José Juan Santamaria Intl
Mon 2/1
1:15 am-1:33 pm
1 stop11h 18m
$472
Showing 1-10 of 25 resultsSorted by cheapest first
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.
SDF-SJO
LEX-SJO
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
USKY-SJO
SDF-SJO
LEX-SJO
What is the cheapest month to book a flight from Kentucky to San José?
Currently, January is the cheapest month in which you can book a flight from Kentucky to San José (average of $514). Flying from Kentucky to San José in October is currently the most expensive (average of $910). 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 Kentucky to San José?
Airfare is typical for this route at the moment.
Kentucky to San José flights typically cost between $454 and $792 in November.The cheapest round-trip price found within the last 5 days was $472 on Delta (Nov 15-Nov 24).
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.
Traveling to a place near San José?
Book flights to San José if you plan to visit one of these locationsAlajuela
Jacó
Heredia
Dominical
Manuel Antonio
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Kentucky and San José flights
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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 7,457,451 searches. Data last updated September 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$351 | Average$679 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$371 | Average$533 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$371 | Average$656 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$537 | Average$732 | FlexibilityNo cancel fee | On-time63% |