Kentucky

$59+ 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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Apr 1 — Apr 81
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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 March 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/27. 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.
Thu 5/282:44 pm
PDX
-
CVG
Nonstop4h 23m
Allegiant Air
Sun 5/3112:06 pm
CVG
-
PDX
Nonstop4h 48m
Allegiant Air
Deal found 2/27$147
This Delta deal was found by Cheapflights users on 2/27. 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.
Sun 5/312:30 am
PDX
-
BNA
1 stop6h 53m
Delta
Fri 5/87:27 pm
BNA
-
PDX
1 stop6h 17m
Delta
Deal found 2/27$197
This American Airlines deal was found by Cheapflights users on 2/26. 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 4/2011:40 pm
PDX
-
BNA
1 stop7h 23m
American Airlines
Sat 4/256:37 pm
BNA
-
PDX
1 stop7h 20m
American Airlines
Deal found 2/26$199
This CheapOair deal was found by Cheapflights users on 2/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1812:27 pm
PDX
-
CVG
1 stop27h 45m
Frontier
Mon 4/279:29 pm
CVG
-
PDX
1 stop17h 23m
Frontier
Deal found 2/27$201
This Southwest deal was found by Cheapflights users on 2/27. 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 7/295:10 am
PDX
-
BNA
1 stop7h 30m
Southwest
Sat 8/19:30 am
BNA
-
PDX
1 stop11h 35m
Southwest
Deal found 2/27$202
This Southwest deal was found by Cheapflights users on 2/27. 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 3/307:15 pm
PDX
-
BNA
2 stops7h 55m
Southwest
Tue 4/76:25 pm
BNA
-
PDX
1 stop6h 45m
Southwest
Deal found 2/27$203
This Kiwi.com deal was found by Cheapflights users on 2/27. 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 3/3011:17 am
PDX
-
BNA
Nonstop4h 24m
Hawaiian Airlines
Tue 4/75:21 pm
BNA
-
PDX
Nonstop5h 03m
Hawaiian Airlines
Deal found 2/27$207
This Southwest deal was found by Cheapflights users on 2/28. 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 3/263:05 pm
PDX
-
BNA
1 stop7h 30m
Southwest
Thu 4/167:25 pm
BNA
-
PDX
1 stop6h 45m
Southwest
Deal found 2/28$208
This Southwest deal was found by Cheapflights users on 2/27. 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 6/299:20 pm
PDX
-
BNA
1 stop7h 50m
Southwest
Mon 7/65:15 am
BNA
-
PDX
1 stop6h 40m
Southwest
Deal found 2/27$209
This Southwest deal was found by Cheapflights users on 2/27. 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.
Sat 4/46:55 pm
PDX
-
BNA
1 stop13h 25m
Southwest
Wed 4/86:25 pm
BNA
-
PDX
1 stop6h 45m
Southwest
Deal found 2/27$210
This Southwest deal was found by Cheapflights users on 2/27. 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 5/286:05 pm
PDX
-
BNA
2 stops9h 05m
Southwest
Tue 6/25:55 pm
BNA
-
PDX
1 stop7h 15m
Southwest
Deal found 2/27$213
This Southwest deal was found by Cheapflights users on 2/28. 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 6/35:00 pm
PDX
-
BNA
1 stop10h 15m
Southwest
Mon 6/85:15 am
BNA
-
PDX
1 stop6h 40m
Southwest
Deal found 2/28$214

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 March 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$147
(Kiwi.com)

One-way from

$59
(Cheapflightsfares)

Popular in

March

Cheapest in

October

Average price

$706
Provider with most accurate pricing for Portland-Louisville Intl flight deals.
Provider most trusted by Cheapflights users for Portland-Louisville Intl flights.
From Portland to Kentucky
One-way flight from Portland to Kentucky
Highest demand for flights based on searches. 15% potential increase in price ($85 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
Average for round-trip flights in March 2026

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 March 2, 2026.
Use the filters below to find and compare flights from Portland to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 4/3

3:05 pm-12:35 am

1 stop7h 30m

Nashville Intl

Tue 4/7

11:05 am-6:30 pm

2 stops9h 25m

$222

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 5/19

1:35 pm-12:36 am

1 stop9h 01m

Nashville Intl

Tue 5/26

7:27 pm-11:44 pm

1 stop6h 17m

$258

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Tue 4/14

11:59 pm-9:23 am

1 stop6h 24m

Cincinnati Cinci./N. Kentucky

Tue 4/21

6:15 pm-10:34 pm

1 stop7h 19m

$267

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 3/29

7:10 pm-5:05 am

1 stop7h 55m

Nashville Intl

Sun 4/5

3:25 pm-11:30 pm

2 stops10h 05m

$273

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 5/7

1:35 pm-12:36 am

1 stop9h 01m

Nashville Intl

Sat 5/9

6:00 am-12:25 pm

1 stop8h 25m

$279

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 5/21

3:00 pm-11:15 pm

1 stop6h 15m

Nashville Intl

Tue 5/26

5:25 pm-11:00 pm

1 stop7h 35m

$288

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 4/2

12:30 am-9:15 am

1 stop6h 45m

Nashville Intl

Tue 4/7

7:22 pm-11:54 pm

1 stop6h 32m

$298

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Tue 4/14

7:32 pm-9:49 am

2 stops11h 17m

Cincinnati Cinci./N. Kentucky

Tue 4/21

6:30 am-12:52 pm

1 stop9h 22m

$308

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Tue 4/21

7:32 pm-8:54 am

2 stops10h 22m

Cincinnati Cinci./N. Kentucky

Tue 5/5

7:59 pm-11:53 pm

1 stop6h 54m

$320

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 4/6

7:15 pm-5:10 am

2 stops7h 55m

Nashville Intl

Mon 4/13

12:55 pm-9:40 pm

2 stops10h 45m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/25

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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 $397). 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 March 2, 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.

Boarding

8.1

Entertainment

7.0

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Boarding

8.1

Entertainment

7.0

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Boarding

8.1

Entertainment

7.0

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Boarding

8.1

Entertainment

7.0

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Boarding

8.1

Entertainment

7.0

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Boarding

8.1

Entertainment

7.0

Crew

8.5

Food

7.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the 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 6h 24m. 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 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 ($127), United Airlines ($153), and Delta ($189).

  • What are the most popular routes from Portland to 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 $397). 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.

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 March 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$270Average$435FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$280Average$455FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$286Average$509FlexibilityNo cancel feeOn-time69%
DeltaCheapest$300Average$448FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$506Average$676FlexibilityNo cancel feeOn-time75%

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