$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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — PDX
Nov 13 — Nov 201
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
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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 October 14, 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 October 14, 2026.
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:00 am -
1 stop7h 42m
Mon 11/911:20 pm -
1 stop7h 49m
Deal found 10/11![Delta logo]()
$363
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” 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 11/38:00 am -
2 stops9h 37m
Fri 11/611:30 pm -
1 stop7h 08m
Deal found 10/12![United Airlines logo]()
$368
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/32:05 pm -
2 stops10h 40m
Tue 11/1011:25 am -
2 stops8h 30m
Deal found 10/10![Southwest logo]()
$373
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/236:25 pm -
1 stop8h 23m
Wed 12/306:19 am -
1 stop8h 20m
Deal found 10/13![American Airlines logo]()
$391
This American Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/24:10 pm -
1 stop10h 33m
Thu 11/511:09 pm -
1 stop7h 29m
Deal found 10/10![American Airlines logo]()
$392
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:39 pm -
1 stop8h 05m
Wed 11/116:45 am -
1 stop7h 09m
Deal found 10/11![Delta logo]()
$395
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:55 pm -
1 stop7h 00m
Thu 11/59:00 pm -
2 stops10h 05m
Deal found 10/10![Southwest logo]()
$396
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/93:38 pm -
1 stop9h 19m
Mon 11/1611:20 pm -
1 stop7h 33m
Deal found 10/13![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/131:05 pm -
2 stops13h 25m
Sun 11/1511:30 pm -
1 stop8h 00m
Deal found 10/11![Southwest logo]()
$400
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/242:05 pm -
2 stops10h 40m
Thu 1/77:00 am -
2 stops9h 50m
Deal found 10/10![Southwest logo]()
$401
This Southwest deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/302:10 pm -
1 stop12h 55m
Tue 1/510:15 am -
2 stops9h 35m
Deal found 10/9![Southwest logo]()
$402
This American Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 11/135:14 am -
1 stop10h 14m
Fri 11/2011:11 pm -
1 stop8h 39m
Deal found 10/14![American Airlines logo]()
$409
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 October 14, 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 October 14, 2026.
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:11 pm -
1 stop9h 04m
Sun 11/155:00 am -
1 stop6h 22m
Deal found 10/11![United Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:49 pm -
1 stop7h 21m
Sat 11/2111:20 pm -
1 stop7h 33m
Deal found 10/10![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/131:05 pm -
2 stops13h 25m
Sun 11/1511:30 pm -
1 stop8h 00m
Deal found 10/11![Southwest logo]()
$400
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 3/205:48 pm -
1 stop7h 05m
Sat 3/2710:55 pm -
1 stop8h 25m
Deal found 10/14![Delta logo]()
$419
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/217:15 pm -
2 stops8h 55m
Sat 12/2611:30 pm -
1 stop7h 30m
Deal found 10/10![Southwest logo]()
$450
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:39 pm -
1 stop8h 05m
Tue 11/1011:59 am -
1 stop7h 47m
Deal found 10/10![Delta logo]()
$421
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/35:57 pm -
1 stop7h 30m
Tue 11/105:00 am -
2 stops8h 57m
Deal found 10/11![United Airlines logo]()
$488
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/232:10 pm -
1 stop12h 55m
Mon 12/2811:30 pm -
1 stop7h 30m
Deal found 10/10![Southwest logo]()
$479
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 3/216:00 am -
1 stop7h 56m
Sun 3/289:45 pm -
1 stop8h 41m
Deal found 10/14![Delta logo]()
$463
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/61:50 pm -
1 stop8h 09m
Sat 1/97:24 pm -
2 stops11h 40m
Deal found 10/11![United Airlines logo]()
$534
This United Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:15 pm -
1 stop7h 12m
Mon 11/1611:10 pm -
2 stops11h 03m
Deal found 10/10![United Airlines logo]()
$534
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 10/317:05 am -
1 stop9h 33m
Mon 11/92:24 pm -
1 stop6h 46m
Deal found 10/13![Delta logo]()
$495
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:39 pm -
1 stop8h 05m
Fri 11/62:20 pm -
1 stop6h 39m
Deal found 10/13![Delta logo]()
$495
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 10/297:00 am -
1 stop6h 34m
Tue 11/1011:20 pm -
1 stop7h 49m
Deal found 10/13![Delta logo]()
$495
This United Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/69:00 am -
2 stops12h 24m
Sun 11/87:26 pm -
2 stops11h 47m
Deal found 10/10![United Airlines logo]()
$609
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:05 am -
1 stop9h 33m
Sun 11/811:00 pm -
1 stop7h 06m
Deal found 10/11![Delta logo]()
$517
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:00 am -
1 stop7h 42m
Sun 11/811:00 pm -
1 stop7h 38m
Deal found 10/10![Delta logo]()
$528
Last-minute flights from Kentucky to PortlandDiscover last-minute flight deals from Kentucky to Portland. Data last updated October 14, 2026 and is based on user searches.
Discover last-minute flight deals from Kentucky to Portland. Data last updated October 14, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:39 pm -
1 stop8h 05m
Wed 11/116:45 am -
1 stop7h 09m
Deal found 10/11![Delta logo]()
$395
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:39 pm -
1 stop8h 05m
Sun 11/811:00 pm -
1 stop7h 06m
Deal found 10/11![Delta logo]()
$427
This American Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/24:10 pm -
1 stop10h 33m
Thu 11/511:09 pm -
1 stop7h 29m
Deal found 10/10![American Airlines logo]()
$392
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:55 pm -
1 stop7h 00m
Thu 11/59:00 pm -
2 stops10h 05m
Deal found 10/10![Southwest logo]()
$396
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:00 am -
1 stop7h 42m
Mon 11/911:20 pm -
1 stop7h 49m
Deal found 10/11![Delta logo]()
$363
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” 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 11/38:00 am -
2 stops9h 37m
Fri 11/611:30 pm -
1 stop7h 08m
Deal found 10/12![United Airlines logo]()
$368
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/32:05 pm -
2 stops10h 40m
Tue 11/1011:25 am -
2 stops8h 30m
Deal found 10/10![Southwest logo]()
$373
This Southwest deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” 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 11/37:20 am -
2 stops8h 50m
Fri 11/69:00 pm -
2 stops10h 15m
Deal found 10/12![Southwest logo]()
$423
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/93:38 pm -
1 stop9h 19m
Mon 11/1611:20 pm -
1 stop7h 33m
Deal found 10/13![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/131:05 pm -
2 stops13h 25m
Sun 11/1511:30 pm -
1 stop8h 00m
Deal found 10/11![Southwest logo]()
$400
This American Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 11/135:14 am -
1 stop10h 14m
Fri 11/2011:11 pm -
1 stop8h 39m
Deal found 10/14![American Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” 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 11/266:00 am -
1 stop7h 41m
Mon 11/3011:10 pm -
1 stop9h 37m
Deal found 10/12![Delta logo]()
$419
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 October 14, 2026.
Search for one-way flight options from Kentucky to Portland. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
This American Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:10 pm -
1 stop9h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![American Airlines logo]()
$182
This United Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/148:00 am -
2 stops9h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![United Airlines logo]()
$187
This Delta deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/66:00 am -
1 stop7h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Delta logo]()
$214
This Southwest deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/64:05 pm -
2 stops11h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Southwest logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/69:09 pm -
3 stops46h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:06 pm -
3 stops22h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” 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 10/3011:39 am -
3 stops50h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” 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 10/296:39 pm -
1 stop8h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Delta logo]()
$304
This Southwest deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” 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 10/298:20 am -
2 stops9h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Southwest logo]()
$309
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” 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 10/297:00 am -
3 stops16h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![United Airlines logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 10/237:59 pm -
3 stops41h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Multiple Airlines logo]()
$431
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 October 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $363 (Delta) |
One-way from | $182 (American Airlines) |
Popular in | December |
Cheapest in | February |
Average price | $466 |
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 October 14, 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
Sat 11/14
4:10 pm-10:10 pm
1 stop9h 00m
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
8:00 am-2:37 pm
2 stops9h 37m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$187
Quickest round-trip
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Sun 12/6
6:00 am-10:49 am
1 stop7h 49m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$214
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Sun 12/6
4:05 pm-12:10 am
2 stops11h 05m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$219
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Sun 12/6
9:09 pm-4:10 pm
3 stops46h 01m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$235
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Sat 11/14
4:06 pm-11:12 am
3 stops22h 06m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$244
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Fri 10/30
7:59 pm-11:11 am
2 stops42h 12m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$269
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Thu 10/29
6:39 pm-11:44 pm
1 stop8h 05m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$304
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Thu 10/29
8:20 am-2:50 pm
2 stops9h 30m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$309
LouisvillePortland
SDF Louisville Intl - PDX Portland
SDFPDX
Louisville Intl
Thu 10/29
7:00 am-8:15 pm
3 stops16h 15m
Portland
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$374
Showing 1-10 of 29 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 $428 and $626 in November.The cheapest round-trip price found within the last 5 days was $363 on Delta (Nov 3-Nov 9).
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 58 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
Durham
Longview
Lake Oswego
Cannon Beach
Vancouver
Kelso
Troutdale
Lincoln City
Clackamas
McMinnville
The Dalles
Wilsonville
Stevenson
Hillsboro
Tillamook
Astoria
Gresham
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Alternative routes for Kentucky to Portland
See prices for flight routes from nearby airports that may be better suited for you.
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 October 14, 2026.
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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 October 14, 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 October 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$308 | Average$463 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$320 | Average$495 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$350 | Average$466 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$368 | Average$485 | FlexibilityNo cancel fee | On-time71% |