HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kentucky

$87+ Cheap flights from Portland (PDX) to Kentucky

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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Kentucky 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 Portland to Kentucky

Cheapest flights from Portland to Kentucky
Explore the most affordable flight options available from Portland to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 17, 2025.

This United Airlines deal was found by Cheapflights users on 12/15. 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 12/307:45 pmPDX - BNA
1 stop8h 41mUnited Airlines
Mon 1/54:56 pmBNA - PDX
1 stop7h 44mUnited Airlines
Deal found 12/15$259
This Southwest deal was found by Cheapflights users on 12/15. 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 12/305:10 amPDX - BNA
2 stops8h 55mSouthwest
Mon 1/57:35 pmBNA - PDX
1 stop6h 40mSouthwest
Deal found 12/15$318
This Southwest deal was found by Cheapflights users on 12/16. 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 12/315:00 amPDX - BNA
1 stop8h 55mSouthwest
Sun 1/41:40 pmBNA - PDX
1 stop10h 20mSouthwest
Deal found 12/16$355
This Delta deal was found by Cheapflights users on 12/16. 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 12/236:00 amPDX - BNA
1 stop10h 13mDelta
Tue 1/67:37 amBNA - PDX
1 stop10h 48mDelta
Deal found 12/16$358
This Southwest deal was found by Cheapflights users on 12/15. 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 12/228:55 pmPDX - BNA
1 stop10h 35mSouthwest
Sun 1/41:40 pmBNA - PDX
1 stop10h 20mSouthwest
Deal found 12/15$361
This Southwest deal was found by Cheapflights users on 12/16. 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 12/299:00 pmPDX - BNA
1 stop9h 50mSouthwest
Thu 1/15:05 amBNA - PDX
1 stop7h 45mSouthwest
Deal found 12/16$365
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/2311:55 pmPDX - BNA
1 stop7h 10mUnited Airlines
Tue 1/62:54 pmBNA - PDX
1 stop9h 59mUnited Airlines
Deal found 12/16$366
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/232:35 pmPDX - BNA
1 stop6h 55mUnited Airlines
Sun 1/46:05 pmBNA - PDX
1 stop6h 54mUnited Airlines
Deal found 12/16$372
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/307:45 pmPDX - BNA
1 stop8h 41mUnited Airlines
Fri 1/26:15 amBNA - PDX
1 stop9h 05mUnited Airlines
Deal found 12/15$382
This Southwest deal was found by Cheapflights users on 12/15. 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 12/309:00 pmPDX - BNA
1 stop9h 50mSouthwest
Fri 1/212:10 pmBNA - PDX
2 stops10h 15mSouthwest
Deal found 12/15$400
This Southwest deal was found by Cheapflights users on 12/17. 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 12/315:00 amPDX - BNA
1 stop8h 55mSouthwest
Sat 1/36:15 amBNA - PDX
2 stops11h 45mSouthwest
Deal found 12/17$405
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/3112:54 pmPDX - CVG
1 stop6h 18mUnited Airlines
Sun 1/43:18 pmCVG - PDX
1 stop8h 49mUnited Airlines
Deal found 12/16$414

Find flight deals from Portland to Kentucky

Keep the following information in mind while searching for Portland to Kentucky flight deals. Data was last updated December 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$87
(Trip.com)

Popular in

March

Cheapest in

October

Average price

$697
Provider with most accurate pricing for Portland-Louisville Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Louisville Intl flights.
Search Deals
From Portland to Kentucky
Search Deals
One-way flight from Portland to Kentucky
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($69 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($22 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 Portland to Kentucky 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 17, 2025.
Use the filters below to find and compare flights from Portland to Kentucky that are best for you.

Fly from

Portland

Fly to

Kentucky

Route

Depart

Return

Price

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 4/22

6:30 am-5:41 pm

1 stop9h 11m

Nashville Intl

Tue 4/28

3:00 pm-10:22 pm

1 stop9h 22m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sat 1/10

1:39 pm-10:30 pm

1 stop6h 51m

Nashville Intl

Mon 1/12

2:06 pm-10:15 pm

1 stop10h 09m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 2/17

1:27 pm-12:06 am

1 stop8h 39m

Nashville Intl

Thu 2/19

10:25 am-5:33 pm

1 stop9h 08m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 1/13

1:39 pm-10:30 pm

1 stop6h 51m

Nashville Intl

Tue 1/20

11:26 am-8:25 pm

1 stop10h 59m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 1/13

6:30 am-4:45 pm

2 stops8h 15m

Nashville Intl

Tue 1/20

11:50 am-6:00 pm

1 stop8h 10m

$217

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 2/19

1:02 pm-11:48 pm

1 stop8h 46m

Nashville Intl

Mon 2/23

7:35 am-3:11 pm

1 stop9h 36m

$218

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sat 4/4

6:55 pm-5:00 am

1 stop8h 05m

Nashville Intl

Thu 4/9

11:35 am-5:25 pm

1 stop7h 50m

$219

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 2/15

1:27 pm-12:06 am

1 stop8h 39m

Nashville Intl

Sat 2/21

7:35 am-12:42 pm

1 stop7h 07m

$228

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 5/1

6:05 pm-5:10 am

2 stops9h 05m

Nashville Intl

Mon 5/4

12:55 pm-9:40 pm

2 stops10h 45m

$229

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 4/12

11:55 pm-11:30 am

2 stops9h 35m

Nashville Intl

Sat 4/18

2:10 pm-8:25 pm

2 stops8h 15m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Portland to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Portland 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 Portland to Kentucky

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

Currently, August is the cheapest month in which you can book a flight from Portland to Kentucky (average of $107). Flying from Portland to Kentucky in March is currently the most expensive (average of $467). 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 PDX to KY?

Find hourly flight availability from Portland to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 17, 2025.

One of the essential ways to save on airfare from Portland to Kentucky is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 33% on airfare.

How much does it cost to fly round-trip from Portland to Kentucky?

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated December 17, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and Delta from Portland to Kentucky. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,469 reviews

Entertainment

7.0

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,469 reviews
Alaska Airlines
8.0
Very good
11,469 reviews

Entertainment

7.0

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Southwest
7.9
Good
4,250 reviews
Alaska Airlines
8.0
Very good
11,469 reviews

Entertainment

7.0

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,008 reviews
Alaska Airlines
8.0
Very good
11,469 reviews

Entertainment

7.0

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,092 reviews
Alaska Airlines
8.0
Very good
11,469 reviews

Entertainment

7.0

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
American Airlines
7.2
Good
11,049 reviews
Alaska Airlines
8.0
Very good
11,469 reviews

Entertainment

7.0

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Related info for your journey

Find useful and relevant information for your journey from Portland to Kentucky. 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 from for flights from Portland to Kentucky?

    If you book a flight to Kentucky from Portland, you will be flying from Portland, which is the city’s only airport. Portland (PDX) is located 6.0 mi from the center of Portland.

  • How long is the flight from Portland to Kentucky?

    There are many flights that can get you from Portland to Kentucky in 8h 15m. Fly via Delta, Southwest, or Alaska Airlines to get the fastest option. The distance from Portland to Kentucky is about 1967 mi. This flight may include one or multiple stops.

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

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Kentucky 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 Portland to Kentucky?

    Currently, August is the cheapest month in which you can book a flight from Portland to Kentucky (average of $107). Flying from Portland to Kentucky in March is currently the most expensive (average of $467). 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

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 Portland to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
Portland to Los Angeles flights
Portland to Las Vegas flights
Portland to John F Kennedy Intl flights
Portland to Sky Harbor Intl flights
Portland to Honolulu flights
Portland to Newark flights
Portland to Dallas/Fort Worth flights
Portland to Kahului flights
Portland to Minneapolis flights
Portland to Denver flights
Portland to LaGuardia flights
Portland to San Diego flights
Portland to Hobby flights
Portland to Ontario flights
Portland to Orlando flights
Portland to Palm Springs flights
Portland to San Francisco flights
Portland to Kailua-Kona flights
Portland to Santa Ana flights
Portland to Miami flights
Portland to George Bush Intcntl flights
Portland to O'Hare Intl flights
Portland to Atlanta flights
Boise to Las Vegas flights
Boise to Sky Harbor Intl flights
Portland to Boston flights
Boise to Seattle flights
Portland to Salt Lake City flights
Portland to Dulles Intl flights
Portland to New Orleans flights
Portland to Burbank flights
Portland to Lihue flights
Boise to Denver flights
Boise to Los Angeles flights
Portland to San Jose flights
Boise to Dallas/Fort Worth flights
Portland to Tampa flights
Portland to Fort Lauderdale flights
Portland to Tucson flights
Portland to Love Field flights
Portland to Nashville flights
Redmond to Seattle flights
Portland to Austin flights
Eugene to Las Vegas flights
Eugene to Sky Harbor Intl flights
Portland to Reagan-National flights
Boise to Orlando flights
Portland to Baltimore flights
Boise to O'Hare Intl flights
Portland to Detroit flights

Top 5 airlines flying from Portland to Kentucky

Discover the top 5 airlines that operate flights from Portland to Kentucky. 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 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$270Average$453FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$280Average$462FlexibilityNo cancel feeOn-time71%
DeltaCheapest$304Average$426FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$320Average$495FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$506Average$676FlexibilityNo cancel feeOn-time75%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.