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Kentucky

$89+ 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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Dec 24 — Dec 311
Wed 12/24
Wed 12/31
1 adult, Economy
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Cheap flight deals from Portland to Kentucky

Keep the following information in mind while searching for Portland to Kentucky flight deals. Data was last updated November 24, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$89
(American Airlines)

Popular in

March

Cheapest in

October

Average price

$440
Provider with most accurate pricing for Portland-Louisville Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Louisville Intl flights.
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From Portland to Kentucky
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One-way flight from Portland to Kentucky
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Highest demand for flights based on searches. 12% potential increase in price ($66 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 24, 2025.

This Southwest deal was found by Cheapflights users on 11/23. 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 12/145:45 amPDX - BNA
1 stop8h 35mSouthwest
Thu 12/186:45 pmBNA - PDX
1 stop7h 35mSouthwest
Deal found 11/23$179
This Delta deal was found by Cheapflights users on 11/23. 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.
Sat 12/1312:32 amPDX - BNA
1 stop6h 40mDelta
Tue 12/164:30 pmBNA - PDX
1 stop8h 26mDelta
Deal found 11/23$197
This Southwest deal was found by Cheapflights users on 11/23. 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 12/117:00 amPDX - BNA
1 stop7h 20mSouthwest
Sun 12/145:00 pmBNA - PDX
1 stop8h 35mSouthwest
Deal found 11/23$205
This Booking.com deal was found by Cheapflights users on 11/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/710:29 amPDX - CVG
1 stop29h 41mFrontier
Thu 12/116:10 amCVG - PDX
1 stop8h 46mFrontier
Deal found 11/22$209
This Booking.com deal was found by Cheapflights users on 11/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/712:51 pmPDX - TYS
1 stop24h 06mFrontier
Thu 12/114:52 pmTYS - PDX
1 stop22h 04mFrontier
Deal found 11/22$209
This Southwest deal was found by Cheapflights users on 11/21. 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.
Wed 12/105:55 amPDX - BNA
2 stops7h 10mSouthwest
Tue 12/163:20 pmBNA - PDX
2 stops9h 10mSouthwest
Deal found 11/21$215
This American Airlines deal was found by Cheapflights users on 11/22. 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.
Mon 12/1511:59 pmPDX - BNA
1 stop7h 08mAmerican Airlines
Mon 12/221:29 pmBNA - PDX
1 stop7h 40mAmerican Airlines
Deal found 11/22$218
This American Airlines deal was found by Cheapflights users on 11/23. 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.
Fri 12/1210:15 pmPDX - BNA
1 stop7h 25mAmerican Airlines
Tue 12/165:19 amBNA - PDX
1 stop7h 28mAmerican Airlines
Deal found 11/23$219
This Southwest deal was found by Cheapflights users on 11/23. 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.
Fri 12/125:45 amPDX - BNA
1 stop8h 35mSouthwest
Tue 12/163:20 pmBNA - PDX
2 stops9h 10mSouthwest
Deal found 11/23$224
This Delta deal was found by Cheapflights users on 11/24. 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.
Fri 12/1212:45 pmPDX - BNA
1 stop9h 32mDelta
Sun 12/145:15 amBNA - PDX
1 stop7h 29mDelta
Deal found 11/24$228
This Booking.com deal was found by Cheapflights users on 11/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/710:29 amPDX - CVG
1 stop29h 41mFrontier
Sun 12/142:23 pmCVG - PDX
1 stop21h 13mFrontier
Deal found 11/24$234
This Alaska Airlines deal was found by Cheapflights users on 11/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1410:32 amPDX - BNA
Nonstop4h 13mAlaska Airlines
Tue 12/165:45 pmBNA - PDX
Nonstop5h 05mAlaska Airlines
Deal found 11/23$237

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 November 24, 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

Tue 1/20

11:05 am-7:35 pm

1 stop6h 30m

Nashville Intl

Tue 1/27

3:25 pm-10:15 pm

2 stops8h 50m

$184

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 1/11

11:10 am-9:28 pm

1 stop8h 18m

Nashville Intl

Thu 1/15

7:37 am-4:25 pm

1 stop10h 48m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 12/14

2:23 pm-12:17 am

1 stop7h 54m

Nashville Intl

Wed 12/17

7:23 pm-12:04 am

1 stop6h 41m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sat 12/13

12:32 am-9:12 am

1 stop6h 40m

Nashville Intl

Tue 12/16

4:30 pm-10:56 pm

1 stop8h 26m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 1/21

1:30 pm-12:13 am

1 stop8h 43m

Nashville Intl

Sat 1/24

7:35 am-12:44 pm

1 stop7h 09m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 1/26

12:40 am-9:20 am

1 stop6h 40m

Nashville Intl

Fri 1/30

10:25 am-5:35 pm

1 stop9h 10m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 1/23

1:30 pm-12:13 am

1 stop8h 43m

Nashville Intl

Mon 1/26

3:10 pm-10:20 pm

1 stop9h 10m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 12/11

7:00 am-4:20 pm

1 stop7h 20m

Nashville Intl

Sun 12/14

5:00 pm-11:35 pm

1 stop8h 35m

$205

PortlandKnoxville

PDX - TYS

PDXTYS

Portland

Sun 12/7

12:51 pm-3:57 pm

1 stop24h 06m

Knoxville McGhee Tyson

Thu 12/11

4:52 pm-11:56 am

1 stop22h 04m

$209

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 12/10

5:55 am-3:05 pm

2 stops7h 10m

Nashville Intl

Tue 12/16

3:20 pm-10:30 pm

2 stops9h 10m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

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 $466). 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 November 24, 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 November 24, 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
11,340 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
Alaska Airlines
8.0
Very good
11,340 reviews
Alaska Airlines
8.0
Very good
11,340 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
Southwest
8.0
Very good
4,252 reviews
Alaska Airlines
8.0
Very good
11,340 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
Delta
7.9
Good
7,998 reviews
Alaska Airlines
8.0
Very good
11,340 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
United Airlines
7.4
Good
9,044 reviews
Alaska Airlines
8.0
Very good
11,340 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
American Airlines
7.2
Good
11,042 reviews
Alaska Airlines
8.0
Very good
11,340 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.

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 30m. Fly via Southwest, Delta, or Frontier 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 cheapest airlines to fly from Portland to Kentucky one-way?

    The cheapest airlines for a one-way flight from Portland to Kentucky are American Airlines ($89), Southwest ($95), and United Airlines ($147).

  • 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 $466). 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 November 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$280Average$462FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$299Average$450FlexibilityNo cancel feeOn-time63%
DeltaCheapest$306Average$438FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$326Average$499FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$541Average$722FlexibilityNo cancel feeOn-time75%

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