$104+ 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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Jul 31 — Aug 71
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Kentucky with Cheapflights
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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 1, 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 1, 2026.
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2811:30 pm
PDX
- BNA
2 stops9h 45m
Southwest
Thu 7/307:20 pm
BNA
- PDX
1 stop8h 05m
Southwest
Deal found 6/30![Southwest logo]()
$212
This Southwest deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2811:30 pm
PDX
- BNA
2 stops9h 45m
Southwest
Sat 8/14:40 pm
BNA
- PDX
2 stops8h 50m
Southwest
Deal found 6/27![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1312:33 am
PDX
- BNA
1 stop6h 25m
Delta
Tue 7/282:59 pm
BNA
- PDX
1 stop9h 14m
Delta
Deal found 7/1![Delta logo]()
$219
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2711:30 pm
PDX
- BNA
2 stops9h 45m
Southwest
Thu 7/307:20 pm
BNA
- PDX
1 stop8h 05m
Southwest
Deal found 6/30![Southwest logo]()
$224
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/115:25 am
PDX
- BNA
2 stops9h 35m
Southwest
Tue 7/215:45 pm
BNA
- PDX
2 stops8h 25m
Southwest
Deal found 6/26![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/255:00 am
PDX
- BNA
2 stops11h 55m
Southwest
Thu 7/307:20 pm
BNA
- PDX
1 stop8h 05m
Southwest
Deal found 6/28![Southwest logo]()
$230
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/161:25 pm
PDX
- BNA
1 stop9h 08m
Delta
Mon 7/207:34 pm
BNA
- PDX
1 stop6h 10m
Delta
Deal found 6/30![Delta logo]()
$231
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/319:20 pm
PDX
- BNA
1 stop10h 10m
Southwest
Sun 8/25:00 am
BNA
- PDX
2 stops9h 15m
Southwest
Deal found 6/29![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/148:35 am
PDX
- BNA
2 stops8h 20m
Southwest
Sun 7/194:10 pm
BNA
- PDX
2 stops10h 05m
Southwest
Deal found 6/26![Southwest logo]()
$241
This Delta deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:00 am
PDX
- BNA
1 stop7h 57m
Delta
Thu 10/223:30 pm
BNA
- PDX
1 stop8h 49m
Delta
Deal found 6/27![Delta logo]()
$242
This Expedia deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/109:34 pm
PDX
- CVG
1 stop19h 47m
Frontier
Mon 9/1412:25 pm
CVG
- PDX
1 stop7h 10m
Frontier
Deal found 6/28![Frontier logo]()
$242
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:15 am
PDX
- BNA
1 stop9h 19m
Delta
Wed 8/265:00 pm
BNA
- PDX
1 stop8h 39m
Delta
Deal found 6/30![Delta logo]()
$243
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 1, 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 1, 2026.
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:20 pm
PDX
- BNA
1 stop6h 50m
Southwest
Thu 7/307:20 pm
BNA
- PDX
1 stop8h 05m
Southwest
Deal found 6/28![Southwest logo]()
$219
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:25 am
PDX
- SDF
1 stop8h 29m
Delta
Sat 9/1912:34 pm
SDF
- PDX
1 stop7h 57m
Delta
Deal found 6/29![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:15 am
PDX
- BNA
1 stop7h 17m
United Airlines
Tue 9/17:30 am
BNA
- PDX
1 stop10h 26m
United Airlines
Deal found 6/30![United Airlines logo]()
$331
This Orbitz deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/117:40 pm
PDX
- CVG
1 stop21h 44m
Alaska Airlines
Mon 12/148:30 am
CVG
- PDX
1 stop9h 25m
Alaska Airlines
Deal found 6/30![Alaska Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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.
Sat 7/119:55 pm
PDX
- LEX
1 stop8h 16m
American Airlines
Wed 7/156:53 pm
LEX
- PDX
1 stop8h 57m
American Airlines
Deal found 6/26![American Airlines logo]()
$449
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1111:30 pm
PDX
- BNA
1 stop7h 40m
Southwest
Tue 8/256:35 am
BNA
- PDX
2 stops10h 50m
Southwest
Deal found 6/29![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/173:25 pm
PDX
- BNA
1 stop7h 10m
Southwest
Thu 8/204:00 pm
BNA
- PDX
2 stops9h 05m
Southwest
Deal found 6/26![Southwest logo]()
$248
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:05 pm
PDX
- BNA
1 stop6h 35m
Southwest
Sun 8/236:10 am
BNA
- PDX
2 stops9h 10m
Southwest
Deal found 6/30![Southwest logo]()
$248
This United Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:40 am
PDX
- BNA
2 stops10h 57m
United Airlines
Sat 9/199:52 am
BNA
- PDX
1 stop8h 04m
United Airlines
Deal found 6/27![United Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/2711:30 pm
PDX
- BNA
2 stops9h 45m
Southwest
Fri 7/313:00 pm
BNA
- PDX
2 stops9h 50m
Southwest
Deal found 6/26![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 10/53:00 pm
PDX
- CVG
1 stop5h 51m
Delta
Sat 10/104:40 pm
CVG
- PDX
1 stop8h 46m
Delta
Deal found 6/26![Delta logo]()
$348
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:25 pm
PDX
- BNA
1 stop7h 15m
Southwest
Sun 10/45:10 am
BNA
- PDX
1 stop7h 45m
Southwest
Deal found 6/28![Southwest logo]()
$255
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 10/53:00 pm
PDX
- CVG
1 stop5h 51m
Delta
Wed 10/74:00 pm
CVG
- PDX
1 stop8h 53m
Delta
Deal found 6/26![Delta logo]()
$348
This United Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2210:50 am
PDX
- TYS
1 stop8h 54m
United Airlines
Thu 9/244:53 pm
TYS
- PDX
1 stop7h 17m
United Airlines
Deal found 6/29![United Airlines logo]()
$365
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1710:45 pm
PDX
- BNA
2 stops10h 30m
Southwest
Sat 8/229:10 am
BNA
- PDX
2 stops11h 10m
Southwest
Deal found 6/30![Southwest logo]()
$275
This Delta deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:08 pm
PDX
- LEX
1 stop6h 51m
Delta
Sun 9/66:00 am
LEX
- PDX
1 stop7h 27m
Delta
Deal found 6/27![Delta logo]()
$369
This United Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:30 am
PDX
- SDF
1 stop7h 41m
United Airlines
Sun 10/45:15 am
SDF
- PDX
1 stop7h 16m
United Airlines
Deal found 6/28![United Airlines logo]()
$392
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1811:10 pm
PDX
- LEX
1 stop7h 49m
Delta
Sun 9/206:01 pm
LEX
- PDX
1 stop6h 59m
Delta
Deal found 6/28![Delta logo]()
$369
This American Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:06 pm
PDX
- HTS
1 stop9h 45m
American Airlines
Tue 9/2212:11 pm
HTS
- PDX
1 stop8h 41m
American Airlines
Deal found 6/27![American Airlines logo]()
$522
This Delta deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:08 pm
PDX
- LEX
1 stop6h 51m
Delta
Mon 9/76:12 pm
LEX
- PDX
1 stop6h 57m
Delta
Deal found 6/27![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2311:30 pm
PDX
- BNA
2 stops9h 50m
Southwest
Mon 7/273:00 pm
BNA
- PDX
2 stops9h 50m
Southwest
Deal found 6/28![Southwest logo]()
$305
This United Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:00 am
PDX
- CVG
1 stop6h 23m
United Airlines
Wed 9/212:29 pm
CVG
- PDX
1 stop9h 24m
United Airlines
Deal found 6/28![United Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/2312:45 am
PDX
- EVV
1 stop9h 09m
American Airlines
Fri 7/315:14 pm
EVV
- PDX
1 stop7h 37m
American Airlines
Deal found 6/26![American Airlines logo]()
$529
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:45 pm
PDX
- BNA
2 stops10h 30m
Southwest
Wed 9/23:40 pm
BNA
- PDX
2 stops8h 35m
Southwest
Deal found 6/26![Southwest logo]()
$308
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/711:20 pm
PDX
- TRI
2 stops10h 25m
Delta
Sat 9/125:13 pm
TRI
- PDX
1 stop7h 34m
Delta
Deal found 6/28![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 12/88:45 am
PDX
- SDF
2 stops10h 24m
United Airlines
Wed 12/93:20 pm
SDF
- PDX
1 stop8h 29m
United Airlines
Deal found 6/26![United Airlines logo]()
$432
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/253:00 pm
PDX
- CVG
1 stop5h 51m
Delta
Tue 10/67:30 pm
CVG
- PDX
1 stop7h 17m
Delta
Deal found 6/28![Delta logo]()
$383
This American Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1312:45 am
PDX
- TRI
2 stops11h 59m
American Airlines
Tue 7/212:16 pm
TRI
- PDX
2 stops11h 35m
American Airlines
Deal found 6/30![American Airlines logo]()
$563
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 10/311:35 pm
PDX
- CVG
1 stop12h 40m
Southwest
Sat 10/103:20 pm
CVG
- PDX
2 stops9h 15m
Southwest
Deal found 6/26![Southwest logo]()
$319
This United Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/142:27 pm
PDX
- LEX
1 stop6h 28m
United Airlines
Wed 8/197:00 am
LEX
- PDX
2 stops11h 05m
United Airlines
Deal found 6/30![United Airlines logo]()
$437
Last-minute flights from Portland to KentuckyDiscover last-minute flight deals from Portland to Kentucky. Data last updated July 1, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Kentucky. Data last updated July 1, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/115:25 am
PDX
- BNA
2 stops9h 35m
Southwest
Tue 7/215:45 pm
BNA
- PDX
2 stops8h 25m
Southwest
Deal found 6/26![Southwest logo]()
$229
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1312:33 am
PDX
- BNA
1 stop6h 25m
Delta
Tue 7/282:59 pm
BNA
- PDX
1 stop9h 14m
Delta
Deal found 7/1![Delta logo]()
$219
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/148:35 am
PDX
- BNA
2 stops8h 20m
Southwest
Sun 7/194:10 pm
BNA
- PDX
2 stops10h 05m
Southwest
Deal found 6/26![Southwest logo]()
$241
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/161:25 pm
PDX
- BNA
1 stop9h 08m
Delta
Mon 7/207:34 pm
BNA
- PDX
1 stop6h 10m
Delta
Deal found 6/30![Delta logo]()
$231
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2011:30 pm
PDX
- BNA
2 stops9h 45m
Southwest
Mon 7/275:10 am
BNA
- PDX
1 stop6h 45m
Southwest
Deal found 6/30![Southwest logo]()
$248
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:30 am
PDX
- BNA
1 stop9h 54m
Delta
Sun 7/266:28 am
BNA
- PDX
1 stop7h 52m
Delta
Deal found 6/30![Delta logo]()
$243
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/255:00 am
PDX
- BNA
2 stops11h 55m
Southwest
Thu 7/307:20 pm
BNA
- PDX
1 stop8h 05m
Southwest
Deal found 6/28![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2711:30 pm
PDX
- BNA
2 stops9h 45m
Southwest
Thu 7/307:20 pm
BNA
- PDX
1 stop8h 05m
Southwest
Deal found 6/30![Southwest logo]()
$224
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2811:30 pm
PDX
- BNA
2 stops9h 45m
Southwest
Thu 7/307:20 pm
BNA
- PDX
1 stop8h 05m
Southwest
Deal found 6/30![Southwest logo]()
$212
This Southwest deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2811:30 pm
PDX
- BNA
2 stops9h 45m
Southwest
Sat 8/14:40 pm
BNA
- PDX
2 stops8h 50m
Southwest
Deal found 6/27![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/319:20 pm
PDX
- BNA
1 stop10h 10m
Southwest
Sun 8/25:00 am
BNA
- PDX
2 stops9h 15m
Southwest
Deal found 6/29![Southwest logo]()
$236
This Booking.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3112:20 pm
PDX
- CVG
1 stop28h 11m
Multiple Airlines
Sun 8/212:20 pm
CVG
- PDX
Nonstop4h 38m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$256
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 1, 2026.
Search for one-way flight options from Portland to Kentucky. Find affordable one-way fares based on user searches. Data last updated July 1, 2026.
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/31:25 pm
PDX
- BNA
1 stop9h 02m
Delta
Deal found 6/30![Delta logo]()
$104
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2811:30 pm
PDX
- BNA
2 stops9h 45m
Southwest
Deal found 6/30![Southwest logo]()
$109
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:55 pm
PDX
- BNA
1 stop9h 05m
Southwest
Deal found 6/30![Southwest logo]()
$116
This Priceline deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 6/26![Frontier logo]()
$121
This Super.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 6/29![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:21 pm
PDX
- BNA
1 stop16h 11m
Frontier
Deal found 6/27![Frontier logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/92:48 pm
PDX
- CVG
Nonstop4h 32m
Allegiant Air
Deal found 6/29![Allegiant Air logo]()
$127
This Booking.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:56 pm
PDX
- CVG
1 stop22h 39m
Frontier
Deal found 6/30![Frontier logo]()
$128
This Trip.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/912:20 pm
PDX
- BNA
1 stop21h 12m
Frontier
Deal found 6/30![Frontier logo]()
$130
This CheapOair deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:49 pm
PDX
- BNA
1 stop17h 57m
Frontier
Deal found 6/28![Frontier logo]()
$131
This CheapOair deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/612:20 pm
PDX
- CVG
1 stop28h 09m
Frontier
Deal found 6/30![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:16 pm
PDX
- BNA
1 stop16h 16m
Frontier
Deal found 6/29![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 July 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $212 (Southwest) |
One-way from | $104 (Delta) |
Popular in | December |
Cheapest in | October |
Average price | $516 |
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 1, 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
Sat 7/25
8:20 pm-5:10 am
1 stop6h 50m
Nashville Intl
Thu 7/30
7:20 pm-1:25 am
1 stop8h 05m
$219
PortlandNashville
PDX - BNA
PDXBNA
Portland
Tue 8/11
11:30 pm-9:10 am
1 stop7h 40m
Nashville Intl
Tue 8/25
6:35 am-3:25 pm
2 stops10h 50m
$247
PortlandNashville
PDX - BNA
PDXBNA
Portland
Mon 8/17
3:25 pm-12:35 am
1 stop7h 10m
Nashville Intl
Thu 8/20
4:00 pm-11:05 pm
2 stops9h 05m
$248
PortlandNashville
PDX - BNA
PDXBNA
Portland
Thu 8/20
2:05 pm-10:40 pm
1 stop6h 35m
Nashville Intl
Sun 8/23
6:10 am-1:20 pm
2 stops9h 10m
$248
PortlandNashville
PDX - BNA
PDXBNA
Portland
Mon 7/27
11:30 pm-11:15 am
2 stops9h 45m
Nashville Intl
Fri 7/31
3:00 pm-10:50 pm
2 stops9h 50m
$253
PortlandNashville
PDX - BNA
PDXBNA
Portland
Thu 10/1
3:25 pm-12:40 am
1 stop7h 15m
Nashville Intl
Sun 10/4
5:10 am-10:55 am
1 stop7h 45m
$255
PortlandNashville
PDX - BNA
PDXBNA
Portland
Mon 8/17
10:45 pm-11:15 am
2 stops10h 30m
Nashville Intl
Sat 8/22
9:10 am-6:20 pm
2 stops11h 10m
$275
PortlandNashville
PDX - BNA
PDXBNA
Portland
Thu 7/23
11:30 pm-11:20 am
2 stops9h 50m
Nashville Intl
Mon 7/27
3:00 pm-10:50 pm
2 stops9h 50m
$305
PortlandNashville
PDX - BNA
PDXBNA
Portland
Mon 8/31
10:45 pm-11:15 am
2 stops10h 30m
Nashville Intl
Wed 9/2
3:40 pm-10:15 pm
2 stops8h 35m
$308
PortlandCincinnati
PDX - CVG
PDXCVG
Portland
Sat 10/3
11:35 pm-3:15 pm
1 stop12h 40m
Cincinnati Cinci./N. Kentucky
Sat 10/10
3:20 pm-9:35 pm
2 stops9h 15m
$319
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-SDF
PDX-TRI
PDX-TYS
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-SDF
PDX-TRI
What is the cheapest month to book a flight from Portland to Kentucky?
Currently, September is the cheapest month in which you can book a flight from Portland to Kentucky (average of $158). Flying from Portland to Kentucky in April is currently the most expensive (average of $407). 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?
How far ahead should I book a flight from Portland to Kentucky?
Booking 43 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 1, 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.
Food
7.0
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
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
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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 1, 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 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$260 | Average$464 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$280 | Average$462 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$304 | Average$458 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$320 | Average$524 | FlexibilityNo cancel fee | On-time69% |