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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 22 — Jan 291
Thu 1/22
Thu 1/29
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 23, 2025.

This Delta deal was found by Cheapflights users on 12/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:29 pmPDX - BNA
1 stop9h 28mDelta
Mon 1/57:37 amBNA - PDX
1 stop10h 48mDelta
Deal found 12/21$290
This Delta deal was found by Cheapflights users on 12/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:30 amPDX - BNA
1 stop6h 16mDelta
Thu 1/13:30 pmBNA - PDX
1 stop9h 23mDelta
Deal found 12/21$297
This Delta deal was found by Cheapflights users on 12/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:00 amPDX - BNA
1 stop10h 13mDelta
Thu 1/13:30 pmBNA - PDX
1 stop9h 23mDelta
Deal found 12/21$309
This American Airlines deal was found by Cheapflights users on 12/21. 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.
Sun 12/2811:59 pmPDX - BNA
1 stop6h 56mAmerican Airlines
Mon 1/52:23 pmBNA - PDX
1 stop8h 56mAmerican Airlines
Deal found 12/21$319
This Southwest deal was found by Cheapflights users on 12/22. 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.
Mon 12/295:00 amPDX - BNA
2 stops9h 55mSouthwest
Mon 1/57:35 pmBNA - PDX
1 stop6h 40mSouthwest
Deal found 12/22$364
This United Airlines deal was found by Cheapflights users on 12/21. 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 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
Tue 1/61:09 pmBNA - PDX
1 stop10h 40mUnited Airlines
Deal found 12/21$368
This United Airlines deal was found by Cheapflights users on 12/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:45 pmPDX - BNA
2 stops11h 40mUnited Airlines
Mon 1/52:58 pmBNA - PDX
1 stop10h 01mUnited Airlines
Deal found 12/21$373
This Gotogate deal was found by Cheapflights users on 12/22. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2512:47 pmPDX - CVG
1 stop10h 21mFrontier
Wed 12/314:25 pmCVG - PDX
1 stop22h 18mFrontier
Deal found 12/22$378
This Southwest deal was found by Cheapflights users on 12/21. 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.
Sun 12/285:00 amPDX - BNA
2 stops9h 55mSouthwest
Mon 1/57:35 pmBNA - PDX
1 stop6h 40mSouthwest
Deal found 12/21$414
This Delta deal was found by Cheapflights users on 12/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:29 pmPDX - BNA
1 stop9h 28mDelta
Sun 1/47:14 amBNA - PDX
1 stop7h 46mDelta
Deal found 12/21$430
This American Airlines deal was found by Cheapflights users on 12/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2311:53 amPDX - LEX
1 stop7h 12mAmerican Airlines
Sun 1/47:20 pmLEX - PDX
1 stop8h 34mAmerican Airlines
Deal found 12/22$529
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
Tue 12/3012:47 pmPDX - CVG
1 stop23h 28mFrontier
Tue 1/66:05 pmCVG - PDX
2 stops44h 10mFrontier
Deal found 12/22$600

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 23, 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 ($65 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 23, 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

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Thu 1/15

11:59 am-2:25 pm

1 stop23h 26m

Cincinnati Cinci./N. Kentucky

Sun 1/18

6:55 am-11:04 am

1 stop7h 09m

$217

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 1/15

6:30 am-3:59 pm

1 stop7h 29m

Nashville Intl

Fri 1/16

12:14 pm-8:12 pm

1 stop9h 58m

$218

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 1/13

1:30 pm-9:28 pm

1 stop5h 58m

Nashville Intl

Fri 1/16

12:14 pm-8:12 pm

1 stop9h 58m

$218

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sat 1/10

6:00 am-5:46 pm

1 stop9h 46m

Nashville Intl

Mon 1/12

1:22 pm-8:24 pm

1 stop9h 02m

$219

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Wed 1/21

7:38 pm-7:49 pm

1 stop21h 11m

Cincinnati Cinci./N. Kentucky

Wed 1/28

8:00 am-8:47 pm

1 stop15h 47m

$226

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Thu 1/22

5:35 pm-7:49 pm

1 stop23h 14m

Cincinnati Cinci./N. Kentucky

Sun 1/25

8:00 am-8:47 pm

1 stop15h 47m

$226

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

$226

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Mon 2/2

9:30 pm-7:49 pm

1 stop19h 19m

Cincinnati Cinci./N. Kentucky

Fri 2/6

8:00 am-9:23 am

1 stop28h 23m

$226

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Fri 2/20

7:05 am-8:39 pm

1 stop10h 34m

Cincinnati Cinci./N. Kentucky

Mon 2/23

8:09 am-8:49 am

1 stop27h 40m

$226

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Sat 3/14

7:05 am-7:03 pm

1 stop8h 58m

Cincinnati Cinci./N. Kentucky

Tue 3/24

6:30 am-8:59 pm

1 stop17h 29m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

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 23, 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 23, 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
11,512 reviews

Entertainment

7.0

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Alaska Airlines
8.0
Very good
11,512 reviews
Alaska Airlines
8.0
Very good
11,512 reviews

Entertainment

7.0

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Southwest
8.0
Very good
4,253 reviews
Alaska Airlines
8.0
Very good
11,512 reviews

Entertainment

7.0

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Delta
7.9
Good
8,014 reviews
Alaska Airlines
8.0
Very good
11,512 reviews

Entertainment

7.0

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
United Airlines
7.4
Good
9,105 reviews
Alaska Airlines
8.0
Very good
11,512 reviews

Entertainment

7.0

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
American Airlines
7.2
Good
11,054 reviews
Alaska Airlines
8.0
Very good
11,512 reviews

Entertainment

7.0

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

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 7h 29m. Fly via Frontier, Delta, or American 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 - 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$270Average$446FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$280Average$460FlexibilityNo cancel feeOn-time71%
DeltaCheapest$304Average$426FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$320Average$493FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$506Average$676FlexibilityNo cancel feeOn-time75%

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