$81+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Sep 21 — Sep 281
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 August 22, 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 August 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:39 pm -
2 stops26h 06m
Sat 9/193:14 pm -
1 stop22h 29m
Deal found 8/17![Frontier logo]()
$220
This CheapOair deal was found by Cheapflights users on 8/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/13:47 pm -
1 stop25h 00m
Thu 11/511:32 am -
1 stop7h 03m
Deal found 8/19![Frontier logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/512:38 pm -
1 stop23h 40m
Thu 10/228:29 pm -
2 stops17h 11m
Deal found 8/17![Frontier logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:47 pm -
1 stop21h 59m
Wed 9/95:40 pm -
2 stops42h 27m
Deal found 8/19![Frontier logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:47 pm -
1 stop21h 59m
Sun 8/302:41 pm -
1 stop28h 40m
Deal found 8/16![Frontier logo]()
$231
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:20 pm -
1 stop21h 50m
Thu 9/32:41 pm -
1 stop22h 07m
Deal found 8/17![Frontier logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/1312:24 pm -
1 stop22h 40m
Sat 9/193:14 pm -
2 stops20h 53m
Deal found 8/17![Frontier logo]()
$234
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Fri 10/1612:25 pm -
1 stop14h 42m
Mon 10/194:32 pm -
1 stop21h 22m
Deal found 8/17![Frontier logo]()
$238
This Expedia deal was found by Cheapflights users on 8/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:47 pm -
1 stop25h 00m
Sun 11/1511:32 am -
1 stop7h 03m
Deal found 8/18![Frontier logo]()
$239
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Thu 10/2912:57 pm -
1 stop7h 43m
Mon 11/26:45 pm -
1 stop7h 59m
Deal found 8/18![United Airlines logo]()
$242
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:38 pm -
1 stop28h 59m
Sun 9/133:14 pm -
1 stop22h 29m
Deal found 8/17![Frontier logo]()
$245
This CheapOair deal was found by Cheapflights users on 8/18. 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 10/2011:49 am -
1 stop24h 30m
Fri 10/3011:32 am -
1 stop7h 03m
Deal found 8/18![Frontier logo]()
$246
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 August 22, 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 August 22, 2026.
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/12:27 pm -
1 stop6h 47m
Mon 10/55:31 pm -
1 stop7h 22m
Deal found 8/17![United Airlines logo]()
$247
This Southwest deal was found by Cheapflights users on 8/21. 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.
Fri 11/66:10 am -
1 stop8h 50m
Sun 11/85:10 am -
1 stop8h 55m
Deal found 8/21![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 8/18. 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.
Thu 11/192:15 pm -
1 stop7h 53m
Sun 11/226:00 am -
1 stop6h 36m
Deal found 8/18![Delta logo]()
$329
This American Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:00 am -
1 stop6h 43m
Wed 9/302:43 pm -
1 stop7h 37m
Deal found 8/16![American Airlines logo]()
$337
This CheapOair deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/412:20 pm -
1 stop28h 05m
Mon 9/78:30 pm -
1 stop23h 41m
Deal found 8/16![Frontier logo]()
$340
This Alaska Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:15 am -
Nonstop4h 20m
Sat 10/315:01 pm -
Nonstop4h 49m
Deal found 8/16![Alaska Airlines logo]()
$351
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Sun 10/411:59 pm -
1 stop7h 38m
Fri 10/97:07 pm -
1 stop7h 27m
Deal found 8/20![United Airlines logo]()
$267
This Southwest deal was found by Cheapflights users on 8/19. 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.
Thu 10/159:15 pm -
2 stops9h 40m
Fri 10/238:20 pm -
1 stop6h 50m
Deal found 8/19![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 8/21. 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.
Sat 9/1910:57 pm -
1 stop9h 21m
Fri 9/255:20 pm -
1 stop7h 27m
Deal found 8/21![Delta logo]()
$361
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Wed 11/189:00 am -
1 stop8h 05m
Tue 12/15:30 am -
1 stop7h 47m
Deal found 8/18![United Airlines logo]()
$329
This Alaska Airlines deal was found by Cheapflights users on 8/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/269:31 am -
1 stop8h 38m
Thu 10/298:39 am -
1 stop7h 45m
Deal found 8/19![Alaska Airlines logo]()
$388
This Southwest deal was found by Cheapflights users on 8/18. 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 11/186:55 am -
2 stops8h 55m
Tue 12/11:25 pm -
2 stops11h 00m
Deal found 8/18![Southwest logo]()
$358
This American Airlines deal was found by Cheapflights users on 8/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:18 am -
1 stop8h 35m
Fri 9/115:31 pm -
1 stop8h 52m
Deal found 8/19![American Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 8/19. 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.
Wed 10/2811:43 am -
1 stop6h 23m
Mon 11/26:00 am -
1 stop7h 42m
Deal found 8/19![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Fri 10/3011:10 pm -
1 stop8h 34m
Tue 11/35:40 pm -
1 stop7h 47m
Deal found 8/20![United Airlines logo]()
$361
This Southwest deal was found by Cheapflights users on 8/21. 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 9/1911:20 am -
2 stops9h 00m
Sat 9/267:35 am -
2 stops8h 25m
Deal found 8/21![Southwest logo]()
$362
This Delta deal was found by Cheapflights users on 8/19. 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.
Sat 9/1910:57 pm -
1 stop7h 36m
Fri 9/254:00 pm -
1 stop8h 47m
Deal found 8/19![Delta logo]()
$379
This American Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2011:08 pm -
1 stop8h 42m
Fri 9/254:48 pm -
1 stop10h 19m
Deal found 8/16![American Airlines logo]()
$426
This Alaska Airlines deal was found by Cheapflights users on 8/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:09 am -
1 stop7h 30m
Sat 9/127:51 am -
2 stops11h 54m
Deal found 8/19![Alaska Airlines logo]()
$434
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Thu 9/172:27 pm -
1 stop6h 29m
Thu 9/245:15 am -
1 stop7h 16m
Deal found 8/18![United Airlines logo]()
$363
This Southwest deal was found by Cheapflights users on 8/20. 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.
Wed 9/303:00 pm -
1 stop11h 35m
Thu 10/12:45 pm -
2 stops10h 20m
Deal found 8/20![Southwest logo]()
$363
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Sat 9/510:50 am -
2 stops10h 09m
Wed 9/94:50 pm -
1 stop7h 15m
Deal found 8/18![United Airlines logo]()
$363
This Southwest deal was found by Cheapflights users on 8/18. 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.
Thu 10/297:40 am -
2 stops8h 05m
Mon 11/28:05 am -
2 stops10h 50m
Deal found 8/18![Southwest logo]()
$368
This Delta deal was found by Cheapflights users on 8/20. 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 9/412:35 am -
2 stops9h 26m
Fri 9/116:00 am -
1 stop10h 00m
Deal found 8/20![Delta logo]()
$405
This American Airlines deal was found by Cheapflights users on 8/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:00 am -
1 stop8h 21m
Sat 11/146:51 am -
1 stop8h 53m
Deal found 8/21![American Airlines logo]()
$475
This Southwest deal was found by Cheapflights users on 8/21. 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.
Fri 9/1812:20 pm -
2 stops8h 40m
Fri 9/254:00 pm -
2 stops9h 10m
Deal found 8/21![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 8/20. 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 10/1311:30 pm -
1 stop7h 10m
Sat 10/1710:29 am -
2 stops14h 28m
Deal found 8/20![United Airlines logo]()
$372
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/109:31 am -
1 stop7h 02m
Mon 10/126:00 am -
1 stop10h 38m
Deal found 8/17![Delta logo]()
$413
This Southwest deal was found by Cheapflights users on 8/20. 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 10/307:50 pm -
2 stops11h 00m
Tue 11/37:05 am -
2 stops10h 55m
Deal found 8/20![Southwest logo]()
$371
This United Airlines deal was found by Cheapflights users on 8/19. 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 11/197:26 pm -
2 stops11h 12m
Sun 11/226:45 pm -
1 stop7h 59m
Deal found 8/19![United Airlines logo]()
$372
Last-minute flights from Portland to KentuckyDiscover last-minute flight deals from Portland to Kentucky. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Kentucky. Data last updated August 22, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:47 pm -
1 stop21h 59m
Sun 8/302:41 pm -
1 stop28h 40m
Deal found 8/16![Frontier logo]()
$231
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:20 pm -
1 stop21h 50m
Thu 9/32:41 pm -
1 stop22h 07m
Deal found 8/17![Frontier logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:56 pm -
1 stop16h 14m
Wed 9/93:14 pm -
2 stops22h 22m
Deal found 8/17![Frontier logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:47 pm -
1 stop21h 59m
Wed 9/95:40 pm -
2 stops42h 27m
Deal found 8/19![Frontier logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:20 pm -
1 stop21h 50m
Fri 9/115:40 pm -
2 stops19h 56m
Deal found 8/16![Frontier logo]()
$240
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:38 pm -
1 stop28h 59m
Sun 9/133:14 pm -
1 stop22h 29m
Deal found 8/17![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/1312:24 pm -
1 stop22h 40m
Sat 9/193:14 pm -
2 stops20h 53m
Deal found 8/17![Frontier logo]()
$234
This CheapOair deal was found by Cheapflights users on 8/18. 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.
Sun 9/1312:24 pm -
1 stop22h 40m
Wed 9/163:14 pm -
1 stop22h 29m
Deal found 8/18![Frontier logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:39 pm -
2 stops26h 06m
Sat 9/193:14 pm -
1 stop22h 29m
Deal found 8/17![Frontier logo]()
$220
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/1511:02 pm -
1 stop7h 48m
Thu 9/247:07 pm -
1 stop7h 27m
Deal found 8/17![United Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Fri 9/1812:38 pm -
1 stop24h 33m
Wed 9/235:16 pm -
1 stop21h 27m
Deal found 8/18![Frontier logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Sun 9/2712:24 pm -
1 stop22h 40m
Fri 10/23:14 pm -
2 stops22h 22m
Deal found 8/18![Frontier logo]()
$248
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 August 22, 2026.
Search for one-way flight options from Portland to Kentucky. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Fri 9/1112:38 pm -
1 stop23h 40m
Deal found 8/17![Frontier logo]()
$81
This Trip.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:38 pm -
1 stop28h 59m
Deal found 8/16![Frontier logo]()
$82
This CheapOair deal was found by Cheapflights users on 8/18. 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.
Sun 9/1312:24 pm -
1 stop22h 40m
Deal found 8/18![Frontier logo]()
$85
This CheapOair deal was found by Cheapflights users on 8/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:24 pm -
1 stop22h 40m
Deal found 8/19![Frontier logo]()
$91
This Jetabroad deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/301:47 pm -
1 stop21h 59m
Deal found 8/16![Frontier logo]()
$94
This Jetabroad deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:47 pm -
1 stop21h 59m
Deal found 8/16![Frontier logo]()
$95
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:20 pm -
1 stop21h 50m
Deal found 8/17![Frontier logo]()
$97
This Trip.com deal was found by Cheapflights users on 8/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:38 pm -
1 stop23h 40m
Deal found 8/21![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:38 pm -
2 stops18h 10m
Deal found 8/21![Frontier logo]()
$118
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 11/1212:57 pm -
1 stop7h 43m
Deal found 8/17![United Airlines logo]()
$119
This Super.com deal was found by Cheapflights users on 8/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:38 pm -
1 stop24h 33m
Deal found 8/18![Frontier logo]()
$120
This CheapOair deal was found by Cheapflights users on 8/20. 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 9/1012:38 pm -
1 stop24h 33m
Deal found 8/20![Frontier logo]()
$121
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 August 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $220 (Kiwi.com) |
One-way from | $81 (CheapOair) |
Popular in | December |
Cheapest in | October |
Average price | $432 |
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 7,457,451 searches. Data last updated August 22, 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 Portland - BNA Nashville Intl
PDXBNA
Portland
Thu 10/1
2:27 pm-11:14 pm
1 stop6h 47m
Nashville Intl
Mon 10/5
5:31 pm-10:53 pm
1 stop7h 22m
$247
PortlandNashville
PDX Portland - BNA Nashville Intl
PDXBNA
Portland
Fri 11/6
6:10 am-5:00 pm
1 stop8h 50m
Nashville Intl
Sun 11/8
5:10 am-12:05 pm
1 stop8h 55m
$267
PortlandNashville
PDX Portland - BNA Nashville Intl
PDXBNA
Portland
Sun 10/4
11:59 pm-9:37 am
1 stop7h 38m
Nashville Intl
Fri 10/9
7:07 pm-12:34 am
1 stop7h 27m
$267
PortlandNashville
PDX Portland - BNA Nashville Intl
PDXBNA
Portland
Thu 11/19
2:15 pm-12:08 am
1 stop7h 53m
Nashville Intl
Sun 11/22
6:00 am-10:36 am
1 stop6h 36m
$329
PortlandCincinnati
PDX Portland - CVG Cincinnati Cinci./N. Kentucky
PDXCVG
Portland
Wed 11/18
9:00 am-8:05 pm
1 stop8h 05m
Cincinnati Cinci./N. Kentucky
Tue 12/1
5:30 am-10:17 am
1 stop7h 47m
$329
PortlandKnoxville
PDX Portland - TYS Knoxville McGhee Tyson
PDXTYS
Portland
Tue 9/29
7:00 am-4:43 pm
1 stop6h 43m
Knoxville McGhee Tyson
Wed 9/30
2:43 pm-7:20 pm
1 stop7h 37m
$337
PortlandCincinnati
PDX Portland - CVG Cincinnati Cinci./N. Kentucky
PDXCVG
Portland
Fri 9/4
12:20 pm-7:25 pm
1 stop28h 05m
Cincinnati Cinci./N. Kentucky
Mon 9/7
8:30 pm-5:11 pm
1 stop23h 41m
$340
PortlandCincinnati
PDX Portland - CVG Cincinnati Cinci./N. Kentucky
PDXCVG
Portland
Thu 10/15
9:15 pm-9:55 am
2 stops9h 40m
Cincinnati Cinci./N. Kentucky
Fri 10/23
8:20 pm-12:10 am
1 stop6h 50m
$343
Quickest round-trip
PortlandNashville
PDX Portland - BNA Nashville Intl
PDXBNA
Portland
Sat 10/24
11:15 am-5:35 pm
Nonstop4h 20m
Nashville Intl
Sat 10/31
5:01 pm-7:50 pm
Nonstop4h 49m
$351
PortlandCincinnati
PDX Portland - CVG Cincinnati Cinci./N. Kentucky
PDXCVG
Portland
Wed 11/18
6:55 am-6:50 pm
2 stops8h 55m
Cincinnati Cinci./N. Kentucky
Tue 12/1
1:25 pm-9:25 pm
2 stops11h 00m
$358
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-TRI
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-TRI
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 $391). 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 $408 and $797 in September.The cheapest round-trip price found within the last 5 days was $358 on United Airlines (Sep 28-Sep 29).
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 August 22, 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.
Comfort
8.0
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
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 August 22, 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 7,457,451 searches. Data last updated August 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$274 | Average$456 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$280 | Average$484 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$312 | Average$488 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$320 | Average$512 | FlexibilityNo cancel fee | On-time69% |