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Kentucky

$82+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
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 January 21, 2026.

This Southwest deal was found by Cheapflights users on 1/20. 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 4/2611:55 pm
PDX
-
BNA
2 stops9h 35m
Southwest
Fri 5/112:55 pm
BNA
-
PDX
2 stops9h 15m
Southwest
Deal found 1/20$190
This Southwest deal was found by Cheapflights users on 1/20. 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 4/16:30 am
PDX
-
BNA
2 stops8h 45m
Southwest
Tue 4/75:25 pm
BNA
-
PDX
1 stop7h 35m
Southwest
Deal found 1/20$193
This Southwest deal was found by Cheapflights users on 1/21. 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 3/85:30 pm
PDX
-
BNA
1 stop9h 30m
Southwest
Fri 3/131:10 pm
BNA
-
PDX
1 stop12h 15m
Southwest
Deal found 1/21$194
This Delta deal was found by Cheapflights users on 1/20. 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 5/410:55 pm
PDX
-
BNA
1 stop6h 44m
Delta
Fri 5/83:00 pm
BNA
-
PDX
1 stop9h 22m
Delta
Deal found 1/20$197
This Southwest deal was found by Cheapflights users on 1/20. 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 2/256:30 am
PDX
-
BNA
2 stops8h 15m
Southwest
Fri 2/276:35 am
BNA
-
PDX
1 stop10h 20m
Southwest
Deal found 1/20$199
This Southwest deal was found by Cheapflights users on 1/21. 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 4/19:30 am
PDX
-
BNA
2 stops8h 00m
Southwest
Mon 4/65:55 pm
BNA
-
PDX
1 stop6h 40m
Southwest
Deal found 1/21$202
This Southwest deal was found by Cheapflights users on 1/20. 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 2/128:45 pm
PDX
-
BNA
1 stop11h 35m
Southwest
Mon 2/165:20 am
BNA
-
PDX
1 stop7h 35m
Southwest
Deal found 1/20$203
This Southwest deal was found by Cheapflights users on 1/19. 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 5/11:10 pm
PDX
-
BNA
1 stop8h 40m
Southwest
Sun 5/36:55 pm
BNA
-
PDX
1 stop8h 20m
Southwest
Deal found 1/19$208
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Fri 2/2011:52 am
PDX
-
BNA
1 stop8h 36m
American Airlines
Mon 2/235:00 am
BNA
-
PDX
1 stop7h 58m
American Airlines
Deal found 1/21$209
This Southwest deal was found by Cheapflights users on 1/21. 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.
Fri 5/18:50 pm
PDX
-
BNA
1 stop6h 15m
Southwest
Wed 5/611:55 am
BNA
-
PDX
2 stops10h 50m
Southwest
Deal found 1/21$213
This Southwest deal was found by Cheapflights users on 1/20. 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 4/108:50 pm
PDX
-
BNA
1 stop6h 15m
Southwest
Mon 4/137:25 pm
BNA
-
PDX
1 stop6h 45m
Southwest
Deal found 1/20$217
This United Airlines deal was found by Cheapflights users on 1/20. 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 2/1711:59 pm
PDX
-
CVG
1 stop6h 39m
United Airlines
Tue 2/244:50 pm
CVG
-
PDX
1 stop9h 09m
United Airlines
Deal found 1/20$237

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 January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$190
(Southwest)

One-way from

$82
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$468
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 ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 21, 2026.
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

Thu 2/12

8:45 pm-10:20 am

1 stop11h 35m

Nashville Intl

Mon 2/16

5:20 am-10:55 am

1 stop7h 35m

$203

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 3/8

5:30 pm-5:00 am

1 stop9h 30m

Nashville Intl

Thu 3/12

4:30 pm-12:55 am

2 stops10h 25m

$213

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 3/27

3:05 pm-12:35 am

1 stop7h 30m

Nashville Intl

Wed 4/1

5:50 am-1:40 pm

2 stops9h 50m

$213

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sat 4/18

12:30 am-9:26 am

1 stop6h 56m

Nashville Intl

Thu 4/23

7:05 am-3:44 pm

1 stop10h 39m

$218

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 4/8

6:15 am-5:25 pm

1 stop9h 10m

Nashville Intl

Mon 4/13

7:09 pm-11:53 pm

1 stop6h 44m

$233

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 2/25

6:30 am-4:05 pm

1 stop7h 35m

Nashville Intl

Sun 3/1

6:45 am-2:30 pm

1 stop9h 45m

$233

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Tue 2/17

11:59 pm-9:38 am

1 stop6h 39m

Cincinnati Cinci./N. Kentucky

Tue 2/24

4:50 pm-10:59 pm

1 stop9h 09m

$237

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 2/11

12:30 pm-11:45 pm

2 stops9h 15m

Nashville Intl

Mon 2/16

5:20 am-10:55 am

1 stop7h 35m

$242

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 3/1

6:00 pm-5:25 am

2 stops9h 25m

Nashville Intl

Wed 3/4

11:50 am-6:00 pm

1 stop8h 10m

$264

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 2/3

6:30 am-4:45 pm

2 stops8h 15m

Nashville Intl

Tue 2/10

3:25 pm-10:15 pm

2 stops8h 50m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

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 $390). 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.

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 January 21, 2026.
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
11,775 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,775 reviews
Alaska Airlines
8.0
Very good
11,775 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Southwest
8.0
Very good
4,266 reviews
Alaska Airlines
8.0
Very good
11,775 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Delta
7.9
Good
8,089 reviews
Alaska Airlines
8.0
Very good
11,775 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
United Airlines
7.4
Good
9,191 reviews
Alaska Airlines
8.0
Very good
11,775 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
American Airlines
7.2
Good
11,174 reviews
Alaska Airlines
8.0
Very good
11,775 reviews

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

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 39m. Fly via Southwest, Delta, or United Airlines to get the fastest option. The distance from Portland to Kentucky is about 1969 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 - Knoxville McGhee Tyson 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 $390). 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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$270Average$450FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$280Average$452FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$286Average$508FlexibilityNo cancel feeOn-time69%
DeltaCheapest$300Average$442FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$506Average$676FlexibilityNo cancel feeOn-time75%

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