$44+ Cheap flights from Portland (PDX) 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Jun 10 — Jun 171
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Kentucky with Cheapflights
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Cheapest flights from Portland to KentuckyExplore the most affordable flight options available from Portland to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 11, 2026.
Explore the most affordable flight options available from Portland to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/10. 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.
Thu 6/42:38 pm
PDX
- CVG
Nonstop4h 22m
Allegiant Air
Sun 6/712:05 pm
CVG
- PDX
Nonstop4h 43m
Allegiant Air
Deal found 5/10![Allegiant Air logo]()
$119
This Super.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/72:38 pm
PDX
- CVG
Nonstop4h 22m
Allegiant Air
Sun 6/1412:05 pm
CVG
- PDX
Nonstop4h 43m
Allegiant Air
Deal found 5/9![Allegiant Air logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” 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 6/42:38 pm
PDX
- CVG
Nonstop4h 22m
Allegiant Air
Thu 6/1112:05 pm
CVG
- PDX
Nonstop4h 43m
Allegiant Air
Deal found 5/7![Allegiant Air logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 5/282:44 pm
PDX
- CVG
Nonstop4h 23m
Allegiant Air
Thu 6/412:05 pm
CVG
- PDX
Nonstop4h 43m
Allegiant Air
Deal found 5/6![Allegiant Air logo]()
$157
This Mytrip deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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.
Thu 6/42:38 pm
PDX
- CVG
Nonstop4h 22m
Multiple Airlines
Sat 6/68:36 pm
CVG
- PDX
1 stop23h 10m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$185
This Mytrip deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
Thu 6/42:38 pm
PDX
- CVG
Nonstop4h 22m
Multiple Airlines
Sun 6/78:40 pm
CVG
- PDX
1 stop16h 40m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$190
This Cheapflightsfares deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/192:48 pm
PDX
- CVG
Nonstop4h 32m
Allegiant Air
Thu 7/3012:20 pm
CVG
- PDX
Nonstop4h 38m
Allegiant Air
Deal found 5/8![Allegiant Air logo]()
$207
This Southwest deal was found by Cheapflights users on 5/11. 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.
Wed 6/106:00 am
PDX
- BNA
1 stop8h 40m
Southwest
Tue 6/165:45 pm
BNA
- PDX
2 stops8h 20m
Southwest
Deal found 5/11![Southwest logo]()
$224
This American Airlines deal was found by Cheapflights users on 5/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2210:57 pm
PDX
- BNA
1 stop7h 26m
American Airlines
Sat 7/252:52 pm
BNA
- PDX
1 stop11h 03m
American Airlines
Deal found 5/11![American Airlines logo]()
$227
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/2912:33 am
PDX
- BNA
1 stop6h 24m
Delta
Sun 7/56:00 am
BNA
- PDX
1 stop6h 40m
Delta
Deal found 5/6![Delta logo]()
$228
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 5/2611:55 pm
PDX
- BNA
1 stop9h 20m
Southwest
Thu 5/287:20 pm
BNA
- PDX
1 stop7h 35m
Southwest
Deal found 5/8![Southwest logo]()
$231
This Southwest deal was found by Cheapflights users on 5/10. 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 9/151:05 pm
PDX
- BNA
1 stop6h 55m
Southwest
Sat 9/197:35 am
BNA
- PDX
2 stops8h 25m
Southwest
Deal found 5/10![Southwest logo]()
$236
Best flights from Portland to KentuckyDiscover carefully curated flight deals from Portland to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 11, 2026.
Discover carefully curated flight deals from Portland to Kentucky that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 11, 2026.
This Southwest deal was found by Cheapflights users on 5/11. 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.
Wed 6/108:35 am
PDX
- BNA
2 stops8h 20m
Southwest
Tue 6/165:45 pm
BNA
- PDX
2 stops8h 20m
Southwest
Deal found 5/11![Southwest logo]()
$229
This United Airlines deal was found by Cheapflights users on 5/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1011:30 pm
PDX
- PAH
2 stops11h 58m
United Airlines
Thu 9/242:05 pm
PAH
- PDX
1 stop10h 44m
United Airlines
Deal found 5/10![United Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” 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 5/2111:12 pm
PDX
- BNA
1 stop7h 53m
Delta
Wed 5/271:58 pm
BNA
- PDX
1 stop10h 04m
Delta
Deal found 5/7![Delta logo]()
$365
This Alaska Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 7/2810:30 am
PDX
- BNA
Nonstop4h 30m
Alaska Airlines
Wed 8/54:43 pm
BNA
- PDX
Nonstop4h 50m
Alaska Airlines
Deal found 5/8![Alaska Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/291:45 pm
PDX
- EVV
1 stop8h 14m
American Airlines
Wed 8/56:25 pm
EVV
- PDX
1 stop7h 31m
American Airlines
Deal found 5/9![American Airlines logo]()
$466
This Southwest deal was found by Cheapflights users on 5/10. 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 7/1311:30 pm
PDX
- BNA
2 stops9h 45m
Southwest
Wed 7/225:45 pm
BNA
- PDX
2 stops8h 20m
Southwest
Deal found 5/10![Southwest logo]()
$253
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/56:00 pm
PDX
- BNA
2 stops9h 00m
Southwest
Fri 6/1212:55 pm
BNA
- PDX
2 stops9h 05m
Southwest
Deal found 5/6![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 8/410:45 pm
PDX
- BNA
2 stops10h 30m
Southwest
Mon 8/1010:00 am
BNA
- PDX
2 stops8h 35m
Southwest
Deal found 5/8![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 7/97:20 pm
PDX
- LEX
2 stops11h 49m
Delta
Mon 7/136:04 pm
LEX
- PDX
1 stop6h 44m
Delta
Deal found 5/6![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:40 pm
PDX
- BNA
2 stops13h 09m
United Airlines
Tue 7/146:31 am
BNA
- PDX
1 stop7h 36m
United Airlines
Deal found 5/9![United Airlines logo]()
$408
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/2511:15 pm
PDX
- LEX
1 stop7h 54m
Delta
Mon 6/296:04 pm
LEX
- PDX
2 stops8h 14m
Delta
Deal found 5/6![Delta logo]()
$374
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 8/710:45 pm
PDX
- BNA
2 stops10h 20m
Southwest
Sun 8/911:35 am
BNA
- PDX
2 stops10h 50m
Southwest
Deal found 5/6![Southwest logo]()
$318
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 8/312:32 am
PDX
- TRI
2 stops11h 27m
Delta
Thu 8/131:45 pm
TRI
- PDX
2 stops11h 24m
Delta
Deal found 5/6![Delta logo]()
$379
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 5/2011:55 pm
PDX
- BNA
1 stop7h 35m
Southwest
Tue 5/266:50 am
BNA
- PDX
2 stops15h 55m
Southwest
Deal found 5/9![Southwest logo]()
$330
This Alaska Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/52:45 pm
PDX
- LEX
2 stops30h 22m
Alaska Airlines
Sat 6/135:30 am
LEX
- PDX
1 stop7h 15m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$484
This United Airlines deal was found by Cheapflights users on 5/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:45 pm
PDX
- BNA
2 stops11h 06m
United Airlines
Tue 5/266:00 am
BNA
- PDX
1 stop7h 38m
United Airlines
Deal found 5/10![United Airlines logo]()
$452
This American Airlines deal was found by Cheapflights users on 5/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/159:47 pm
PDX
- TRI
1 stop9h 55m
American Airlines
Mon 6/226:14 pm
TRI
- PDX
1 stop8h 45m
American Airlines
Deal found 5/10![American Airlines logo]()
$503
This Delta deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 8/711:20 pm
PDX
- LEX
1 stop7h 46m
Delta
Sat 8/158:41 am
LEX
- PDX
2 stops10h 28m
Delta
Deal found 5/8![Delta logo]()
$384
This United Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2312:50 pm
PDX
- LEX
1 stop6h 35m
United Airlines
Wed 5/275:15 am
LEX
- PDX
2 stops10h 51m
United Airlines
Deal found 5/8![United Airlines logo]()
$454
This Delta deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” 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 6/811:15 pm
PDX
- TRI
2 stops10h 44m
Delta
Sat 6/134:45 pm
TRI
- PDX
1 stop8h 00m
Delta
Deal found 5/7![Delta logo]()
$384
This United Airlines deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2910:40 pm
PDX
- TYS
1 stop8h 03m
United Airlines
Sat 8/16:00 am
TYS
- PDX
1 stop8h 38m
United Airlines
Deal found 5/9![United Airlines logo]()
$454
This American Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:47 pm
PDX
- TRI
1 stop9h 35m
American Airlines
Sun 7/266:15 pm
TRI
- PDX
1 stop8h 40m
American Airlines
Deal found 5/6![American Airlines logo]()
$572
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 7/711:30 pm
PDX
- SDF
1 stop7h 35m
Southwest
Sat 7/112:55 pm
SDF
- PDX
1 stop8h 05m
Southwest
Deal found 5/8![Southwest logo]()
$393
This Delta deal was found by Cheapflights users on 5/10. 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 7/1611:15 pm
PDX
- CVG
1 stop7h 34m
Delta
Sun 7/197:43 pm
CVG
- PDX
1 stop6h 35m
Delta
Deal found 5/10![Delta logo]()
$432
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/117:30 am
PDX
- SDF
1 stop6h 55m
Southwest
Tue 9/156:45 pm
SDF
- PDX
1 stop7h 25m
Southwest
Deal found 5/6![Southwest logo]()
$393
This American Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/111:59 am
PDX
- TRI
1 stop8h 27m
American Airlines
Thu 6/46:14 pm
TRI
- PDX
1 stop8h 45m
American Airlines
Deal found 5/6![American Airlines logo]()
$577
This United Airlines deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/211:30 pm
PDX
- PAH
2 stops11h 20m
United Airlines
Tue 7/75:00 am
PAH
- PDX
1 stop8h 38m
United Airlines
Deal found 5/7![United Airlines logo]()
$480
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/29:39 pm
PDX
- TYS
1 stop8h 55m
Delta
Tue 6/166:45 am
TYS
- PDX
1 stop6h 55m
Delta
Deal found 5/6![Delta logo]()
$447
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 5/2811:55 pm
PDX
- CVG
1 stop12h 15m
Southwest
Thu 6/412:55 pm
CVG
- PDX
2 stops12h 10m
Southwest
Deal found 5/6![Southwest logo]()
$418
This United Airlines deal was found by Cheapflights users on 5/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:13 am
PDX
- PAH
1 stop10h 07m
United Airlines
Wed 9/232:05 pm
PAH
- PDX
1 stop10h 46m
United Airlines
Deal found 5/10![United Airlines logo]()
$514
Last-minute flights from Portland to KentuckyDiscover last-minute flight deals from Portland to Kentucky. Data last updated May 11, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Kentucky. Data last updated May 11, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 5/2611:55 pm
PDX
- BNA
1 stop9h 20m
Southwest
Thu 5/287:20 pm
BNA
- PDX
1 stop7h 35m
Southwest
Deal found 5/8![Southwest logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 5/282:44 pm
PDX
- CVG
Nonstop4h 23m
Allegiant Air
Thu 6/412:05 pm
CVG
- PDX
Nonstop4h 43m
Allegiant Air
Deal found 5/6![Allegiant Air logo]()
$157
This American Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2911:59 am
PDX
- BNA
1 stop6h 29m
American Airlines
Mon 6/15:50 pm
BNA
- PDX
1 stop8h 02m
American Airlines
Deal found 5/8![American Airlines logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 5/10. 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.
Tue 6/25:46 pm
PDX
- CVG
2 stops38h 18m
Multiple Airlines
Sun 6/712:05 pm
CVG
- PDX
Nonstop4h 43m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 5/10. 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.
Thu 6/42:38 pm
PDX
- CVG
Nonstop4h 22m
Allegiant Air
Sun 6/712:05 pm
CVG
- PDX
Nonstop4h 43m
Allegiant Air
Deal found 5/10![Allegiant Air logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” 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 6/42:38 pm
PDX
- CVG
Nonstop4h 22m
Allegiant Air
Thu 6/1112:05 pm
CVG
- PDX
Nonstop4h 43m
Allegiant Air
Deal found 5/7![Allegiant Air logo]()
$155
This Mytrip deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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.
Thu 6/42:38 pm
PDX
- CVG
Nonstop4h 22m
Multiple Airlines
Sat 6/68:36 pm
CVG
- PDX
1 stop23h 10m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$185
This Mytrip deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
Thu 6/42:38 pm
PDX
- CVG
Nonstop4h 22m
Multiple Airlines
Sun 6/78:40 pm
CVG
- PDX
1 stop16h 40m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 5/10. 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.
Thu 6/42:38 pm
PDX
- CVG
Nonstop4h 22m
Multiple Airlines
Tue 6/912:24 pm
CVG
- PDX
2 stops31h 11m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$223
This Super.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/72:38 pm
PDX
- CVG
Nonstop4h 22m
Allegiant Air
Sun 6/1412:05 pm
CVG
- PDX
Nonstop4h 43m
Allegiant Air
Deal found 5/9![Allegiant Air logo]()
$138
This Southwest deal was found by Cheapflights users on 5/11. 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.
Wed 6/106:00 am
PDX
- BNA
1 stop8h 40m
Southwest
Tue 6/165:45 pm
BNA
- PDX
2 stops8h 20m
Southwest
Deal found 5/11![Southwest logo]()
$224
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/2912:33 am
PDX
- BNA
1 stop6h 24m
Delta
Sun 7/56:00 am
BNA
- PDX
1 stop6h 40m
Delta
Deal found 5/6![Delta logo]()
$228
One-way flights from Portland to KentuckySearch for one-way flight options from Portland to Kentucky. Find affordable one-way fares based on user searches. Data last updated May 11, 2026.
Search for one-way flight options from Portland to Kentucky. Find affordable one-way fares based on user searches. Data last updated May 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/242:44 pm
PDX
- CVG
Nonstop4h 23m
Allegiant Air
Deal found 5/6![Allegiant Air logo]()
$44
This Kiwi.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/312:44 pm
PDX
- CVG
Nonstop4h 23m
Allegiant Air
Deal found 5/9![Allegiant Air logo]()
$94
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/811:30 pm
PDX
- BNA
1 stop8h 40m
Southwest
Deal found 5/6![Southwest logo]()
$99
This Southwest deal was found by Cheapflights users on 5/10. 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.
Sun 5/3111:55 pm
PDX
- BNA
2 stops9h 35m
Southwest
Deal found 5/10![Southwest logo]()
$109
This Cheapflightsfares deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/162:48 pm
PDX
- CVG
Nonstop4h 32m
Allegiant Air
Deal found 5/8![Allegiant Air logo]()
$115
This American Airlines deal was found by Cheapflights users on 5/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:34 pm
PDX
- BNA
1 stop7h 52m
American Airlines
Deal found 5/11![American Airlines logo]()
$116
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/176:15 am
PDX
- BNA
1 stop9h 24m
Delta
Deal found 5/6![Delta logo]()
$120
This Southwest deal was found by Cheapflights users on 5/11. 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 7/185:25 am
PDX
- BNA
2 stops9h 35m
Southwest
Deal found 5/11![Southwest logo]()
$121
This American Airlines deal was found by Cheapflights users on 5/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/110:59 pm
PDX
- BNA
1 stop7h 24m
American Airlines
Deal found 5/10![American Airlines logo]()
$124
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/166:15 am
PDX
- BNA
1 stop9h 24m
Delta
Deal found 5/6![Delta logo]()
$125
This Mytrip deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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.
Wed 7/155:16 pm
PDX
- CVG
1 stop23h 08m
Frontier
Deal found 5/6![Frontier logo]()
$135
This Mytrip deal was found by Cheapflights users on 5/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/266:59 pm
PDX
- BNA
1 stop20h 41m
Frontier
Deal found 5/10![Frontier logo]()
$136
Find flight deals from Portland to Kentucky
Keep the following information in mind while searching for Portland to Kentucky flight deals. Data was last updated May 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $119 (Kiwi.com) |
One-way from | $44 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $437 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland 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 May 11, 2026.
Use the filters below to find and compare flights from Portland to Kentucky that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandNashville
PDX - BNA
PDXBNA
Portland
Wed 6/10
8:35 am-6:55 pm
2 stops8h 20m
Nashville Intl
Tue 6/16
5:45 pm-12:05 am
2 stops8h 20m
$229
PortlandNashville
PDX - BNA
PDXBNA
Portland
Mon 7/13
11:30 pm-11:15 am
2 stops9h 45m
Nashville Intl
Wed 7/22
5:45 pm-12:05 am
2 stops8h 20m
$253
PortlandNashville
PDX - BNA
PDXBNA
Portland
Fri 6/5
6:00 pm-5:00 am
2 stops9h 00m
Nashville Intl
Fri 6/12
12:55 pm-8:00 pm
2 stops9h 05m
$289
PortlandNashville
PDX - BNA
PDXBNA
Portland
Tue 8/4
10:45 pm-11:15 am
2 stops10h 30m
Nashville Intl
Mon 8/10
10:00 am-4:35 pm
2 stops8h 35m
$309
PortlandNashville
PDX - BNA
PDXBNA
Portland
Fri 8/7
10:45 pm-11:05 am
2 stops10h 20m
Nashville Intl
Sun 8/9
11:35 am-8:25 pm
2 stops10h 50m
$318
PortlandNashville
PDX - BNA
PDXBNA
Portland
Wed 5/20
11:55 pm-9:30 am
1 stop7h 35m
Nashville Intl
Tue 5/26
6:50 am-8:45 pm
2 stops15h 55m
$330
PortlandPaducah
PDX - PAH
PDXPAH
Portland
Mon 8/10
11:30 pm-1:28 pm
2 stops11h 58m
Paducah Barkley Regional
Thu 9/24
2:05 pm-10:49 pm
1 stop10h 44m
$354
PortlandNashville
PDX - BNA
PDXBNA
Portland
Thu 5/21
11:12 pm-9:05 am
1 stop7h 53m
Nashville Intl
Wed 5/27
1:58 pm-10:02 pm
1 stop10h 04m
$365
PortlandLexington
PDX - LEX
PDXLEX
Portland
Thu 7/9
7:20 pm-10:09 am
2 stops11h 49m
Lexington Blue Grass
Mon 7/13
6:04 pm-9:48 pm
1 stop6h 44m
$374
PortlandLexington
PDX - LEX
PDXLEX
Portland
Thu 6/25
11:15 pm-10:09 am
1 stop7h 54m
Lexington Blue Grass
Mon 6/29
6:04 pm-11:18 pm
2 stops8h 14m
$374
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Portland to Kentucky
Have a flexible travel schedule? Discover the best time to fly to Kentucky from Portland with our price prediction graph.
PDX-CVG
PDX-BNA
PDX-PAH
PDX-EVV
PDX-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 Portland to Kentucky
PDX-USKY
PDX-CVG
PDX-BNA
PDX-PAH
PDX-EVV
How far ahead should I book a flight from Portland to Kentucky?
Booking 13 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland to Kentucky. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Portland to Kentucky?
Currently, August is the cheapest month in which you can book a flight from Portland to Kentucky (average of $104). Flying from Portland to Kentucky in February is currently the most expensive (average of $364). 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 Portland 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 May 11, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Portland to Kentucky. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Portland 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 Portland to Kentucky
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Complete your trip
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Find flights from Portland to Kentucky, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Kentucky flights
Browse other Portland and Kentucky flight options. Last updated on May 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Portland to Kentucky flights
Consider these flights traveling from Portland to Kentucky.
Top 4 airlines flying from Portland to Kentucky
Discover the top 4 airlines that operate flights from Portland 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 May 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$260 | Average$437 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$280 | Average$457 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$286 | Average$511 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$299 | Average$428 | FlexibilityNo cancel fee | On-timeN/A |