$154+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SDF
Jul 16 — Jul 231
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Oakland to Kentucky with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Oakland to Kentucky
Cheapest
Best
Last-minute
One-way
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 June 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 June 16, 2026.
This Booking.com deal was found by Cheapflights users on 6/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:13 pm
OAK
- BNA
1 stop19h 47m
Alaska Airlines
Tue 8/186:03 pm
BNA
- OAK
1 stop17h 20m
Alaska Airlines
Deal found 6/12![Alaska Airlines logo]()
$334
This Southwest deal was found by Cheapflights users on 6/12. 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.
Wed 7/810:25 am
OAK
- CVG
2 stops8h 30m
Southwest
Wed 7/157:40 pm
CVG
- OAK
1 stop6h 55m
Southwest
Deal found 6/12![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 6/16. 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 8/199:00 am
OAK
- CVG
1 stop6h 35m
Southwest
Mon 8/2412:55 pm
CVG
- OAK
1 stop9h 25m
Southwest
Deal found 6/16![Southwest logo]()
$344
This Alaska Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 8/187:52 am
OAK
- BNA
1 stop7h 08m
Alaska Airlines
Wed 8/197:00 am
BNA
- OAK
1 stop8h 13m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$352
This CheapOair deal was found by Cheapflights users on 6/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/238:39 pm
OAK
- BNA
1 stop21h 50m
Frontier
Thu 8/279:24 pm
BNA
- OAK
1 stop15h 54m
Frontier
Deal found 6/12![Frontier logo]()
$354
This Delta deal was found by Cheapflights users on 6/12. 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.
Wed 9/91:15 pm
OAK
- CVG
1 stop6h 56m
Delta
Wed 9/167:20 pm
CVG
- OAK
1 stop7h 39m
Delta
Deal found 6/12![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 6/12. 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.
Sun 8/2310:50 am
OAK
- BNA
1 stop7h 30m
Southwest
Thu 8/2712:50 pm
BNA
- OAK
2 stops8h 30m
Southwest
Deal found 6/12![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 6/15. 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 9/11:55 pm
OAK
- SDF
1 stop6h 05m
Southwest
Thu 9/311:05 am
SDF
- OAK
1 stop6h 30m
Southwest
Deal found 6/15![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 6/16. 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 7/87:30 pm
OAK
- BNA
1 stop7h 15m
Southwest
Wed 7/155:45 am
BNA
- OAK
1 stop7h 05m
Southwest
Deal found 6/16![Southwest logo]()
$369
This Southwest deal was found by Cheapflights users on 6/12. 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 8/136:10 am
OAK
- CVG
1 stop9h 10m
Southwest
Mon 8/1711:10 am
CVG
- OAK
1 stop6h 50m
Southwest
Deal found 6/12![Southwest logo]()
$378
This Expedia deal was found by Cheapflights users on 6/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:51 pm
OAK
- BNA
1 stop7h 46m
Multiple Airlines
Fri 9/182:52 pm
BNA
- OAK
1 stop6h 52m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$385
This Southwest deal was found by Cheapflights users on 6/16. 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 11/197:55 am
OAK
- CVG
1 stop7h 50m
Southwest
Tue 11/2412:55 pm
CVG
- OAK
1 stop7h 15m
Southwest
Deal found 6/16![Southwest logo]()
$393
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 June 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 June 16, 2026.
This Southwest deal was found by Cheapflights users on 6/15. 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 9/11:55 pm
OAK
- SDF
1 stop6h 05m
Southwest
Thu 9/311:05 am
SDF
- OAK
1 stop6h 30m
Southwest
Deal found 6/15![Southwest logo]()
$368
This Delta deal was found by Cheapflights users on 6/14. 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.
Wed 7/112:33 pm
OAK
- CVG
1 stop7h 17m
Delta
Tue 7/77:59 pm
CVG
- OAK
1 stop6h 51m
Delta
Deal found 6/14![Delta logo]()
$494
This Alaska Airlines deal was found by Cheapflights users on 6/11. 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.
Thu 8/137:52 am
OAK
- CVG
2 stops22h 32m
Alaska Airlines
Sun 8/163:44 pm
CVG
- OAK
2 stops20h 42m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$542
This Southwest deal was found by Cheapflights users on 6/12. 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 8/136:10 am
OAK
- CVG
1 stop9h 10m
Southwest
Mon 8/178:10 am
CVG
- OAK
2 stops9h 40m
Southwest
Deal found 6/12![Southwest logo]()
$383
This KAYAK deal was found by Cheapflights users on 6/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:35 pm
OAK
- OWB
2 stops17h 20m
Multiple Airlines
Mon 7/279:00 am
OWB
- OAK
2 stops52h 21m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$826
This Southwest deal was found by Cheapflights users on 6/15. 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.
Fri 7/3110:20 am
OAK
- CVG
2 stops9h 45m
Southwest
Sat 8/85:50 am
CVG
- OAK
2 stops12h 05m
Southwest
Deal found 6/15![Southwest logo]()
$433
This Delta deal was found by Cheapflights users on 6/12. 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.
Thu 8/136:00 am
OAK
- CVG
1 stop5h 49m
Delta
Sun 8/167:29 pm
CVG
- OAK
1 stop7h 27m
Delta
Deal found 6/12![Delta logo]()
$523
This Southwest deal was found by Cheapflights users on 6/14. 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.
Wed 7/16:00 am
OAK
- CVG
1 stop6h 50m
Southwest
Wed 7/89:00 am
CVG
- OAK
1 stop6h 30m
Southwest
Deal found 6/14![Southwest logo]()
$438
This Delta deal was found by Cheapflights users on 6/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/76:00 am
OAK
- BNA
1 stop5h 57m
Delta
Fri 9/111:25 pm
BNA
- OAK
2 stops12h 24m
Delta
Deal found 6/13![Delta logo]()
$526
This Alaska Airlines deal was found by Cheapflights users on 6/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/222:55 pm
OAK
- BNA
1 stop12h 45m
Alaska Airlines
Wed 7/297:02 am
BNA
- OAK
1 stop8h 57m
Alaska Airlines
Deal found 6/12![Alaska Airlines logo]()
$580
This Southwest deal was found by Cheapflights users on 6/12. 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 9/1711:55 pm
OAK
- SDF
1 stop7h 30m
Southwest
Sun 9/206:10 am
SDF
- OAK
2 stops8h 35m
Southwest
Deal found 6/12![Southwest logo]()
$453
This Alaska Airlines deal was found by Cheapflights users on 6/15. 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.
Sun 8/97:13 pm
OAK
- CVG
2 stops11h 11m
Alaska Airlines
Sat 8/157:00 am
CVG
- OAK
1 stop9h 59m
Alaska Airlines
Deal found 6/15![Alaska Airlines logo]()
$592
This Delta deal was found by Cheapflights users on 6/14. 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.
Thu 7/3012:30 pm
OAK
- BNA
1 stop8h 35m
Delta
Mon 8/37:30 am
BNA
- OAK
1 stop6h 22m
Delta
Deal found 6/14![Delta logo]()
$548
This Southwest deal was found by Cheapflights users on 6/15. 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.
Thu 10/111:55 pm
OAK
- SDF
1 stop7h 20m
Southwest
Sun 10/48:20 pm
SDF
- OAK
1 stop6h 45m
Southwest
Deal found 6/15![Southwest logo]()
$458
This Alaska Airlines deal was found by Cheapflights users on 6/11. 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.
Mon 8/37:13 pm
OAK
- CVG
2 stops11h 22m
Alaska Airlines
Fri 8/79:54 am
CVG
- OAK
2 stops12h 29m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$597
This Southwest deal was found by Cheapflights users on 6/15. 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.
Fri 7/315:30 am
OAK
- BNA
1 stop6h 45m
Southwest
Sat 8/85:30 am
BNA
- OAK
2 stops8h 15m
Southwest
Deal found 6/15![Southwest logo]()
$475
This Alaska Airlines deal was found by Cheapflights users on 6/15. 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.
Sun 8/97:13 pm
OAK
- CVG
2 stops11h 11m
Alaska Airlines
Fri 8/1412:34 pm
CVG
- OAK
2 stops9h 49m
Alaska Airlines
Deal found 6/15![Alaska Airlines logo]()
$597
This Southwest deal was found by Cheapflights users on 6/13. 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 9/147:45 am
OAK
- BNA
2 stops8h 05m
Southwest
Fri 9/186:00 am
BNA
- OAK
2 stops7h 50m
Southwest
Deal found 6/13![Southwest logo]()
$480
This Delta deal was found by Cheapflights users on 6/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/235:03 pm
OAK
- LEX
2 stops13h 19m
Delta
Sat 9/268:40 am
LEX
- OAK
2 stops10h 43m
Delta
Deal found 6/13![Delta logo]()
$673
This Southwest deal was found by Cheapflights users on 6/13. 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.
Fri 8/216:05 am
OAK
- BNA
2 stops7h 30m
Southwest
Mon 8/246:00 am
BNA
- OAK
2 stops7h 50m
Southwest
Deal found 6/13![Southwest logo]()
$480
This Southwest deal was found by Cheapflights users on 6/12. 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.
Wed 7/811:55 pm
OAK
- SDF
1 stop7h 10m
Southwest
Wed 7/156:05 am
SDF
- OAK
1 stop10h 45m
Southwest
Deal found 6/12![Southwest logo]()
$491
This Delta deal was found by Cheapflights users on 6/14. 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.
Thu 7/305:05 pm
OAK
- TYS
2 stops26h 56m
Delta
Thu 8/64:38 pm
TYS
- OAK
2 stops10h 18m
Delta
Deal found 6/14![Delta logo]()
$736
This Southwest deal was found by Cheapflights users on 6/14. 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 7/75:30 am
OAK
- SDF
2 stops8h 40m
Southwest
Fri 7/178:05 pm
SDF
- OAK
1 stop7h 10m
Southwest
Deal found 6/14![Southwest logo]()
$514
This Delta deal was found by Cheapflights users on 6/12. 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.
Thu 9/105:05 pm
OAK
- TYS
2 stops13h 06m
Delta
Tue 9/1512:00 pm
TYS
- OAK
2 stops14h 59m
Delta
Deal found 6/12![Delta logo]()
$783
This Delta deal was found by Cheapflights users on 6/15. 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.
Tue 7/145:05 pm
OAK
- LEX
2 stops13h 11m
Delta
Tue 7/216:00 am
LEX
- OAK
2 stops8h 46m
Delta
Deal found 6/15![Delta logo]()
$783
This Southwest deal was found by Cheapflights users on 6/12. 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 9/115:05 am
OAK
- TYS
2 stops7h 50m
Southwest
Mon 9/144:50 pm
TYS
- OAK
1 stop8h 30m
Southwest
Deal found 6/12![Southwest logo]()
$541
This Southwest deal was found by Cheapflights users on 6/13. 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 7/46:15 am
OAK
- BNA
2 stops8h 55m
Southwest
Mon 7/136:35 am
BNA
- OAK
2 stops7h 55m
Southwest
Deal found 6/13![Southwest logo]()
$549
This Delta deal was found by Cheapflights users on 6/12. 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.
Thu 9/101:15 pm
OAK
- TYS
2 stops16h 56m
Delta
Mon 9/145:45 am
TYS
- OAK
2 stops21h 14m
Delta
Deal found 6/12![Delta logo]()
$805
This Delta deal was found by Cheapflights users on 6/14. 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.
Fri 7/3112:30 pm
OAK
- TYS
2 stops18h 44m
Delta
Mon 8/104:38 pm
TYS
- OAK
2 stops26h 36m
Delta
Deal found 6/14![Delta logo]()
$828
This Southwest deal was found by Cheapflights users on 6/15. 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.
Fri 7/311:00 am
OAK
- BNA
1 stop6h 45m
Southwest
Fri 7/106:35 am
BNA
- OAK
2 stops7h 55m
Southwest
Deal found 6/15![Southwest logo]()
$582
Last-minute flights from Oakland to KentuckyDiscover last-minute flight deals from Oakland to Kentucky. Data last updated June 16, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Kentucky. Data last updated June 16, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/14. 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.
Wed 7/16:00 am
OAK
- CVG
1 stop6h 50m
Southwest
Wed 7/89:00 am
CVG
- OAK
1 stop6h 30m
Southwest
Deal found 6/14![Southwest logo]()
$438
This Alaska Airlines deal was found by Cheapflights users on 6/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/72:55 pm
OAK
- BNA
1 stop12h 45m
Alaska Airlines
Mon 7/134:43 pm
BNA
- OAK
1 stop20h 38m
Alaska Airlines
Deal found 6/14![Alaska Airlines logo]()
$456
This Southwest deal was found by Cheapflights users on 6/12. 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.
Wed 7/810:25 am
OAK
- CVG
2 stops8h 30m
Southwest
Wed 7/157:40 pm
CVG
- OAK
1 stop6h 55m
Southwest
Deal found 6/12![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 6/16. 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 7/87:30 pm
OAK
- BNA
1 stop7h 15m
Southwest
Wed 7/155:45 am
BNA
- OAK
1 stop7h 05m
Southwest
Deal found 6/16![Southwest logo]()
$369
This Delta deal was found by Cheapflights users on 6/15. 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.
Fri 7/1012:30 pm
OAK
- CVG
1 stop7h 16m
Delta
Tue 7/147:59 pm
CVG
- OAK
1 stop6h 51m
Delta
Deal found 6/15![Delta logo]()
$444
This KAYAK deal was found by Cheapflights users on 6/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1410:30 am
OAK
- BNA
1 stop6h 20m
Southwest
Wed 7/156:30 pm
BNA
- OAK
1 stop6h 55m
Southwest
Deal found 6/15![Southwest logo]()
$445
This Southwest deal was found by Cheapflights users on 6/15. 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 7/149:50 am
OAK
- BNA
1 stop6h 50m
Southwest
Mon 7/206:35 am
BNA
- OAK
2 stops7h 55m
Southwest
Deal found 6/15![Southwest logo]()
$450
This Southwest deal was found by Cheapflights users on 6/15. 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.
Mon 7/2011:55 pm
OAK
- SDF
1 stop7h 10m
Southwest
Fri 7/248:05 pm
SDF
- OAK
1 stop7h 10m
Southwest
Deal found 6/15![Southwest logo]()
$457
This Southwest deal was found by Cheapflights users on 6/15. 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 7/2112:35 pm
OAK
- SDF
1 stop8h 45m
Southwest
Fri 7/248:05 pm
SDF
- OAK
1 stop7h 10m
Southwest
Deal found 6/15![Southwest logo]()
$427
This Southwest deal was found by Cheapflights users on 6/13. 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.
Thu 7/235:30 am
OAK
- CVG
1 stop9h 30m
Southwest
Sat 7/257:00 am
CVG
- OAK
2 stops15h 05m
Southwest
Deal found 6/13![Southwest logo]()
$440
This CheapOair deal was found by Cheapflights users on 6/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/297:52 am
OAK
- BNA
1 stop7h 08m
Alaska Airlines
Tue 8/46:03 pm
BNA
- OAK
1 stop17h 23m
Alaska Airlines
Deal found 6/13![Alaska Airlines logo]()
$427
This Southwest deal was found by Cheapflights users on 6/15. 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.
Fri 7/315:30 am
OAK
- CVG
1 stop9h 30m
Southwest
Sat 8/85:50 am
CVG
- OAK
2 stops12h 05m
Southwest
Deal found 6/15![Southwest logo]()
$428
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 June 16, 2026.
Search for one-way flight options from Oakland to Kentucky. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
This CheapOair deal was found by Cheapflights users on 6/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:52 am
OAK
- BNA
1 stop7h 08m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$154
This Delta deal was found by Cheapflights users on 6/15. 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.
Wed 7/296:00 am
OAK
- CVG
1 stop6h 03m
Delta
Deal found 6/15![Delta logo]()
$165
This Southwest deal was found by Cheapflights users on 6/16. 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 8/199:00 am
OAK
- CVG
2 stops8h 10m
Southwest
Deal found 6/16![Southwest logo]()
$170
This Delta deal was found by Cheapflights users on 6/12. 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 7/46:00 am
OAK
- CVG
1 stop6h 08m
Delta
Deal found 6/12![Delta logo]()
$174
This Southwest deal was found by Cheapflights users on 6/15. 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 7/145:15 am
OAK
- SDF
1 stop7h 20m
Southwest
Deal found 6/15![Southwest logo]()
$178
This Southwest deal was found by Cheapflights users on 6/16. 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 8/206:10 am
OAK
- CVG
1 stop9h 10m
Southwest
Deal found 6/16![Southwest logo]()
$180
This Delta deal was found by Cheapflights users on 6/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1412:30 pm
OAK
- BNA
1 stop8h 35m
Delta
Deal found 6/13![Delta logo]()
$185
This Southwest deal was found by Cheapflights users on 6/15. 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 7/146:00 am
OAK
- CVG
1 stop6h 50m
Southwest
Deal found 6/15![Southwest logo]()
$189
This Southwest deal was found by Cheapflights users on 6/15. 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 8/1812:15 pm
OAK
- BNA
2 stops7h 45m
Southwest
Deal found 6/15![Southwest logo]()
$190
This Booking.com deal was found by Cheapflights users on 6/13. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/282:55 pm
OAK
- BNA
1 stop12h 45m
Alaska Airlines
Deal found 6/13![Alaska Airlines logo]()
$200
This Booking.com deal was found by Cheapflights users on 6/13. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:13 pm
OAK
- BNA
1 stop19h 47m
Alaska Airlines
Deal found 6/13![Alaska Airlines logo]()
$207
This Southwest deal was found by Cheapflights users on 6/12. 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 8/135:05 am
OAK
- CVG
2 stops8h 40m
Southwest
Deal found 6/12![Southwest logo]()
$207
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 June 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $334 (Booking.com) |
One-way from | $154 (CheapOair) |
Popular in | January |
Cheapest in | August |
Average price | $556 |
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 June 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
Quickest round-trip
OaklandLouisville
OAK - SDF
OAKSDF
Oakland
Tue 9/1
1:55 pm-11:00 pm
1 stop6h 05m
Louisville Intl
Thu 9/3
11:05 am-2:35 pm
1 stop6h 30m
$368
OaklandCincinnati
OAK - CVG
OAKCVG
Oakland
Thu 8/13
6:10 am-6:20 pm
1 stop9h 10m
Cincinnati Cinci./N. Kentucky
Mon 8/17
8:10 am-2:50 pm
2 stops9h 40m
$383
OaklandCincinnati
OAK - CVG
OAKCVG
Oakland
Fri 7/31
10:20 am-11:05 pm
2 stops9h 45m
Cincinnati Cinci./N. Kentucky
Sat 8/8
5:50 am-2:55 pm
2 stops12h 05m
$433
OaklandCincinnati
OAK - CVG
OAKCVG
Oakland
Wed 7/1
6:00 am-3:50 pm
1 stop6h 50m
Cincinnati Cinci./N. Kentucky
Wed 7/8
9:00 am-12:30 pm
1 stop6h 30m
$438
OaklandLouisville
OAK - SDF
OAKSDF
Oakland
Thu 9/17
11:55 pm-10:25 am
1 stop7h 30m
Louisville Intl
Sun 9/20
6:10 am-11:45 am
2 stops8h 35m
$453
OaklandLouisville
OAK - SDF
OAKSDF
Oakland
Thu 10/1
11:55 pm-10:15 am
1 stop7h 20m
Louisville Intl
Sun 10/4
8:20 pm-12:05 am
1 stop6h 45m
$458
OaklandNashville
OAK - BNA
OAKBNA
Oakland
Fri 7/31
5:30 am-2:15 pm
1 stop6h 45m
Nashville Intl
Sat 8/8
5:30 am-11:45 am
2 stops8h 15m
$475
OaklandNashville
OAK - BNA
OAKBNA
Oakland
Mon 9/14
7:45 am-5:50 pm
2 stops8h 05m
Nashville Intl
Fri 9/18
6:00 am-11:50 am
2 stops7h 50m
$480
OaklandNashville
OAK - BNA
OAKBNA
Oakland
Fri 8/21
6:05 am-3:35 pm
2 stops7h 30m
Nashville Intl
Mon 8/24
6:00 am-11:50 am
2 stops7h 50m
$480
OaklandLouisville
OAK - SDF
OAKSDF
Oakland
Wed 7/8
11:55 pm-10:05 am
1 stop7h 10m
Louisville Intl
Wed 7/15
6:05 am-1:50 pm
1 stop10h 45m
$491
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-SDF
OAK-CVG
OAK-OWB
OAK-BNA
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-SDF
OAK-CVG
OAK-OWB
OAK-BNA
How much does it cost to fly round-trip from Oakland, California to Kentucky?
Reviews of airlines servicing Kentucky
Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated June 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.
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
7.9
Crew
8.6
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Oakland to Kentucky
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Kentucky by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Oakland to Kentucky by cabin class
Find flights from Oakland to Kentucky, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Oakland and Kentucky flights
Browse other Oakland and Kentucky flight options. Last updated on June 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 June 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$348 | Average$557 | FlexibilityNo cancel fee | On-time63% |