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Kentucky

$73+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$184
(Southwest)

One-way from

$73
(Priceline)

Popular in

March

Cheapest in

September

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 ($68 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($23 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 3, 2025.

This Southwest deal was found by Cheapflights users on 11/2. 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 12/45:30 amPDX - BNA
2 stops8h 00mSouthwest
Mon 12/85:00 pmBNA - PDX
1 stop7h 30mSouthwest
Deal found 11/2$184
This Southwest deal was found by Cheapflights users on 11/2. 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 12/45:30 amPDX - BNA
2 stops8h 00mSouthwest
Wed 12/104:00 pmBNA - PDX
2 stops8h 35mSouthwest
Deal found 11/2$189
This Kiwi.com deal was found by Cheapflights users on 11/1. 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.
Fri 12/512:55 pmPDX - CVG
2 stops18h 57mFrontier
Thu 12/116:10 amCVG - PDX
1 stop8h 46mFrontier
Deal found 11/1$192
This Delta deal was found by Cheapflights users on 11/2. 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.
Thu 12/412:45 pmPDX - BNA
1 stop9h 32mDelta
Mon 12/82:50 pmBNA - PDX
1 stop9h 29mDelta
Deal found 11/2$197
This Southwest deal was found by Cheapflights users on 11/1. 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 11/195:55 amPDX - BNA
1 stop6h 35mSouthwest
Wed 11/265:15 pmBNA - PDX
1 stop9h 15mSouthwest
Deal found 11/1$205
This Southwest deal was found by Cheapflights users on 11/1. 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 11/182:05 pmPDX - BNA
1 stop6h 40mSouthwest
Tue 11/2510:45 pmBNA - PDX
1 stop12h 15mSouthwest
Deal found 11/1$210
This Delta deal was found by Cheapflights users on 11/1. 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 11/1812:35 amPDX - BNA
1 stop6h 28mDelta
Wed 11/2610:08 amBNA - PDX
1 stop9h 35mDelta
Deal found 11/1$214
This Frontier deal was found by Cheapflights users on 11/3. 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.
Mon 11/103:26 pmPDX - CVG
1 stop7h 13mFrontier
Mon 11/176:05 amCVG - PDX
1 stop8h 51mFrontier
Deal found 11/3$214
This American Airlines deal was found by Cheapflights users on 11/1. 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 12/51:28 pmPDX - BNA
1 stop6h 52mAmerican Airlines
Mon 12/87:00 amBNA - PDX
1 stop8h 34mAmerican Airlines
Deal found 11/1$229
This Alaska Airlines deal was found by Cheapflights users on 11/1. 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.
Wed 12/1010:32 amPDX - BNA
Nonstop4h 13mAlaska Airlines
Wed 12/105:45 pmBNA - PDX
Nonstop5h 05mAlaska Airlines
Deal found 11/1$231
This American Airlines deal was found by Cheapflights users on 11/1. 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 12/132:07 pmPDX - BNA
1 stop6h 52mAmerican Airlines
Thu 12/1811:33 amBNA - PDX
1 stop9h 36mAmerican Airlines
Deal found 11/1$233
This Frontier deal was found by Cheapflights users on 11/3. 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.
Thu 11/1312:52 pmPDX - CVG
1 stop9h 47mFrontier
Mon 11/176:05 amCVG - PDX
1 stop8h 51mFrontier
Deal found 11/3$234

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 3, 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 1/18

6:30 am-4:45 pm

2 stops8h 15m

Nashville Intl

Fri 1/23

11:50 am-6:00 pm

1 stop8h 10m

$184

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 1/22

6:00 am-2:30 pm

1 stop6h 30m

Nashville Intl

Tue 1/27

1:35 pm-10:35 pm

2 stops11h 00m

$184

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 12/4

5:30 am-3:30 pm

2 stops8h 00m

Nashville Intl

Wed 12/10

4:00 pm-10:35 pm

2 stops8h 35m

$189

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 12/5

11:54 am-9:44 pm

1 stop7h 50m

Nashville Intl

Sun 12/7

7:23 pm-12:04 am

1 stop6h 41m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 12/4

12:45 pm-12:17 am

1 stop9h 32m

Nashville Intl

Mon 12/8

2:50 pm-10:19 pm

1 stop9h 29m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 12/4

12:32 am-9:12 am

1 stop6h 40m

Nashville Intl

Mon 12/8

5:15 am-10:44 am

1 stop7h 29m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 11/19

5:55 am-2:30 pm

1 stop6h 35m

Nashville Intl

Wed 11/26

5:15 pm-12:30 am

1 stop9h 15m

$205

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 11/18

5:55 am-3:05 pm

2 stops7h 10m

Nashville Intl

Tue 11/25

10:45 pm-9:00 am

1 stop12h 15m

$216

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 12/10

10:32 am-4:45 pm

Nonstop4h 13m

Nashville Intl

Wed 12/10

5:45 pm-8:50 pm

Nonstop5h 05m

$231

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 12/16

6:40 am-4:25 pm

1 stop7h 45m

Nashville Intl

Wed 12/31

5:05 am-10:50 am

1 stop7h 45m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

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 $469). 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 3, 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 3, 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
11,236 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,236 reviews
Alaska Airlines
8.0
Very good
11,236 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Southwest
8.0
Very good
4,238 reviews
Alaska Airlines
8.0
Very good
11,236 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
8,002 reviews
Alaska Airlines
8.0
Very good
11,236 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,997 reviews
Alaska Airlines
8.0
Very good
11,236 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
11,038 reviews
Alaska Airlines
8.0
Very good
11,236 reviews

Crew

8.5

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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 50m. Fly via Southwest, Delta, or United 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 cheapest airlines to fly from Portland to Kentucky one-way?

    The cheapest airlines for a one-way flight from Portland to Kentucky are Delta ($99), Frontier ($123), and Alaska Airlines ($130).

  • 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 - Louisville Intl.

  • 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 $469). 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.

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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 3, 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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