$109+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Aug 22 — Aug 291
Round-trip
1 adult, Economy
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Find cheap flights from Portland 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
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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 July 23, 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 July 23, 2026.
This Southwest deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/243:15 pm
PDX
- BNA
1 stop6h 50m
Southwest
Sat 10/315:15 am
BNA
- PDX
1 stop7h 15m
Southwest
Deal found 7/19![Southwest logo]()
$212
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:25 pm
PDX
- BNA
1 stop9h 30m
Delta
Sat 8/295:20 pm
BNA
- PDX
1 stop7h 18m
Delta
Deal found 7/20![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:50 am
PDX
- BNA
1 stop7h 10m
Southwest
Wed 8/266:35 am
BNA
- PDX
2 stops10h 50m
Southwest
Deal found 7/21![Southwest logo]()
$222
This United Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:51 pm
PDX
- BNA
1 stop7h 11m
United Airlines
Sun 12/136:00 am
BNA
- PDX
1 stop7h 53m
United Airlines
Deal found 7/21![United Airlines logo]()
$224
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:25 pm
PDX
- BNA
1 stop9h 02m
Delta
Mon 8/245:20 pm
BNA
- PDX
1 stop8h 36m
Delta
Deal found 7/22![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:00 pm
PDX
- BNA
1 stop8h 05m
Southwest
Wed 8/124:25 pm
BNA
- PDX
1 stop7h 55m
Southwest
Deal found 7/20![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/811:30 am
PDX
- BNA
2 stops8h 35m
Southwest
Sat 12/125:55 am
BNA
- PDX
1 stop7h 35m
Southwest
Deal found 7/21![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:00 pm
PDX
- BNA
1 stop7h 05m
Southwest
Wed 9/301:35 pm
BNA
- PDX
2 stops8h 15m
Southwest
Deal found 7/19![Southwest logo]()
$234
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:45 pm
PDX
- BNA
2 stops10h 20m
Southwest
Tue 9/16:35 am
BNA
- PDX
2 stops10h 50m
Southwest
Deal found 7/22![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:00 pm
PDX
- BNA
1 stop11h 35m
Southwest
Wed 9/236:35 am
BNA
- PDX
2 stops10h 50m
Southwest
Deal found 7/22![Southwest logo]()
$238
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/71:25 pm
PDX
- BNA
1 stop9h 02m
Delta
Fri 8/143:52 pm
BNA
- PDX
1 stop9h 28m
Delta
Deal found 7/22![Delta logo]()
$239
This Expedia deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:22 pm
PDX
- CVG
1 stop16h 58m
Frontier
Sat 9/1212:25 pm
CVG
- PDX
1 stop7h 10m
Frontier
Deal found 7/20![Frontier logo]()
$242
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 July 23, 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 July 23, 2026.
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:50 am
PDX
- BNA
1 stop7h 10m
Southwest
Wed 8/268:00 am
BNA
- PDX
1 stop7h 20m
Southwest
Deal found 7/21![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 9/1212:25 am
PDX
- BNA
1 stop6h 37m
Delta
Sat 9/263:26 pm
BNA
- PDX
1 stop7h 21m
Delta
Deal found 7/18![Delta logo]()
$217
This CheapOair deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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.
Tue 8/185:56 pm
PDX
- CVG
1 stop22h 29m
Frontier
Wed 9/29:20 pm
CVG
- PDX
1 stop18h 32m
Frontier
Deal found 7/18![Frontier logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:35 pm
PDX
- TYS
1 stop16h 36m
Multiple Airlines
Sun 10/256:30 am
TYS
- PDX
1 stop13h 05m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$313
This United Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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.
Tue 8/185:00 am
PDX
- SDF
1 stop6h 29m
United Airlines
Tue 8/258:00 am
SDF
- PDX
1 stop8h 14m
United Airlines
Deal found 7/18![United Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:27 am
PDX
- LEX
1 stop10h 10m
American Airlines
Sat 8/291:26 pm
LEX
- PDX
1 stop7h 04m
American Airlines
Deal found 7/22![American Airlines logo]()
$369
This Southwest deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:05 am
PDX
- BNA
1 stop7h 10m
Southwest
Thu 8/277:30 pm
BNA
- PDX
1 stop6h 10m
Southwest
Deal found 7/19![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3010:47 am
PDX
- BNA
1 stop8h 14m
Delta
Mon 10/57:28 pm
BNA
- PDX
1 stop6h 12m
Delta
Deal found 7/20![Delta logo]()
$217
This Alaska Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/182:30 pm
PDX
- CVG
2 stops12h 00m
Alaska Airlines
Wed 9/26:42 pm
CVG
- PDX
1 stop7h 16m
Alaska Airlines
Deal found 7/18![Alaska Airlines logo]()
$440
This Southwest deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/411:30 pm
PDX
- BNA
2 stops10h 00m
Southwest
Sun 9/66:00 am
BNA
- PDX
1 stop6h 20m
Southwest
Deal found 7/19![Southwest logo]()
$222
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:25 pm
PDX
- BNA
1 stop9h 30m
Delta
Mon 8/246:20 am
BNA
- PDX
1 stop8h 04m
Delta
Deal found 7/22![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:25 pm
PDX
- BNA
1 stop7h 10m
Southwest
Tue 9/18:15 am
BNA
- PDX
2 stops9h 10m
Southwest
Deal found 7/23![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 9/163:00 pm
PDX
- BNA
1 stop11h 35m
Southwest
Sun 9/206:10 am
BNA
- PDX
2 stops9h 10m
Southwest
Deal found 7/18![Southwest logo]()
$240
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/181:28 pm
PDX
- BNA
1 stop8h 27m
Delta
Thu 10/227:28 pm
BNA
- PDX
1 stop6h 19m
Delta
Deal found 7/20![Delta logo]()
$278
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:00 pm
PDX
- BNA
1 stop8h 05m
Southwest
Tue 8/1812:30 pm
BNA
- PDX
2 stops11h 25m
Southwest
Deal found 7/23![Southwest logo]()
$253
This United Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:45 pm
PDX
- LEX
1 stop6h 53m
United Airlines
Wed 8/267:00 am
LEX
- PDX
2 stops10h 47m
United Airlines
Deal found 7/21![United Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1412:35 am
PDX
- CVG
1 stop6h 21m
Delta
Sat 8/225:00 pm
CVG
- PDX
1 stop7h 44m
Delta
Deal found 7/19![Delta logo]()
$337
This United Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1310:35 am
PDX
- TYS
1 stop7h 18m
United Airlines
Mon 8/177:00 am
TYS
- PDX
1 stop7h 28m
United Airlines
Deal found 7/19![United Airlines logo]()
$413
This Southwest deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 7/288:35 am
PDX
- BNA
2 stops8h 20m
Southwest
Sat 8/14:40 pm
BNA
- PDX
2 stops8h 50m
Southwest
Deal found 7/18![Southwest logo]()
$295
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:00 am
PDX
- CVG
1 stop6h 30m
Delta
Tue 10/137:05 am
CVG
- PDX
1 stop8h 28m
Delta
Deal found 7/20![Delta logo]()
$337
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:00 am
PDX
- SDF
1 stop6h 29m
United Airlines
Sat 8/295:45 pm
SDF
- PDX
1 stop8h 07m
United Airlines
Deal found 7/22![United Airlines logo]()
$433
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:34 pm
PDX
- CVG
1 stop9h 54m
Delta
Sat 10/106:10 pm
CVG
- PDX
1 stop7h 03m
Delta
Deal found 7/20![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:05 am
PDX
- CVG
2 stops10h 45m
Southwest
Mon 9/287:00 pm
CVG
- PDX
1 stop7h 05m
Southwest
Deal found 7/21![Southwest logo]()
$316
This United Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:10 am
PDX
- PAH
1 stop10h 00m
United Airlines
Tue 9/15:00 am
PAH
- PDX
1 stop8h 28m
United Airlines
Deal found 7/20![United Airlines logo]()
$438
This Southwest deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:40 pm
PDX
- SDF
1 stop7h 25m
Southwest
Mon 9/78:30 am
SDF
- PDX
1 stop9h 30m
Southwest
Deal found 7/20![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:08 pm
PDX
- LEX
1 stop6h 51m
Delta
Mon 9/76:12 pm
LEX
- PDX
1 stop6h 57m
Delta
Deal found 7/19![Delta logo]()
$369
This United Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/182:27 pm
PDX
- LEX
1 stop6h 28m
United Airlines
Mon 8/249:52 am
LEX
- PDX
2 stops10h 58m
United Airlines
Deal found 7/20![United Airlines logo]()
$452
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:54 pm
PDX
- TRI
2 stops12h 36m
Delta
Mon 8/243:46 pm
TRI
- PDX
1 stop8h 58m
Delta
Deal found 7/20![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/411:30 pm
PDX
- LEX
2 stops10h 50m
United Airlines
Sat 8/81:55 pm
LEX
- PDX
1 stop7h 52m
United Airlines
Deal found 7/20![United Airlines logo]()
$454
This Southwest deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2111:30 pm
PDX
- CVG
2 stops10h 05m
Southwest
Thu 9/245:25 pm
CVG
- PDX
2 stops8h 40m
Southwest
Deal found 7/20![Southwest logo]()
$347
Last-minute flights from Portland to KentuckyDiscover last-minute flight deals from Portland to Kentucky. Data last updated July 23, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Kentucky. Data last updated July 23, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/411:30 pm
PDX
- BNA
1 stop7h 59m
United Airlines
Fri 8/74:59 pm
BNA
- PDX
1 stop7h 49m
United Airlines
Deal found 7/21![United Airlines logo]()
$241
This Southwest deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:00 pm
PDX
- BNA
1 stop8h 05m
Southwest
Wed 8/124:25 pm
BNA
- PDX
1 stop7h 55m
Southwest
Deal found 7/20![Southwest logo]()
$229
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/71:25 pm
PDX
- BNA
1 stop9h 02m
Delta
Fri 8/143:52 pm
BNA
- PDX
1 stop9h 28m
Delta
Deal found 7/22![Delta logo]()
$239
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/712:40 pm
PDX
- BNA
1 stop9h 55m
Southwest
Fri 8/143:10 pm
BNA
- PDX
2 stops8h 35m
Southwest
Deal found 7/22![Southwest logo]()
$244
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:45 am
PDX
- BNA
1 stop6h 12m
Delta
Sat 8/156:00 am
BNA
- PDX
1 stop6h 49m
Delta
Deal found 7/19![Delta logo]()
$238
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1511:20 am
PDX
- BNA
2 stops8h 55m
Southwest
Mon 8/177:30 pm
BNA
- PDX
1 stop6h 10m
Southwest
Deal found 7/21![Southwest logo]()
$243
This CheapOair deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:56 pm
PDX
- CVG
1 stop22h 29m
Frontier
Wed 9/29:20 pm
CVG
- PDX
1 stop18h 32m
Frontier
Deal found 7/22![Frontier logo]()
$252
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:50 am
PDX
- BNA
1 stop7h 10m
Southwest
Wed 8/266:35 am
BNA
- PDX
2 stops10h 50m
Southwest
Deal found 7/21![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/193:00 pm
PDX
- BNA
1 stop11h 35m
Southwest
Sun 8/236:10 am
BNA
- PDX
2 stops9h 10m
Southwest
Deal found 7/19![Southwest logo]()
$228
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:25 pm
PDX
- BNA
1 stop9h 02m
Delta
Sun 8/235:14 am
BNA
- PDX
1 stop7h 13m
Delta
Deal found 7/21![Delta logo]()
$227
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:25 pm
PDX
- BNA
1 stop9h 30m
Delta
Sat 8/295:20 pm
BNA
- PDX
1 stop7h 18m
Delta
Deal found 7/20![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:25 pm
PDX
- BNA
1 stop7h 10m
Southwest
Tue 9/18:15 am
BNA
- PDX
2 stops9h 10m
Southwest
Deal found 7/22![Southwest logo]()
$232
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 July 23, 2026.
Search for one-way flight options from Portland to Kentucky. Find affordable one-way fares based on user searches. Data last updated July 23, 2026.
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/43:25 pm
PDX
- BNA
1 stop6h 30m
Delta
Deal found 7/20![Delta logo]()
$109
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/410:45 pm
PDX
- BNA
2 stops10h 20m
Southwest
Deal found 7/22![Southwest logo]()
$119
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:35 pm
PDX
- BNA
2 stops13h 00m
Southwest
Deal found 7/21![Southwest logo]()
$120
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:20 pm
PDX
- BNA
1 stop7h 56m
Delta
Deal found 7/20![Delta logo]()
$121
This Frontier deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2412:34 pm
PDX
- CVG
1 stop8h 55m
Frontier
Deal found 7/19![Frontier logo]()
$121
This Priceline deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:34 pm
PDX
- CVG
1 stop8h 55m
Frontier
Deal found 7/23![Frontier logo]()
$125
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1112:25 pm
PDX
- BNA
1 stop9h 30m
Delta
Deal found 7/22![Delta logo]()
$126
This Super.com deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:49 pm
PDX
- CVG
1 stop23h 26m
Frontier
Deal found 7/19![Frontier logo]()
$126
This Mytrip deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:21 pm
PDX
- CVG
1 stop23h 08m
Frontier
Deal found 7/20![Frontier logo]()
$127
This CheapOair deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/66:49 pm
PDX
- BNA
1 stop17h 57m
Frontier
Deal found 7/18![Frontier logo]()
$131
This Super.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:34 pm
PDX
- CVG
1 stop19h 47m
Frontier
Deal found 7/23![Frontier logo]()
$131
This CheapOair deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:20 pm
PDX
- CVG
1 stop28h 05m
Frontier
Deal found 7/20![Frontier logo]()
$132
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 July 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $212 (Southwest) |
One-way from | $109 (Delta) |
Popular in | December |
Cheapest in | October |
Average price | $496 |
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 July 23, 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 8/19
5:50 am-3:00 pm
1 stop7h 10m
Nashville Intl
Wed 8/26
8:00 am-1:20 pm
1 stop7h 20m
$217
PortlandNashville
PDX - BNA
PDXBNA
Portland
Sat 9/12
12:25 am-9:02 am
1 stop6h 37m
Nashville Intl
Sat 9/26
3:26 pm-8:47 pm
1 stop7h 21m
$217
Quickest round-trip
PortlandNashville
PDX - BNA
PDXBNA
Portland
Tue 8/25
7:05 am-4:15 pm
1 stop7h 10m
Nashville Intl
Thu 8/27
7:30 pm-11:40 pm
1 stop6h 10m
$217
PortlandNashville
PDX - BNA
PDXBNA
Portland
Wed 9/30
10:47 am-9:01 pm
1 stop8h 14m
Nashville Intl
Mon 10/5
7:28 pm-11:40 pm
1 stop6h 12m
$217
PortlandNashville
PDX - BNA
PDXBNA
Portland
Fri 9/4
11:30 pm-11:30 am
2 stops10h 00m
Nashville Intl
Sun 9/6
6:00 am-10:20 am
1 stop6h 20m
$222
PortlandNashville
PDX - BNA
PDXBNA
Portland
Fri 8/21
12:25 pm-11:55 pm
1 stop9h 30m
Nashville Intl
Mon 8/24
6:20 am-12:24 pm
1 stop8h 04m
$227
PortlandNashville
PDX - BNA
PDXBNA
Portland
Fri 8/28
3:25 pm-12:35 am
1 stop7h 10m
Nashville Intl
Tue 9/1
8:15 am-3:25 pm
2 stops9h 10m
$232
PortlandNashville
PDX - BNA
PDXBNA
Portland
Wed 9/16
3:00 pm-4:35 am
1 stop11h 35m
Nashville Intl
Sun 9/20
6:10 am-1:20 pm
2 stops9h 10m
$240
PortlandNashville
PDX - BNA
PDXBNA
Portland
Fri 8/14
7:00 pm-5:05 am
1 stop8h 05m
Nashville Intl
Tue 8/18
12:30 pm-9:55 pm
2 stops11h 25m
$253
PortlandNashville
PDX - BNA
PDXBNA
Portland
Sun 10/18
1:28 pm-11:55 pm
1 stop8h 27m
Nashville Intl
Thu 10/22
7:28 pm-11:47 pm
1 stop6h 19m
$278
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-BNA
PDX-CVG
PDX-TYS
PDX-SDF
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-BNA
PDX-CVG
PDX-TYS
PDX-SDF
What is the cheapest month to book a flight from Portland to Kentucky?
Currently, October is the cheapest month in which you can book a flight from Portland to Kentucky (average of $368). Flying from Portland to Kentucky in June is currently the most expensive (average of $557). 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?
Airfare is below average for this route at the moment.
Portland to Kentucky flights typically cost between $414 and $684 in September.The cheapest round-trip price found within the last 5 days was $333 on Delta (Sep 16-Sep 19).
How far ahead should I book a flight from Portland to Kentucky?
Booking 74 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.
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 July 23, 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.
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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
Complete your trip to Kentucky by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Kentucky by cabin class
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 July 23, 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 July 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$280 | Average$460 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$292 | Average$440 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$312 | Average$479 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$320 | Average$517 | FlexibilityNo cancel fee | On-time69% |