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$59+ Cheap flights from Kentucky to Portland (PDX)

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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — PDX
Mar 27 — Apr 31
Fri 3/27
Fri 4/3
1 adult, Economy
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Cheap flight deals from Kentucky to Portland

Cheapest flights from Kentucky to Portland
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 February 25, 2026.

This Southwest deal was found by Cheapflights users on 2/23. 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.
Tue 4/75:25 pm
BNA
-
PDX
1 stop7h 35m
Southwest
Tue 4/145:30 am
PDX
-
BNA
1 stop7h 40m
Southwest
Deal found 2/23$147
This Southwest deal was found by Cheapflights users on 2/23. 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.
Thu 4/97:20 pm
BNA
-
PDX
1 stop7h 35m
Southwest
Tue 4/282:35 pm
PDX
-
BNA
1 stop6h 30m
Southwest
Deal found 2/23$153
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 4/97:20 pm
BNA
-
PDX
1 stop7h 35m
Southwest
Sun 4/1211:55 pm
PDX
-
BNA
1 stop7h 35m
Southwest
Deal found 2/24$166
This Kiwi.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 4/1312:19 pm
CVG
-
PDX
2 stops27h 43m
Frontier
Sun 4/1911:15 am
PDX
-
CVG
1 stop28h 57m
Frontier
Deal found 2/24$169
This Southwest deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 4/236:45 am
BNA
-
PDX
1 stop12h 40m
Southwest
Mon 4/273:00 pm
PDX
-
BNA
1 stop6h 15m
Southwest
Deal found 2/24$173
This Kiwi.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” 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 5/87:59 pm
CVG
-
PDX
1 stop18h 43m
Frontier
Wed 5/131:48 pm
PDX
-
CVG
2 stops25h 48m
Frontier
Deal found 2/25$173
This Southwest deal was found by Cheapflights users on 2/21. 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.
Thu 4/25:10 am
BNA
-
PDX
1 stop9h 40m
Southwest
Fri 4/108:50 pm
PDX
-
BNA
1 stop6h 15m
Southwest
Deal found 2/21$179
This Southwest deal was found by Cheapflights users on 2/23. 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 4/35:20 pm
BNA
-
PDX
1 stop10h 05m
Southwest
Mon 4/133:00 pm
PDX
-
BNA
1 stop6h 15m
Southwest
Deal found 2/23$182
This Kiwi.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 5/2412:06 pm
CVG
-
PDX
Nonstop4h 48m
Allegiant Air
Thu 5/282:44 pm
PDX
-
CVG
Nonstop4h 23m
Allegiant Air
Deal found 2/24$182
This American Airlines deal was found by Cheapflights users on 2/21. 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.
Wed 4/86:37 pm
BNA
-
PDX
1 stop7h 20m
American Airlines
Mon 4/1311:40 pm
PDX
-
BNA
1 stop7h 23m
American Airlines
Deal found 2/21$184
This Southwest deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:00 pm
BNA
-
PDX
1 stop7h 25m
Southwest
Sun 4/264:25 pm
PDX
-
BNA
1 stop6h 45m
Southwest
Deal found 2/22$188
This Kiwi.com deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” 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 5/2412:06 pm
CVG
-
PDX
Nonstop4h 48m
Allegiant Air
Sun 5/312:44 pm
PDX
-
CVG
Nonstop4h 23m
Allegiant Air
Deal found 2/24$188

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 February 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$147
(Southwest)

One-way from

$59
(Cheapflightsfares)

Popular in

November

Cheapest in

August

Average price

$354
Provider with most accurate pricing for Louisville Intl-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-Portland flights.
Search Deals
From Kentucky to Portland
Search Deals
One-way flight from Kentucky to Portland
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 2,558,603 searches. Data last updated February 25, 2026.
Use the filters below to find and compare flights from Kentucky to Portland that are best for you.

Fly from

Kentucky

Fly to

Portland

Route

Depart

Return

Price

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Thu 4/9

7:20 pm-12:55 am

1 stop7h 35m

Portland

Tue 4/28

2:35 pm-11:05 pm

1 stop6h 30m

$153

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Fri 5/15

2:15 pm-8:10 pm

2 stops7h 55m

Portland

Fri 5/22

3:00 pm-11:15 pm

1 stop6h 15m

$193

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Fri 5/8

7:27 pm-11:44 pm

1 stop6h 17m

Portland

Wed 5/13

1:35 pm-12:36 am

1 stop9h 01m

$197

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Thu 5/7

6:45 am-5:25 pm

1 stop12h 40m

Portland

Mon 5/11

5:00 pm-5:10 am

1 stop10h 10m

$199

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Fri 6/19

5:15 am-9:55 am

1 stop6h 40m

Portland

Sat 6/20

9:20 pm-7:15 am

1 stop7h 55m

$214

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Thu 5/21

7:30 am-2:20 pm

2 stops8h 50m

Portland

Mon 5/25

8:50 pm-5:05 am

1 stop6h 15m

$222

CincinnatiPortland

CVG - PDX

CVGPDX

Cincinnati Cinci./N. Kentucky

Wed 4/8

6:10 pm-10:29 pm

1 stop7h 19m

Portland

Sat 4/11

11:59 pm-9:29 am

1 stop6h 30m

$223

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Tue 3/24

4:05 pm-11:35 pm

2 stops9h 30m

Portland

Tue 3/31

6:30 am-5:15 pm

2 stops8h 45m

$247

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Wed 5/20

11:55 am-8:45 pm

2 stops10h 50m

Portland

Wed 5/27

2:35 pm-11:05 pm

1 stop6h 30m

$282

BlountvillePortland

TRI - PDX

TRIPDX

Blountville Tri Cities TN/VA

Wed 7/29

6:55 pm-11:59 pm

1 stop8h 04m

Portland

Mon 8/3

9:45 pm-9:35 am

1 stop8h 50m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 60 results
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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.
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

What is the cheapest month to book a flight from Kentucky to Portland?

Currently, October is the cheapest month in which you can book a flight from Kentucky to Portland (average of $149). Flying from Kentucky to Portland in December is currently the most expensive (average of $341). 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.

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.

  • What airport do you fly into for flights to Portland from Kentucky?

    Most people fly into Portland (PDX) if they book a flight to Portland from Kentucky. Portland is conveniently located just 6.0 mi from Portland’s city center.

  • How long is the flight from Kentucky to Portland?

    A quick flight from Kentucky to Portland can take about 6h 17m. Southwest provides one of the quickest options available for as low as $197. The distance between Kentucky and Portland is about 1967 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Kentucky to Portland?

    The most popular flight routes from Kentucky to Portland are Nashville Intl - Portland, Cincinnati Cinci./N. Kentucky - Portland and Louisville Intl - Portland.

  • Can I find deals for flights from Kentucky to Portland that include hotel bookings?

    Yes. In addition to deals on Kentucky to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kentucky to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kentucky to Portland.

  • Can I find deals for business class flights from Kentucky to Portland?

    Yes. Cheapflights offers flight deals from Kentucky to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Kentucky to Portland?

    Currently, October is the cheapest month in which you can book a flight from Kentucky to Portland (average of $149). Flying from Kentucky to Portland in December is currently the most expensive (average of $341). 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.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Clackamas
Lincoln City
Longview
Lake Oswego
Hillsboro
Troutdale
Beaverton
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Depoe Bay
Wilsonville
Stevenson
Tillamook
Pacific City
Astoria

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Kentucky to Portland

See prices for flight routes from nearby airports that may be better suited for you.
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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 2,558,603 searches. Data last updated February 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$149Average$406FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$238Average$455FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$296Average$447FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$298Average$475FlexibilityNo cancel feeOn-time63%

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