$115+ Cheap flights from Oakland, CA (OAK) 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SDF
Aug 31 — Sep 71
Round-trip
1 adult, Economy
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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 August 1, 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 August 1, 2026.
This CheapOair deal was found by Cheapflights users on 7/31. 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.
Wed 10/1412:13 pm
OAK
- CVG
1 stop29h 08m
Frontier
Mon 10/199:26 pm
CVG
- OAK
1 stop16h 52m
Frontier
Deal found 7/31![Frontier logo]()
$238
This CheapOair deal was found by Cheapflights users on 7/31. 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 9/246:51 pm
OAK
- BNA
1 stop16h 13m
Frontier
Mon 9/281:49 pm
BNA
- OAK
1 stop24h 02m
Frontier
Deal found 7/31![Frontier logo]()
$248
This Expedia deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:17 am
OAK
- CVG
1 stop17h 30m
Frontier
Mon 9/148:45 am
CVG
- OAK
1 stop12h 11m
Frontier
Deal found 7/29![Frontier logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:39 pm
OAK
- BNA
2 stops20h 08m
Frontier
Mon 10/192:52 pm
BNA
- OAK
1 stop22h 26m
Frontier
Deal found 7/30![Frontier logo]()
$256
This CheapOair deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:13 pm
OAK
- CVG
1 stop29h 12m
Frontier
Wed 9/29:20 pm
CVG
- OAK
1 stop25h 22m
Frontier
Deal found 7/29![Frontier logo]()
$260
This CheapOair deal was found by Cheapflights users on 7/31. 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.
Wed 8/2612:13 pm
OAK
- CVG
1 stop29h 12m
Frontier
Fri 8/289:20 pm
CVG
- OAK
1 stop16h 58m
Frontier
Deal found 7/31![Frontier logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 9/2312:47 pm
OAK
- BNA
1 stop22h 17m
Frontier
Sat 9/263:14 pm
BNA
- OAK
2 stops20h 08m
Frontier
Deal found 7/31![Frontier logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:37 pm
OAK
- BNA
2 stops13h 33m
Frontier
Mon 8/312:41 pm
BNA
- OAK
1 stop22h 37m
Frontier
Deal found 7/27![Frontier logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:47 pm
OAK
- BNA
2 stops23h 38m
Frontier
Mon 9/219:55 pm
BNA
- OAK
1 stop15h 56m
Frontier
Deal found 7/28![Frontier logo]()
$271
This Travelocity deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:37 pm
OAK
- BNA
1 stop15h 09m
Frontier
Thu 9/32:41 pm
BNA
- OAK
1 stop22h 37m
Frontier
Deal found 7/30![Frontier logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:39 pm
OAK
- BNA
1 stop15h 18m
Frontier
Mon 10/1210:37 am
BNA
- OAK
2 stops26h 41m
Frontier
Deal found 7/30![Frontier logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:47 pm
OAK
- BNA
1 stop22h 17m
Frontier
Sat 9/123:14 pm
BNA
- OAK
2 stops20h 08m
Frontier
Deal found 7/29![Frontier logo]()
$275
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 August 1, 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 August 1, 2026.
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:55 pm
OAK
- BNA
1 stop7h 15m
Southwest
Tue 9/228:00 am
BNA
- OAK
1 stop7h 15m
Southwest
Deal found 7/28![Southwest logo]()
$283
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:33 pm
OAK
- BNA
1 stop8h 17m
Delta
Sat 9/55:00 pm
BNA
- OAK
1 stop7h 38m
Delta
Deal found 7/30![Delta logo]()
$307
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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 8/2710:07 am
OAK
- BNA
1 stop11h 45m
Alaska Airlines
Sat 9/57:00 am
BNA
- OAK
2 stops14h 52m
Alaska Airlines
Deal found 7/31![Alaska Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:51 pm
OAK
- TYS
1 stop17h 08m
Multiple Airlines
Sun 9/208:20 am
TYS
- OAK
1 stop28h 02m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$371
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:05 am
OAK
- SDF
1 stop6h 35m
Southwest
Mon 8/247:10 pm
SDF
- OAK
2 stops7h 55m
Southwest
Deal found 7/29![Southwest logo]()
$292
This Delta deal was found by Cheapflights users on 7/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:39 pm
OAK
- BNA
1 stop8h 32m
Delta
Thu 9/177:30 am
BNA
- OAK
1 stop6h 29m
Delta
Deal found 7/27![Delta logo]()
$312
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:15 am
OAK
- BNA
1 stop6h 25m
Southwest
Tue 9/226:20 am
BNA
- OAK
1 stop6h 50m
Southwest
Deal found 7/30![Southwest logo]()
$295
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:33 pm
OAK
- BNA
1 stop8h 17m
Delta
Sat 9/52:13 pm
BNA
- OAK
2 stops10h 25m
Delta
Deal found 7/30![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:15 pm
OAK
- BNA
2 stops7h 50m
Southwest
Sat 9/127:40 am
BNA
- OAK
2 stops9h 25m
Southwest
Deal found 7/29![Southwest logo]()
$305
This Southwest deal was found by Cheapflights users on 7/31. 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 9/219:35 am
OAK
- SDF
2 stops10h 35m
Southwest
Fri 9/257:10 pm
SDF
- OAK
1 stop7h 00m
Southwest
Deal found 7/31![Southwest logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:51 pm
OAK
- TYS
1 stop18h 07m
Multiple Airlines
Mon 9/286:30 am
TYS
- OAK
1 stop14h 26m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$462
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:40 am
OAK
- CVG
2 stops7h 55m
Southwest
Wed 9/22:20 pm
CVG
- OAK
1 stop8h 30m
Southwest
Deal found 7/27![Southwest logo]()
$316
This Alaska Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:04 am
OAK
- CVG
2 stops12h 18m
Alaska Airlines
Wed 8/268:00 am
CVG
- OAK
2 stops13h 55m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$464
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am
OAK
- CVG
2 stops7h 45m
Southwest
Mon 9/147:00 pm
CVG
- OAK
2 stops8h 10m
Southwest
Deal found 7/28![Southwest logo]()
$321
This Alaska Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:00 am
OAK
- CVG
2 stops13h 13m
Alaska Airlines
Wed 12/98:30 am
CVG
- OAK
1 stop10h 14m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$474
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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 8/276:04 am
OAK
- CVG
1 stop8h 35m
Alaska Airlines
Mon 8/316:42 pm
CVG
- OAK
1 stop21h 31m
Alaska Airlines
Deal found 7/31![Alaska Airlines logo]()
$476
This Southwest deal was found by Cheapflights users on 8/1. 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 8/316:30 pm
OAK
- BNA
1 stop8h 05m
Southwest
Mon 9/145:20 am
BNA
- OAK
1 stop6h 40m
Southwest
Deal found 8/1![Southwest logo]()
$357
This Delta deal was found by Cheapflights users on 7/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
OAK
- CVG
1 stop13h 41m
Delta
Mon 9/287:30 pm
CVG
- OAK
1 stop7h 29m
Delta
Deal found 7/27![Delta logo]()
$575
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:30 am
OAK
- TYS
2 stops9h 20m
Southwest
Tue 10/64:20 pm
TYS
- OAK
1 stop8h 45m
Southwest
Deal found 7/29![Southwest logo]()
$368
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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.
Fri 8/286:04 am
OAK
- CVG
1 stop8h 35m
Alaska Airlines
Mon 8/316:42 pm
CVG
- OAK
1 stop21h 31m
Alaska Airlines
Deal found 7/31![Alaska Airlines logo]()
$563
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/185:10 am
OAK
- SDF
1 stop9h 00m
Southwest
Fri 10/236:35 am
SDF
- OAK
1 stop6h 35m
Southwest
Deal found 7/28![Southwest logo]()
$368
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:00 pm
OAK
- LEX
2 stops13h 24m
Delta
Tue 8/251:06 pm
LEX
- OAK
2 stops13h 50m
Delta
Deal found 7/29![Delta logo]()
$603
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:25 pm
OAK
- SDF
1 stop7h 40m
Southwest
Thu 9/37:10 pm
SDF
- OAK
2 stops8h 00m
Southwest
Deal found 7/30![Southwest logo]()
$376
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:00 am
OAK
- LEX
2 stops25h 09m
Delta
Tue 8/251:06 pm
LEX
- OAK
2 stops13h 50m
Delta
Deal found 7/29![Delta logo]()
$608
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:15 pm
OAK
- BNA
1 stop6h 45m
Southwest
Mon 10/54:45 pm
BNA
- OAK
1 stop7h 20m
Southwest
Deal found 7/27![Southwest logo]()
$378
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:00 pm
OAK
- LEX
2 stops13h 24m
Delta
Mon 8/243:32 pm
LEX
- OAK
2 stops11h 24m
Delta
Deal found 7/29![Delta logo]()
$627
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/216:00 am
OAK
- CVG
2 stops10h 35m
Southwest
Mon 11/238:10 am
CVG
- OAK
1 stop7h 35m
Southwest
Deal found 7/27![Southwest logo]()
$393
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am
OAK
- CVG
2 stops7h 45m
Southwest
Sun 9/138:55 am
CVG
- OAK
2 stops10h 05m
Southwest
Deal found 7/27![Southwest logo]()
$395
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:00 pm
OAK
- LEX
2 stops14h 07m
Delta
Mon 9/146:00 pm
LEX
- OAK
2 stops8h 59m
Delta
Deal found 7/28![Delta logo]()
$718
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:10 am
OAK
- SDF
2 stops7h 45m
Southwest
Tue 8/1811:50 am
SDF
- OAK
1 stop8h 35m
Southwest
Deal found 7/29![Southwest logo]()
$403
Last-minute flights from Oakland to KentuckyDiscover last-minute flight deals from Oakland to Kentucky. Data last updated August 1, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Kentucky. Data last updated August 1, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:33 pm
OAK
- BNA
1 stop8h 17m
Delta
Wed 8/267:30 am
BNA
- OAK
1 stop6h 22m
Delta
Deal found 7/30![Delta logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:37 pm
OAK
- BNA
1 stop15h 09m
Frontier
Mon 8/3112:55 pm
BNA
- OAK
2 stops24h 23m
Frontier
Deal found 7/29![Frontier logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:37 pm
OAK
- BNA
2 stops13h 33m
Frontier
Mon 8/312:41 pm
BNA
- OAK
1 stop22h 37m
Frontier
Deal found 7/27![Frontier logo]()
$270
This Travelocity deal was found by Cheapflights users on 8/1. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:51 pm
OAK
- BNA
1 stop7h 46m
Multiple Airlines
Thu 9/32:41 pm
BNA
- OAK
1 stop7h 01m
Multiple Airlines
Deal found 8/1![Multiple Airlines logo]()
$298
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:55 pm
OAK
- SDF
1 stop8h 25m
Southwest
Mon 8/317:10 pm
SDF
- OAK
2 stops7h 55m
Southwest
Deal found 7/30![Southwest logo]()
$300
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2511:10 am
OAK
- BNA
1 stop6h 55m
Southwest
Tue 9/13:30 pm
BNA
- OAK
1 stop6h 20m
Southwest
Deal found 7/28![Southwest logo]()
$283
This CheapOair deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:13 pm
OAK
- CVG
1 stop29h 12m
Frontier
Wed 9/29:20 pm
CVG
- OAK
1 stop25h 22m
Frontier
Deal found 7/29![Frontier logo]()
$260
This CheapOair deal was found by Cheapflights users on 7/31. 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.
Wed 8/2612:13 pm
OAK
- CVG
1 stop29h 12m
Frontier
Fri 8/289:20 pm
CVG
- OAK
1 stop16h 58m
Frontier
Deal found 7/31![Frontier logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:13 pm
OAK
- CVG
1 stop23h 35m
Multiple Airlines
Wed 9/29:20 pm
CVG
- OAK
1 stop16h 58m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:10 am
OAK
- SDF
1 stop8h 20m
Southwest
Wed 9/26:45 pm
SDF
- OAK
1 stop7h 20m
Southwest
Deal found 7/29![Southwest logo]()
$287
This Travelocity deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:37 pm
OAK
- BNA
1 stop15h 09m
Frontier
Thu 9/32:41 pm
BNA
- OAK
1 stop22h 37m
Frontier
Deal found 7/30![Frontier logo]()
$272
This Alaska Airlines deal was found by Cheapflights users on 7/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:48 am
OAK
- BNA
2 stops20h 49m
Alaska Airlines
Sat 9/57:00 am
BNA
- OAK
2 stops14h 52m
Alaska Airlines
Deal found 7/27![Alaska Airlines logo]()
$284
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 August 1, 2026.
Search for one-way flight options from Oakland to Kentucky. Find affordable one-way fares based on user searches. Data last updated August 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:39 pm
OAK
- BNA
2 stops20h 08m
Frontier
Deal found 7/30![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2212:47 pm
OAK
- BNA
2 stops23h 31m
Frontier
Deal found 7/30![Frontier logo]()
$129
This CheapOair deal was found by Cheapflights users on 7/31. 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.
Sat 8/2912:13 pm
OAK
- BNA
1 stop23h 33m
Frontier
Deal found 7/31![Frontier logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:13 pm
OAK
- TYS
1 stop30h 33m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$131
This Expedia deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:13 pm
OAK
- CVG
1 stop29h 02m
Frontier
Deal found 7/28![Frontier logo]()
$131
This CheapOair deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:13 pm
OAK
- CVG
1 stop29h 12m
Frontier
Deal found 7/28![Frontier logo]()
$136
This Orbitz deal was found by Cheapflights users on 7/31. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:51 pm
OAK
- CVG
1 stop8h 56m
Frontier
Deal found 7/31![Frontier logo]()
$137
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:05 pm
OAK
- BNA
1 stop9h 20m
Southwest
Deal found 7/28![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:05 am
OAK
- SDF
1 stop6h 35m
Southwest
Deal found 7/28![Southwest logo]()
$144
This Alaska Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/83:13 pm
OAK
- BNA
2 stops24h 18m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$148
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:05 am
OAK
- SDF
1 stop6h 35m
Southwest
Deal found 7/30![Southwest logo]()
$148
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:00 am
OAK
- BNA
1 stop6h 24m
Delta
Deal found 7/30![Delta logo]()
$149
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 August 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $238 (CheapOair) |
One-way from | $115 (Kiwi.com) |
Popular in | January |
Cheapest in | September |
Average price | $377 |
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 2,558,603 searches. Data last updated August 1, 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
OaklandNashville
OAK - BNA
OAKBNA
Oakland
Tue 9/15
11:55 pm-9:10 am
1 stop7h 15m
Nashville Intl
Tue 9/22
8:00 am-1:15 pm
1 stop7h 15m
$283
OaklandLouisville
OAK - SDF
OAKSDF
Oakland
Thu 8/20
5:05 am-2:40 pm
1 stop6h 35m
Louisville Intl
Mon 8/24
7:10 pm-12:05 am
2 stops7h 55m
$292
Quickest round-trip
OaklandNashville
OAK - BNA
OAKBNA
Oakland
Sat 9/19
11:15 am-7:40 pm
1 stop6h 25m
Nashville Intl
Tue 9/22
6:20 am-11:10 am
1 stop6h 50m
$295
OaklandNashville
OAK - BNA
OAKBNA
Oakland
Wed 9/9
12:15 pm-10:05 pm
2 stops7h 50m
Nashville Intl
Sat 9/12
7:40 am-3:05 pm
2 stops9h 25m
$305
OaklandNashville
OAK - BNA
OAKBNA
Oakland
Sat 8/29
12:33 pm-10:50 pm
1 stop8h 17m
Nashville Intl
Sat 9/5
5:00 pm-10:38 pm
1 stop7h 38m
$307
OaklandNashville
OAK - BNA
OAKBNA
Oakland
Tue 9/15
12:39 pm-11:11 pm
1 stop8h 32m
Nashville Intl
Thu 9/17
7:30 am-11:59 am
1 stop6h 29m
$312
OaklandLouisville
OAK - SDF
OAKSDF
Oakland
Mon 9/21
9:35 am-11:10 pm
2 stops10h 35m
Louisville Intl
Fri 9/25
7:10 pm-11:10 pm
1 stop7h 00m
$312
OaklandCincinnati
OAK - CVG
OAKCVG
Oakland
Wed 8/26
7:40 am-6:35 pm
2 stops7h 55m
Cincinnati Cinci./N. Kentucky
Wed 9/2
2:20 pm-7:50 pm
1 stop8h 30m
$316
OaklandNashville
OAK - BNA
OAKBNA
Oakland
Thu 8/27
12:33 pm-10:50 pm
1 stop8h 17m
Nashville Intl
Sat 9/5
2:13 pm-10:38 pm
2 stops10h 25m
$317
OaklandCincinnati
OAK - CVG
OAKCVG
Oakland
Thu 9/10
6:00 am-4:45 pm
2 stops7h 45m
Cincinnati Cinci./N. Kentucky
Mon 9/14
7:00 pm-12:10 am
2 stops8h 10m
$321
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-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 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.
How much does it cost to fly round-trip from Oakland, California to Kentucky?
Airfare is below average for this route at the moment.
Oakland, California to Kentucky flights typically cost between $348 and $717 in August.The cheapest round-trip price found within the last 5 days was $287 on Southwest (Aug 26-Sep 2).
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 August 1, 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
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
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 August 1, 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 2,558,603 searches. Data last updated August 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$343 | Average$557 | FlexibilityNo cancel fee | On-time63% |