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$78+ 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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — PDX
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
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 December 15, 2025.

This Southwest deal was found by Cheapflights users on 12/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:45 pmBNA - PDX
1 stop12h 15mSouthwest
Fri 12/268:55 pmPDX - BNA
1 stop11h 05mSouthwest
Deal found 12/14$320
This Southwest deal was found by Cheapflights users on 12/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:50 pmBNA - PDX
1 stop12h 15mSouthwest
Mon 12/299:00 pmPDX - BNA
1 stop11h 10mSouthwest
Deal found 12/14$332
This United Airlines deal was found by Cheapflights users on 12/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:56 pmBNA - PDX
1 stop10h 03mUnited Airlines
Sun 1/411:55 pmPDX - BNA
1 stop7h 10mUnited Airlines
Deal found 12/13$349
This United Airlines deal was found by Cheapflights users on 12/12. 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.
Wed 12/242:21 pmBNA - PDX
1 stop8h 46mUnited Airlines
Fri 1/211:55 pmPDX - BNA
1 stop7h 10mUnited Airlines
Deal found 12/12$351
This Southwest deal was found by Cheapflights users on 12/12. 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 12/235:10 pmBNA - PDX
1 stop9h 20mSouthwest
Fri 1/29:00 pmPDX - BNA
1 stop9h 40mSouthwest
Deal found 12/12$365
This Southwest deal was found by Cheapflights users on 12/12. 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.
Wed 12/243:20 pmBNA - PDX
2 stops9h 10mSouthwest
Fri 1/29:00 pmPDX - BNA
1 stop9h 40mSouthwest
Deal found 12/12$371
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Sat 12/205:42 pmBNA - PDX
1 stop7h 24mAmerican Airlines
Sun 1/411:21 pmPDX - BNA
1 stop8h 26mAmerican Airlines
Deal found 12/13$403
This Southwest deal was found by Cheapflights users on 12/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:20 pmBNA - PDX
1 stop7h 00mSouthwest
Sun 12/288:55 pmPDX - BNA
1 stop10h 35mSouthwest
Deal found 12/13$405
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:21 pmBNA - PDX
1 stop8h 46mUnited Airlines
Thu 1/17:45 pmPDX - BNA
1 stop8h 41mUnited Airlines
Deal found 12/14$409
This Frontier deal was found by Cheapflights users on 12/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:10 amCVG - PDX
1 stop8h 33mFrontier
Sat 1/312:37 pmPDX - CVG
1 stop10h 31mFrontier
Deal found 12/14$437
This Frontier deal was found by Cheapflights users on 12/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:10 amCVG - PDX
1 stop8h 33mFrontier
Thu 12/2512:47 pmPDX - CVG
1 stop10h 21mFrontier
Deal found 12/13$438
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Thu 12/257:00 amLEX - PDX
1 stop8h 50mAmerican Airlines
Thu 1/111:53 amPDX - LEX
1 stop7h 12mAmerican Airlines
Deal found 12/13$489

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 December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$158
(Kiwi.com)

One-way from

$78
(WAYA)

Popular in

December

Cheapest in

August

Average price

$557
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. 7% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 15, 2025.
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

Sat 1/31

12:06 pm-8:17 pm

1 stop10h 11m

Portland

Tue 2/3

10:15 pm-9:20 am

1 stop9h 05m

$179

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Sun 1/11

1:22 pm-8:24 pm

1 stop9h 02m

Portland

Fri 1/16

10:15 pm-9:22 am

1 stop9h 07m

$179

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Sat 1/24

3:03 pm-8:27 pm

1 stop7h 24m

Portland

Sat 1/31

10:15 pm-9:20 am

1 stop9h 05m

$179

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Sun 1/11

7:00 am-12:46 pm

1 stop7h 46m

Portland

Mon 1/19

1:02 pm-11:50 pm

1 stop8h 48m

$197

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Wed 1/7

4:55 pm-10:54 pm

1 stop7h 59m

Portland

Tue 1/13

5:50 am-2:07 pm

1 stop6h 17m

$197

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Sat 2/21

7:35 am-12:42 pm

1 stop7h 07m

Portland

Sat 2/28

3:55 pm-12:06 am

1 stop6h 11m

$197

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Wed 1/7

7:37 am-4:25 pm

1 stop10h 48m

Portland

Wed 1/14

2:36 pm-11:50 pm

1 stop7h 14m

$197

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Thu 1/15

7:37 am-4:25 pm

1 stop10h 48m

Portland

Sun 1/18

11:10 am-9:28 pm

1 stop8h 18m

$197

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Sat 2/28

7:35 am-4:10 pm

1 stop10h 35m

Portland

Thu 3/5

3:55 pm-12:06 am

1 stop6h 11m

$197

CincinnatiPortland

CVG - PDX

CVGPDX

Cincinnati Cinci./N. Kentucky

Thu 1/8

7:25 am-9:34 am

2 stops29h 09m

Portland

Thu 1/15

11:59 am-2:25 pm

1 stop23h 26m

$201

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

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 $153). Flying from Kentucky to Portland in December is currently the most expensive (average of $361). 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.

What is the cheapest time of day to fly from KY to PDX?

Find hourly flight availability from Kentucky to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 15, 2025.

One of the essential ways to save on airfare from Kentucky to Portland is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 10% on airfare.

What is the cheapest day to fly from Kentucky to Portland?

Use this chart to determine the cheapest time to fly round-trip from Kentucky to Portland. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Kentucky to Portland flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 46m. American Airlines 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 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 Southwest ($188).

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

    The most popular flight routes from Kentucky to Portland are Cincinnati Cinci./N. Kentucky - Portland, Nashville Intl - 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 $153). Flying from Kentucky to Portland in December is currently the most expensive (average of $361). 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
Beaverton
McMinnville
Hillsboro
Troutdale
Cannon Beach
Long Beach
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Pacific City
Tillamook
Gresham

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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$245Average$444FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$292Average$491FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$298Average$503FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$299Average$450FlexibilityNo cancel feeOn-time71%

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