$182+ Cheap flights from Kentucky to Portland (PDX)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — PDX
Oct 24 — Oct 311
Round-trip
1 adult, Economy
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Find cheap flights from Kentucky to Portland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Kentucky to Portland
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Cheapest flights from Kentucky to PortlandExplore the most affordable flight options available from Kentucky to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2026.
Explore the most affordable flight options available from Kentucky to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2026.
This Delta deal was found by Cheapflights users on 9/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:39 pm -
1 stop8h 05m
Mon 10/2611:00 pm -
1 stop8h 21m
Deal found 9/23![Delta logo]()
$363
This Southwest deal was found by Cheapflights users on 9/20. 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.
Tue 10/207:10 pm -
1 stop7h 30m
Tue 10/2710:45 am -
2 stops9h 15m
Deal found 9/20![Southwest logo]()
$368
This Delta deal was found by Cheapflights users on 9/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:00 am -
1 stop6h 34m
Fri 10/2311:43 am -
1 stop6h 30m
Deal found 9/23![Delta logo]()
$375
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/3010:27 am -
1 stop7h 53m
Tue 11/109:00 am -
2 stops8h 52m
Deal found 9/21![United Airlines logo]()
$380
This American Airlines deal was found by Cheapflights users on 9/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:18 pm -
1 stop8h 21m
Sun 10/2510:55 pm -
1 stop8h 49m
Deal found 9/20![American Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 9/20. 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 11/35:25 am -
2 stops10h 57m
Tue 11/102:34 pm -
1 stop6h 20m
Deal found 9/20![United Airlines logo]()
$404
This Southwest deal was found by Cheapflights users on 9/23. 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.
Wed 10/214:00 pm -
2 stops9h 15m
Wed 10/2810:45 am -
2 stops9h 15m
Deal found 9/23![Southwest logo]()
$405
This American Airlines deal was found by Cheapflights users on 9/19. 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 11/74:10 pm -
1 stop9h 00m
Sun 11/811:09 pm -
1 stop7h 29m
Deal found 9/19![American Airlines logo]()
$415
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Wed 11/48:00 am -
2 stops9h 34m
Sun 11/155:00 am -
1 stop6h 22m
Deal found 9/22![United Airlines logo]()
$420
This Delta deal was found by Cheapflights users on 9/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:39 pm -
1 stop8h 05m
Thu 10/2211:00 pm -
1 stop6h 57m
Deal found 9/23![Delta logo]()
$421
This United Airlines deal was found by Cheapflights users on 9/20. 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 10/235:15 am -
1 stop7h 16m
Sun 10/2511:33 pm -
1 stop7h 05m
Deal found 9/20![United Airlines logo]()
$427
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/55:25 am -
1 stop9h 22m
Tue 1/55:15 am -
2 stops9h 02m
Deal found 9/23![United Airlines logo]()
$439
Best flights from Kentucky to PortlandDiscover carefully curated flight deals from Kentucky to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
Discover carefully curated flight deals from Kentucky to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
This United Airlines deal was found by Cheapflights users on 9/20. 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 10/275:57 pm -
1 stop7h 30m
Tue 11/35:00 am -
2 stops8h 57m
Deal found 9/20![United Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 9/20. 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 11/37:10 am -
1 stop9h 28m
Tue 11/106:45 am -
1 stop7h 22m
Deal found 9/20![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 9/22. 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 11/42:05 pm -
2 stops10h 45m
Thu 11/129:00 pm -
2 stops10h 05m
Deal found 9/22![Southwest logo]()
$467
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Sun 12/201:36 pm -
1 stop7h 32m
Sat 12/2611:52 pm -
1 stop7h 49m
Deal found 9/19![American Airlines logo]()
$676
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/3010:27 am -
1 stop7h 53m
Tue 11/1011:30 pm -
1 stop7h 08m
Deal found 9/21![United Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/55:25 am -
1 stop9h 22m
Tue 1/55:15 am -
2 stops9h 02m
Deal found 9/23![United Airlines logo]()
$439
This Southwest deal was found by Cheapflights users on 9/23. 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 12/257:20 am -
2 stops8h 50m
Sat 1/211:30 pm -
1 stop7h 30m
Deal found 9/23![Southwest logo]()
$502
This Southwest deal was found by Cheapflights users on 9/22. 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 11/252:10 pm -
1 stop13h 00m
Mon 11/3011:30 pm -
1 stop8h 00m
Deal found 9/22![Southwest logo]()
$503
This United Airlines deal was found by Cheapflights users on 9/21. 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 2/23:20 pm -
1 stop8h 29m
Wed 2/37:10 am -
1 stop9h 25m
Deal found 9/21![United Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Sat 10/317:00 am -
2 stops9h 25m
Wed 11/47:00 am -
1 stop8h 32m
Deal found 9/19![United Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Sat 10/105:15 am -
1 stop7h 16m
Sat 10/177:29 pm -
2 stops11h 00m
Deal found 9/19![United Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 9/21. 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.
Sat 10/36:00 am -
1 stop8h 33m
Wed 10/72:27 pm -
1 stop6h 28m
Deal found 9/21![United Airlines logo]()
$501
This United Airlines deal was found by Cheapflights users on 9/20. 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 11/37:10 am -
2 stops9h 12m
Tue 11/109:00 am -
2 stops8h 35m
Deal found 9/20![United Airlines logo]()
$502
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Sat 10/310:11 am -
2 stops10h 35m
Mon 10/1211:30 pm -
1 stop6h 58m
Deal found 9/22![United Airlines logo]()
$506
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Sat 11/79:17 am -
2 stops11h 52m
Sun 11/87:00 am -
1 stop8h 32m
Deal found 9/22![United Airlines logo]()
$540
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/68:50 am -
1 stop10h 06m
Sat 10/102:27 pm -
1 stop6h 28m
Deal found 9/21![United Airlines logo]()
$609
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/611:00 am -
1 stop10h 39m
Sat 1/97:49 pm -
2 stops11h 15m
Deal found 9/23![United Airlines logo]()
$623
Last-minute flights from Kentucky to PortlandDiscover last-minute flight deals from Kentucky to Portland. Data last updated September 24, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Portland. Data last updated September 24, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Sat 10/38:50 am -
2 stops11h 56m
Thu 10/152:27 pm -
1 stop6h 28m
Deal found 9/22![United Airlines logo]()
$466
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:00 am -
1 stop7h 33m
Sun 10/1811:30 pm -
1 stop7h 04m
Deal found 9/23![United Airlines logo]()
$445
This KAYAK deal was found by Cheapflights users on 9/23. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:39 pm -
1 stop8h 05m
Fri 10/2311:12 pm -
1 stop7h 47m
Deal found 9/23![Delta logo]()
$446
This Southwest deal was found by Cheapflights users on 9/20. 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.
Tue 10/207:10 pm -
1 stop7h 30m
Tue 10/2710:45 am -
2 stops9h 15m
Deal found 9/20![Southwest logo]()
$368
This Delta deal was found by Cheapflights users on 9/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:00 am -
1 stop6h 34m
Tue 10/2711:52 am -
1 stop9h 07m
Deal found 9/23![Delta logo]()
$363
This Delta deal was found by Cheapflights users on 9/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:00 am -
1 stop6h 34m
Fri 10/2311:43 am -
1 stop6h 30m
Deal found 9/23![Delta logo]()
$375
This Southwest deal was found by Cheapflights users on 9/23. 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.
Wed 10/214:00 pm -
2 stops9h 15m
Wed 10/2810:45 am -
2 stops9h 15m
Deal found 9/23![Southwest logo]()
$405
This Delta deal was found by Cheapflights users on 9/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:39 pm -
1 stop8h 05m
Thu 10/2211:00 pm -
1 stop6h 57m
Deal found 9/23![Delta logo]()
$421
This Delta deal was found by Cheapflights users on 9/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:26 pm -
1 stop9h 23m
Sun 10/2511:00 pm -
1 stop6h 57m
Deal found 9/23![Delta logo]()
$441
This American Airlines deal was found by Cheapflights users on 9/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:18 pm -
1 stop8h 21m
Sun 10/2510:55 pm -
1 stop8h 49m
Deal found 9/20![American Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 9/20. 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 10/235:15 am -
1 stop7h 16m
Sun 10/2511:33 pm -
1 stop7h 05m
Deal found 9/20![United Airlines logo]()
$427
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/3010:27 am -
1 stop7h 53m
Tue 11/109:00 am -
2 stops8h 52m
Deal found 9/21![United Airlines logo]()
$380
One-way flights from Kentucky to PortlandSearch for one-way flight options from Kentucky to Portland. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
Search for one-way flight options from Kentucky to Portland. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
This Delta deal was found by Cheapflights users on 9/22. 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.
Mon 10/196:39 pm -
1 stop8h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Delta logo]()
$182
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Sat 10/1710:13 am -
2 stops10h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$187
This Delta deal was found by Cheapflights users on 9/22. 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 10/307:00 am -
1 stop6h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Delta logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:47 am -
2 stops53h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/19:11 pm -
2 stops40h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$198
This Southwest deal was found by Cheapflights users on 9/22. 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 10/214:00 pm -
2 stops9h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Southwest logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:55 am -
3 stops28h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:47 am -
2 stops29h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$216
This American Airlines deal was found by Cheapflights users on 9/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/125:49 pm -
1 stop8h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![American Airlines logo]()
$219
This Southwest deal was found by Cheapflights users on 9/22. 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.
Sun 10/258:25 pm -
1 stop7h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Southwest logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 9/21. 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.
Sun 10/257:27 pm -
3 stops42h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Multiple Airlines logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 10/239:18 pm -
3 stops40h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Multiple Airlines logo]()
$346
Find flight deals from Kentucky to Portland
Keep the following information in mind while searching for Kentucky to Portland flight deals. Data was last updated September 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $363 (Delta) |
One-way from | $182 (Delta) |
Popular in | June |
Cheapest in | February |
Average price | $450 |
Cheapflights Fare Finder
Customize your flight search to find flights from Kentucky to Portland 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 September 24, 2026.
Use the filters below to find and compare flights from Kentucky to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Wed 10/14
5:15 am-9:31 am
1 stop7h 16m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$182
Quickest round-trip
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Sat 10/31
7:00 am-10:34 am
1 stop6h 34m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$182
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Tue 10/20
6:00 am-10:42 am
1 stop7h 42m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$182
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Sat 11/14
10:37 am-9:02 pm
2 stops13h 25m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$187
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Mon 10/12
5:49 pm-11:39 pm
1 stop8h 50m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$219
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Mon 10/19
12:50 pm-7:05 pm
2 stops9h 15m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$237
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Tue 10/27
9:17 am-6:09 pm
2 stops11h 52m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$247
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Sat 10/24
10:13 am-5:46 pm
2 stops10h 33m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$247
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Sun 10/18
5:15 am-11:33 am
1 stop9h 18m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$264
LexingtonPortland
LEX Lexington Blue Grass - PDX Portland
LEXPDX
Lexington Blue Grass
Sun 10/25
7:27 pm-11:07 am
3 stops42h 40m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$296
Showing 1-10 of 36 resultsSorted by cheapest first
Best time to book a flight from Kentucky to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Kentucky with our price prediction graph.
SDF-PDX
LEX-PDX
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 Kentucky to Portland
USKY-PDX
SDF-PDX
LEX-PDX
What is the cheapest month to book a flight from Kentucky to Portland?
Currently, February is the cheapest month in which you can book a flight from Kentucky to Portland (average of $329). Flying from Kentucky to Portland in June is currently the most expensive (average of $532). 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 Kentucky to Portland?
Airfare is below average for this route at the moment.
Kentucky to Portland flights typically cost between $400 and $577 in October.The cheapest round-trip price found within the last 5 days was $363 on Delta (Oct 21-Oct 27).
How far ahead should I book a flight from Kentucky to Portland?
The price you pay for your flight from Kentucky to Portland may vary depending on when you book. For the best chance of a lower fare, look to book 82 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Related info for your journey
Find useful and relevant information for your journey from Kentucky to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsBeaverton
Seaside
Lincoln City
Durham
Longview
Lake Oswego
Cannon Beach
Vancouver
Kelso
Troutdale
Clackamas
McMinnville
The Dalles
Wilsonville
Stevenson
Tillamook
Hillsboro
Astoria
Gresham
Silverton
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Alternative routes for Kentucky to Portland
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Complete your trip
Complete your trip to Portland by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Kentucky to Portland by cabin class
Find flights from Kentucky to Portland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kentucky and Portland flights
Browse other Kentucky and Portland flight options. Last updated on September 24, 2026.
Popular flight searches
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Other flights to Portland
Explore flights to Portland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 24, 2026.
Kentucky to Portland flights
Consider these flights traveling from Kentucky to Portland.
Top 4 airlines flying from Kentucky to Portland
Discover the top 4 airlines that operate flights from Kentucky to Portland. 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 September 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$271 | Average$458 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$324 | Average$479 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$354 | Average$467 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$355 | Average$476 | FlexibilityNo cancel fee | On-time63% |