$145+ Cheap flights from Oakland, CA (OAK) 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SDF
Oct 16 — Oct 231
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Kentucky with Cheapflights
1. Tell us where you want to go
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Cheapest flights from Oakland to KentuckyExplore the most affordable flight options available from Oakland to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
Explore the most affordable flight options available from Oakland to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/269:50 am -
1 stop9h 05m
Thu 11/59:41 pm -
1 stop13h 42m
Deal found 9/11![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Thu 11/510:18 am -
1 stop8h 28m
Mon 11/99:41 pm -
1 stop16h 12m
Deal found 9/14![Frontier logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/2210:17 am -
1 stop8h 32m
Mon 10/269:55 pm -
1 stop15h 58m
Deal found 9/13![Frontier logo]()
$211
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 10/288:10 am -
1 stop7h 40m
Tue 11/37:30 pm -
1 stop7h 00m
Deal found 9/15![Southwest logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/1112:48 pm -
1 stop29h 58m
Mon 11/169:41 pm -
1 stop16h 12m
Deal found 9/13![Frontier logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Fri 11/610:18 am -
1 stop8h 28m
Mon 11/99:41 pm -
1 stop16h 12m
Deal found 9/14![Frontier logo]()
$270
This Southwest deal was found by Cheapflights users on 9/15. 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.
Tue 10/611:55 pm -
1 stop7h 10m
Fri 10/97:50 pm -
1 stop7h 25m
Deal found 9/15![Southwest logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/1112:48 pm -
1 stop29h 58m
Thu 11/199:41 pm -
1 stop14h 48m
Deal found 9/10![Frontier logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/2112:47 pm -
1 stop30h 02m
Sun 10/259:44 pm -
1 stop13h 21m
Deal found 9/11![Frontier logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/2812:48 pm -
1 stop29h 58m
Fri 10/309:41 pm -
1 stop16h 12m
Deal found 9/13![Frontier logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/2112:47 pm -
1 stop30h 02m
Mon 10/269:55 pm -
1 stop15h 58m
Deal found 9/15![Frontier logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/199:50 am -
1 stop9h 05m
Fri 10/239:55 pm -
1 stop15h 57m
Deal found 9/14![Frontier logo]()
$296
Best flights from Oakland to KentuckyDiscover carefully curated flight deals from Oakland to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
Discover carefully curated flight deals from Oakland to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
This Southwest deal was found by Cheapflights users on 9/15. 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.
Tue 11/176:30 am -
1 stop5h 55m
Wed 11/188:40 am -
1 stop7h 05m
Deal found 9/15![Southwest logo]()
$260
This Delta deal was found by Cheapflights users on 9/10. 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 11/105:55 am -
2 stops9h 28m
Wed 11/182:10 pm -
2 stops11h 45m
Deal found 9/10![Delta logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Thu 11/510:18 am -
1 stop7h 25m
Sun 11/86:30 am -
2 stops29h 53m
Deal found 9/12![Multiple Airlines logo]()
$441
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:53 pm -
1 stop22h 16m
Mon 11/28:36 am -
1 stop17h 04m
Deal found 9/15![Alaska Airlines logo]()
$498
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 10/287:15 am -
2 stops8h 35m
Tue 11/31:20 pm -
1 stop8h 35m
Deal found 9/15![Southwest logo]()
$265
This Delta deal was found by Cheapflights users on 9/11. 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 10/2412:41 pm -
1 stop8h 31m
Sat 10/318:05 am -
2 stops10h 17m
Deal found 9/11![Delta logo]()
$342
This Southwest deal was found by Cheapflights users on 9/10. 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.
Tue 11/109:30 am -
2 stops8h 20m
Wed 11/186:00 am -
1 stop6h 50m
Deal found 9/10![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 9/14. 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.
Sun 10/259:10 pm -
2 stops9h 45m
Tue 10/271:05 pm -
1 stop9h 15m
Deal found 9/14![Southwest logo]()
$335
This Southwest deal was found by Cheapflights users on 9/15. 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.
Tue 10/69:25 am -
2 stops8h 10m
Fri 10/97:50 pm -
1 stop7h 25m
Deal found 9/15![Southwest logo]()
$381
This Alaska Airlines deal was found by Cheapflights users on 9/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:02 am -
2 stops14h 32m
Thu 10/153:38 pm -
2 stops34h 04m
Deal found 9/10![Alaska Airlines logo]()
$535
This Delta deal was found by Cheapflights users on 9/15. 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 10/35:00 pm -
2 stops13h 29m
Tue 10/65:18 pm -
2 stops9h 38m
Deal found 9/15![Delta logo]()
$487
This Southwest deal was found by Cheapflights users on 9/13. 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.
Tue 1/197:00 am -
1 stop5h 45m
Wed 1/205:50 pm -
1 stop7h 10m
Deal found 9/13![Southwest logo]()
$383
This Alaska Airlines deal was found by Cheapflights users on 9/11. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:04 am -
2 stops12h 21m
Wed 9/3010:30 am -
2 stops14h 21m
Deal found 9/11![Alaska Airlines logo]()
$549
This Delta deal was found by Cheapflights users on 9/15. 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 11/225:55 am -
1 stop6h 27m
Wed 12/28:10 am -
2 stops18h 53m
Deal found 9/15![Delta logo]()
$505
This Southwest deal was found by Cheapflights users on 9/14. 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.
Tue 9/291:35 pm -
1 stop6h 00m
Sat 10/312:55 pm -
1 stop7h 30m
Deal found 9/14![Southwest logo]()
$393
This Delta deal was found by Cheapflights users on 9/10. 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 12/245:56 am -
1 stop6h 18m
Thu 12/313:30 pm -
1 stop8h 39m
Deal found 9/10![Delta logo]()
$509
This Southwest deal was found by Cheapflights users on 9/12. 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.
Fri 11/65:35 am -
1 stop6h 20m
Sun 11/88:20 pm -
1 stop7h 20m
Deal found 9/12![Southwest logo]()
$409
This Alaska Airlines deal was found by Cheapflights users on 9/13. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:53 pm -
1 stop26h 06m
Mon 10/265:01 pm -
1 stop18h 18m
Deal found 9/13![Alaska Airlines logo]()
$607
This Delta deal was found by Cheapflights users on 9/15. 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 10/2212:41 pm -
1 stop8h 31m
Mon 10/267:33 pm -
1 stop6h 23m
Deal found 9/15![Delta logo]()
$530
This Southwest deal was found by Cheapflights users on 9/13. 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 10/35:15 am -
2 stops10h 15m
Mon 10/58:20 pm -
1 stop6h 55m
Deal found 9/13![Southwest logo]()
$414
This Southwest deal was found by Cheapflights users on 9/10. 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.
Wed 10/76:35 am -
2 stops7h 40m
Thu 10/156:10 pm -
1 stop6h 25m
Deal found 9/10![Southwest logo]()
$445
This Southwest deal was found by Cheapflights users on 9/12. 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 10/1511:55 pm -
1 stop7h 15m
Wed 10/217:10 pm -
1 stop7h 10m
Deal found 9/12![Southwest logo]()
$448
This Southwest deal was found by Cheapflights users on 9/11. 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.
Mon 1/117:00 am -
1 stop5h 45m
Fri 1/156:50 am -
2 stops10h 15m
Deal found 9/11![Southwest logo]()
$468
This Delta deal was found by Cheapflights users on 9/12. 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 10/106:00 am -
2 stops9h 51m
Sat 10/177:45 am -
2 stops11h 37m
Deal found 9/12![Delta logo]()
$782
This Southwest deal was found by Cheapflights users on 9/11. 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.
Fri 11/208:20 pm -
1 stop6h 40m
Mon 11/237:45 pm -
1 stop6h 25m
Deal found 9/11![Southwest logo]()
$472
This Southwest deal was found by Cheapflights users on 9/15. 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 10/35:15 am -
2 stops9h 35m
Tue 10/64:20 pm -
1 stop8h 50m
Deal found 9/15![Southwest logo]()
$484
This Southwest deal was found by Cheapflights users on 9/14. 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 10/2211:55 pm -
1 stop7h 15m
Mon 10/266:35 am -
1 stop6h 35m
Deal found 9/14![Southwest logo]()
$484
This Delta deal was found by Cheapflights users on 9/12. 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 9/275:00 pm -
2 stops13h 22m
Thu 10/16:00 pm -
2 stops8h 59m
Deal found 9/12![Delta logo]()
$1,015
This Southwest deal was found by Cheapflights users on 9/12. 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.
Mon 9/2811:55 pm -
1 stop8h 25m
Fri 10/27:50 pm -
1 stop7h 20m
Deal found 9/12![Southwest logo]()
$519
This Southwest deal was found by Cheapflights users on 9/11. 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 10/37:20 pm -
2 stops13h 50m
Thu 10/87:15 am -
2 stops9h 30m
Deal found 9/11![Southwest logo]()
$536
Last-minute flights from Oakland to KentuckyDiscover last-minute flight deals from Oakland to Kentucky. Data last updated September 16, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Kentucky. Data last updated September 16, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/15. 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.
Tue 10/611:55 pm -
1 stop7h 10m
Fri 10/97:50 pm -
1 stop7h 25m
Deal found 9/15![Southwest logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/199:50 am -
1 stop9h 05m
Fri 10/239:55 pm -
1 stop15h 57m
Deal found 9/14![Frontier logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/2112:47 pm -
1 stop30h 02m
Sun 10/259:44 pm -
1 stop13h 21m
Deal found 9/11![Frontier logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/2112:47 pm -
1 stop30h 02m
Mon 10/269:55 pm -
1 stop15h 58m
Deal found 9/15![Frontier logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/2210:17 am -
1 stop8h 32m
Mon 10/269:55 pm -
1 stop15h 58m
Deal found 9/13![Frontier logo]()
$211
This Delta deal was found by Cheapflights users on 9/14. 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 10/2412:41 pm -
1 stop7h 34m
Thu 10/297:30 pm -
1 stop7h 26m
Deal found 9/14![Delta logo]()
$297
This Booking.com deal was found by Cheapflights users on 9/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/248:10 am -
1 stop7h 25m
Sat 10/315:01 pm -
1 stop19h 19m
Deal found 9/11![Alaska Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 9/14. 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.
Sun 10/2511:55 pm -
1 stop7h 00m
Tue 10/271:05 pm -
1 stop9h 15m
Deal found 9/14![Southwest logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/269:50 am -
1 stop9h 05m
Thu 11/59:41 pm -
1 stop13h 42m
Deal found 9/11![Frontier logo]()
$160
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 10/288:10 am -
1 stop7h 40m
Tue 11/37:30 pm -
1 stop7h 00m
Deal found 9/15![Southwest logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/2812:48 pm -
1 stop29h 58m
Fri 10/309:41 pm -
1 stop16h 12m
Deal found 9/13![Frontier logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/2910:18 am -
1 stop28h 25m
Sun 11/15:18 pm -
2 stops19h 05m
Deal found 9/13![Frontier logo]()
$306
One-way flights from Oakland to KentuckySearch for one-way flight options from Oakland to Kentucky. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
Search for one-way flight options from Oakland to Kentucky. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
This CheapOair deal was found by Cheapflights users on 9/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:51 pm -
1 stop8h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/125:20 pm -
2 stops46h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/195:20 pm -
2 stops22h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$148
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:20 pm -
1 stop9h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$149
This Southwest deal was found by Cheapflights users on 9/13. 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.
Mon 10/1911:55 pm -
1 stop12h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Southwest logo]()
$153
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:20 pm -
1 stop9h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$156
This Southwest deal was found by Cheapflights users on 9/10. 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.
Mon 10/194:00 pm -
1 stop7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Southwest logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 10/225:20 pm -
2 stops14h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Multiple Airlines logo]()
$163
This Mytrip deal was found by Cheapflights users on 9/11. 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 10/207:02 am -
1 stop14h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Alaska Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Thu 11/55:55 pm -
2 stops16h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Frontier logo]()
$165
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:17 am -
1 stop8h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$168
This Delta deal was found by Cheapflights users on 9/11. 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 10/16:00 am -
1 stop6h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Delta logo]()
$169
Find flight deals from Oakland to Kentucky
Keep the following information in mind while searching for Oakland to Kentucky flight deals. Data was last updated September 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $160 (Kiwi.com) |
One-way from | $145 (CheapOair) |
Popular in | January |
Cheapest in | September |
Average price | $352 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland 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 16, 2026.
Use the filters below to find and compare flights from Oakland to Kentucky that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandCincinnati
OAK Oakland - CVG Cincinnati Cinci./N. Kentucky
OAKCVG
Oakland
Mon 10/19
11:55 pm-3:50 pm
1 stop12h 55m
Cincinnati Cinci./N. Kentucky
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$153
OaklandNashville
OAK Oakland - BNA Nashville Intl
OAKBNA
Oakland
Mon 10/19
4:00 pm-1:00 am
1 stop7h 00m
Nashville Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$159
OaklandLouisville
OAK Oakland - SDF Louisville Intl
OAKSDF
Oakland
Thu 10/22
5:20 pm-10:59 am
2 stops14h 39m
Louisville Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$163
OaklandCincinnati
OAK Oakland - CVG Cincinnati Cinci./N. Kentucky
OAKCVG
Oakland
Thu 11/5
5:55 pm-1:54 pm
2 stops16h 59m
Cincinnati Cinci./N. Kentucky
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$165
OaklandNashville
OAK Oakland - BNA Nashville Intl
OAKBNA
Oakland
Thu 10/1
6:00 am-2:21 pm
1 stop6h 21m
Nashville Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$169
OaklandNashville
OAK Oakland - BNA Nashville Intl
OAKBNA
Oakland
Tue 12/15
5:10 am-3:05 pm
2 stops7h 55m
Nashville Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$176
OaklandNashville
OAK Oakland - BNA Nashville Intl
OAKBNA
Oakland
Thu 10/22
10:17 am-8:49 pm
1 stop8h 32m
Nashville Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
OaklandNashville
OAK Oakland - BNA Nashville Intl
OAKBNA
Oakland
Sun 11/15
10:18 am-8:46 pm
1 stop8h 28m
Nashville Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$186
OaklandKnoxville
OAK Oakland - TYS Knoxville McGhee Tyson
OAKTYS
Oakland
Sat 2/13
6:30 am-5:15 pm
1 stop7h 45m
Knoxville McGhee Tyson
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$192
Quickest round-trip
OaklandKnoxville
OAK Oakland - TYS Knoxville McGhee Tyson
OAKTYS
Oakland
Tue 1/19
7:00 am-3:45 pm
1 stop5h 45m
Knoxville McGhee Tyson
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$192
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Oakland to Kentucky
Have a flexible travel schedule? Discover the best time to fly to Kentucky from Oakland with our price prediction graph.
OAK-CVG
OAK-BNA
OAK-SDF
OAK-TYS
OAK-EVV
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 Oakland to Kentucky
OAK-USKY
OAK-CVG
OAK-BNA
OAK-SDF
OAK-TYS
What is the cheapest month to book a flight from Oakland, California to Kentucky?
Currently, January is the cheapest month in which you can book a flight from Oakland, California to Kentucky (average of $449). Flying from Oakland, California to Kentucky in February is currently the most expensive (average of $822). 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.
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 16, 2026.
Get a feel of what it's like to fly with Southwest from Oakland to Kentucky by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Oakland 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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Alternative routes for Oakland to Kentucky
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Complete your trip
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Oakland and Kentucky flights
Browse other Oakland and Kentucky flight options. Last updated on September 16, 2026.
Popular flight searches
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Oakland to Kentucky flights
Consider these flights traveling from Oakland to Kentucky.
Top airline flying from Oakland to Kentucky
Discover the top airline that operate flights from Oakland 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 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$306 | Average$576 | FlexibilityNo cancel fee | On-time63% |