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$53+ 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
Apr 22 — Apr 291
Wed 4/22
Wed 4/29
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 March 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/18. 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 5/2412:06 pm
CVG
-
PDX
Nonstop4h 48m
Allegiant Air
Thu 5/282:44 pm
PDX
-
CVG
Nonstop4h 23m
Allegiant Air
Deal found 3/18$181
This Southwest deal was found by Cheapflights users on 3/22. 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.
Tue 4/1411:55 am
BNA
-
PDX
2 stops10h 50m
Southwest
Sun 4/193:30 pm
PDX
-
BNA
1 stop6h 35m
Southwest
Deal found 3/22$207
This Cheapflightsfares deal was found by Cheapflights users on 3/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2112:06 pm
CVG
-
PDX
Nonstop4h 48m
Allegiant Air
Thu 5/282:44 pm
PDX
-
CVG
Nonstop4h 23m
Allegiant Air
Deal found 3/20$207
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 5/248:36 pm
CVG
-
PDX
1 stop23h 10m
Multiple Airlines
Thu 5/282:44 pm
PDX
-
CVG
Nonstop4h 23m
Multiple Airlines
Deal found 3/22$210
This Southwest deal was found by Cheapflights users on 3/22. 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.
Sat 5/301:05 pm
BNA
-
PDX
2 stops10h 55m
Southwest
Wed 6/38:50 am
PDX
-
BNA
2 stops11h 25m
Southwest
Deal found 3/22$212
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Thu 5/2812:06 pm
CVG
-
PDX
Nonstop4h 48m
Allegiant Air
Sun 5/312:44 pm
PDX
-
CVG
Nonstop4h 23m
Allegiant Air
Deal found 3/22$213
This CheapOair deal was found by Cheapflights users on 3/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/303:24 pm
BNA
-
PDX
1 stop21h 39m
Frontier
Sun 5/311:15 am
PDX
-
BNA
1 stop26h 40m
Frontier
Deal found 3/22$221
This Southwest deal was found by Cheapflights users on 3/21. 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.
Mon 4/207:20 pm
BNA
-
PDX
1 stop7h 35m
Southwest
Sat 5/212:40 pm
PDX
-
BNA
1 stop6h 05m
Southwest
Deal found 3/21$234
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Wed 5/612:55 pm
CVG
-
PDX
2 stops25h 55m
Multiple Airlines
Thu 5/282:44 pm
PDX
-
CVG
Nonstop4h 23m
Multiple Airlines
Deal found 3/22$234
This Southwest deal was found by Cheapflights users on 3/22. 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 4/2911:55 am
BNA
-
PDX
2 stops10h 50m
Southwest
Fri 5/111:55 pm
PDX
-
BNA
1 stop7h 15m
Southwest
Deal found 3/22$235
This Southwest deal was found by Cheapflights users on 3/20. 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 6/26:25 pm
BNA
-
PDX
1 stop6h 45m
Southwest
Tue 6/2311:30 pm
PDX
-
BNA
1 stop8h 40m
Southwest
Deal found 3/20$239
This Southwest deal was found by Cheapflights users on 3/22. 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.
Sat 4/2511:50 am
BNA
-
PDX
2 stops8h 55m
Southwest
Sat 5/212:40 pm
PDX
-
BNA
1 stop6h 05m
Southwest
Deal found 3/22$240

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 March 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$181
(Kiwi.com)

One-way from

$53
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$486
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. 9% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 23, 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

Price

Cheapest round-trip

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Sat 5/30

2:00 pm-9:45 pm

2 stops9h 45m

Portland

Wed 6/3

11:55 pm-8:40 am

1 stop6h 45m

$207

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Sat 4/25

4:58 pm-10:21 pm

1 stop7h 23m

Portland

Wed 4/29

3:35 pm-11:59 pm

1 stop6h 24m

$239

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Thu 6/11

7:20 pm-1:20 am

1 stop8h 00m

Portland

Sun 6/14

7:30 pm-5:00 am

1 stop7h 30m

$239

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Thu 4/30

7:20 pm-11:53 pm

1 stop6h 33m

Portland

Sun 5/3

1:32 pm-11:59 pm

1 stop8h 27m

$239

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Sat 4/25

11:50 am-6:45 pm

2 stops8h 55m

Portland

Sat 5/2

12:40 pm-8:45 pm

1 stop6h 05m

$240

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Fri 4/17

12:55 pm-8:10 pm

2 stops9h 15m

Portland

Sun 4/26

11:55 pm-9:30 am

1 stop7h 35m

$244

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Fri 5/15

12:55 pm-8:10 pm

2 stops9h 15m

Portland

Sat 5/16

1:35 pm-12:10 am

1 stop8h 35m

$244

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Fri 5/29

12:55 pm-9:40 pm

2 stops10h 45m

Portland

Mon 6/8

6:00 pm-5:00 am

2 stops9h 00m

$249

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Tue 4/28

9:25 am-9:00 pm

2 stops13h 35m

Portland

Fri 5/1

6:05 pm-5:10 am

2 stops9h 05m

$249

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Thu 4/9

11:35 am-9:40 pm

2 stops12h 05m

Portland

Sun 4/12

11:55 pm-9:30 am

1 stop7h 35m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/22

Showing 1-10 of 60 resultsSorted by cheapest first
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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 7h 23m. Southwest provides one of the quickest options available for as low as $239. The distance between Kentucky and Portland is about 1967 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Kentucky to Portland one-way?

    The cheapest airlines for a one-way flight from Kentucky to Portland are American Airlines ($124), United Airlines ($142), and Delta ($160).

  • 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
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Beaverton
Depoe Bay
Wilsonville
Stevenson
Tillamook
Pacific City
Astoria

Browse thousands of different options on Cheapflights for your next trip

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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.
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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 March 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$149Average$409FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$253Average$466FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$296Average$451FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$298Average$444FlexibilityNo cancel feeOn-time63%

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