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Kentucky

$90+ 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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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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 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/3110:52 pmPDX - BNA
1 stop9h 18mUnited Airlines
Wed 1/710:45 amBNA - PDX
1 stop10h 11mUnited Airlines
Deal found 12/10$247
This Southwest deal was found by Cheapflights users on 12/11. 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.
Mon 12/299:00 pmPDX - BNA
1 stop11h 10mSouthwest
Tue 1/611:45 amBNA - PDX
1 stop8h 15mSouthwest
Deal found 12/11$295
This Southwest deal was found by Cheapflights users on 12/11. 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.
Thu 12/187:00 pmPDX - BNA
1 stop8h 00mSouthwest
Sun 12/2110:45 pmBNA - PDX
1 stop12h 15mSouthwest
Deal found 12/11$314
This Expedia deal was found by Cheapflights users on 12/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3012:47 pmPDX - CVG
1 stop10h 21mMultiple Airlines
Tue 1/66:39 pmCVG - PDX
1 stop7h 24mMultiple Airlines
Deal found 12/10$334
This United Airlines deal was found by Cheapflights users on 12/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/182:35 pmPDX - BNA
1 stop6h 55mUnited Airlines
Sun 12/216:05 pmBNA - PDX
1 stop6h 54mUnited Airlines
Deal found 12/9$338
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/3110:52 pmPDX - BNA
1 stop9h 18mUnited Airlines
Sun 1/46:05 pmBNA - PDX
1 stop6h 54mUnited Airlines
Deal found 12/10$341
This Southwest deal was found by Cheapflights users on 12/10. 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 12/318:00 amPDX - BNA
2 stops9h 15mSouthwest
Wed 1/78:25 amBNA - PDX
2 stops9h 15mSouthwest
Deal found 12/10$347
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:28 pmPDX - BNA
1 stop8h 32mHawaiian Airlines
Tue 1/65:43 pmBNA - PDX
Nonstop5h 07mHawaiian Airlines
Deal found 12/11$352
This Southwest deal was found by Cheapflights users on 12/10. 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 12/187:00 pmPDX - BNA
1 stop8h 00mSouthwest
Sat 12/2010:50 pmBNA - PDX
1 stop13h 05mSouthwest
Deal found 12/10$355
This Southwest deal was found by Cheapflights users on 12/10. 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 12/316:15 amPDX - BNA
1 stop11h 35mSouthwest
Sun 1/46:30 pmBNA - PDX
2 stops7h 55mSouthwest
Deal found 12/10$361
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Tue 12/3012:47 pmPDX - CVG
1 stop23h 28mFrontier
Sat 1/109:00 amCVG - PDX
2 stops29h 15mFrontier
Deal found 12/10$369
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Tue 12/3012:49 amPDX - CVG
1 stop7h 31mAmerican Airlines
Mon 1/55:33 pmCVG - PDX
1 stop8h 54mAmerican Airlines
Deal found 12/10$372

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 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$90
(American Airlines)

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 ($68 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 12, 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

Sun 1/4

11:21 pm-9:47 am

1 stop8h 26m

Nashville Intl

Wed 1/7

3:34 pm-10:17 pm

1 stop8h 43m

$179

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 2/2

1:39 pm-10:30 pm

1 stop6h 51m

Nashville Intl

Sat 2/28

7:35 am-4:10 pm

1 stop10h 35m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 1/9

6:30 am-4:45 pm

2 stops8h 15m

Nashville Intl

Mon 1/12

11:45 am-6:00 pm

1 stop8h 15m

$218

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 1/14

1:24 pm-9:50 pm

1 stop6h 26m

Nashville Intl

Mon 1/19

6:00 am-11:57 am

1 stop7h 57m

$247

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 2/2

6:30 am-4:45 pm

2 stops8h 15m

Nashville Intl

Sat 2/28

5:40 pm-10:30 pm

1 stop6h 50m

$252

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 1/16

1:35 pm-10:46 pm

1 stop7h 11m

Nashville Intl

Sun 1/18

6:00 am-2:48 pm

2 stops10h 48m

$252

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 2/19

1:27 pm-12:06 am

1 stop8h 39m

Nashville Intl

Mon 2/23

7:35 am-3:11 pm

1 stop9h 36m

$260

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Fri 2/20

9:30 am-8:39 pm

1 stop8h 09m

Cincinnati Cinci./N. Kentucky

Mon 2/23

1:09 pm-6:21 pm

1 stop8h 12m

$262

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Tue 2/24

8:30 am-8:39 pm

1 stop9h 09m

Cincinnati Cinci./N. Kentucky

Tue 3/3

8:09 am-10:46 am

1 stop29h 37m

$264

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 2/17

10:30 am-11:59 pm

1 stop11h 29m

Nashville Intl

Tue 2/24

5:53 pm-8:59 pm

Nonstop5h 06m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 60 results
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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 12, 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.

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 12, 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
11,432 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

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
11,432 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

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
4,253 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

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
11,432 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

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
9,095 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

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
11,050 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

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 6h 51m. Fly via American Airlines, Delta, or Southwest 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 - Cincinnati Cinci./N. Kentucky and Portland - Knoxville McGhee Tyson.

  • 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

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Alternative routes for Portland to Kentucky

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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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$270Average$454FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$280Average$460FlexibilityNo cancel feeOn-time71%
DeltaCheapest$304Average$431FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$320Average$497FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$541Average$722FlexibilityNo cancel feeOn-time75%

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