Kentucky

$51+ 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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Oct 11 — Oct 181
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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 September 11, 2025.

Round-trip from

$106
(Cheapflightsfares)

One-way from

$51
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$366
From Portland to Kentucky
One-way flight from Portland to Kentucky
Highest demand for flights based on searches. 13% potential increase in price ($74 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($25 potential savings vs. average RT price).
Average for round-trip flights in September 2025

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 September 11, 2025.

This FlightHub deal was found by Cheapflights users on 9/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1911:31 amPDX - CVG
Nonstop4h 07mAllegiant Air
Mon 9/229:00 amCVG - PDX
Nonstop4h 41mAllegiant Air
Deal found 9/10$105
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/173:53 pmPDX - CVG
Nonstop4h 07mAllegiant Air
Mon 10/201:22 pmCVG - PDX
Nonstop4h 41mAllegiant Air
Deal found 9/10$106
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2611:31 amPDX - CVG
Nonstop4h 07mAllegiant Air
Mon 9/299:00 amCVG - PDX
Nonstop4h 41mAllegiant Air
Deal found 9/9$107
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/33:53 pmPDX - CVG
Nonstop4h 07mAllegiant Air
Mon 10/201:22 pmCVG - PDX
Nonstop4h 41mAllegiant Air
Deal found 9/9$125
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/103:53 pmPDX - CVG
Nonstop4h 07mAllegiant Air
Mon 10/201:22 pmCVG - PDX
Nonstop4h 41mAllegiant Air
Deal found 9/10$127
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/1812:43 pmPDX - TYS
1 stop27h 49mFrontier
Thu 10/307:17 pmTYS - PDX
1 stop19h 39mFrontier
Deal found 9/9$141
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/33:53 pmPDX - CVG
Nonstop4h 07mMultiple Airlines
Tue 10/78:00 amCVG - PDX
1 stop6h 48mMultiple Airlines
Deal found 9/10$149
This FlightHub deal was found by Cheapflights users on 9/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2211:31 amPDX - CVG
Nonstop4h 07mAllegiant Air
Fri 9/269:00 amCVG - PDX
Nonstop4h 41mAllegiant Air
Deal found 9/10$150
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/256:05 amPDX - CVG
1 stop13h 08mMultiple Airlines
Mon 9/299:00 amCVG - PDX
Nonstop4h 41mMultiple Airlines
Deal found 9/10$152
This Priceline deal was found by Cheapflights users on 9/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2412:43 pmPDX - CVG
1 stop10h 06mFrontier
Tue 10/286:05 amCVG - PDX
1 stop8h 51mFrontier
Deal found 9/11$153
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/1511:31 amPDX - CVG
Nonstop4h 07mAllegiant Air
Mon 9/229:00 amCVG - PDX
Nonstop4h 41mAllegiant Air
Deal found 9/9$159
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/912:43 pmPDX - CVG
1 stop9h 56mMultiple Airlines
Mon 10/201:22 pmCVG - PDX
Nonstop4h 41mMultiple Airlines
Deal found 9/10$160

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 September 11, 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

PortlandKnoxville

PDX - TYS

PDXTYS

Portland

Sat 10/18

12:43 pm-7:32 pm

1 stop27h 49m

Knoxville McGhee Tyson

Thu 10/30

7:17 pm-11:56 am

1 stop19h 39m

$164

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 3/9

12:55 am-9:17 am

1 stop6h 22m

Nashville Intl

Wed 3/11

3:00 pm-10:22 pm

1 stop9h 22m

$215

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 9/24

11:42 am-10:57 pm

1 stop9h 15m

Nashville Intl

Sat 9/27

10:50 am-9:05 pm

1 stop12h 15m

$225

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Fri 9/19

11:31 am-6:38 pm

Nonstop4h 07m

Cincinnati Cinci./N. Kentucky

Mon 9/22

8:00 am-11:11 am

1 stop30h 11m

$226

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 12/12

2:23 pm-12:17 am

1 stop7h 54m

Nashville Intl

Mon 12/15

7:23 pm-12:05 am

1 stop6h 42m

$227

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Fri 9/26

11:31 am-6:38 pm

Nonstop4h 07m

Cincinnati Cinci./N. Kentucky

Sun 9/28

4:48 pm-6:27 pm

1 stop28h 39m

$234

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sat 10/25

10:44 am-5:04 pm

Nonstop4h 20m

Nashville Intl

Wed 10/29

5:51 pm-8:50 pm

Nonstop4h 59m

$237

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 10/29

5:10 am-5:30 pm

2 stops10h 20m

Nashville Intl

Sun 11/2

5:00 am-9:55 am

1 stop6h 55m

$237

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 10/27

10:30 am-4:51 pm

Nonstop4h 21m

Nashville Intl

Wed 10/29

5:51 pm-8:50 pm

Nonstop4h 59m

$237

PortlandLouisville

PDX - SDF

PDXSDF

Portland

Tue 10/7

6:15 am-12:30 am

2 stops15h 15m

Louisville Intl

Tue 10/14

6:00 am-9:45 am

1 stop6h 45m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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, January is the cheapest month in which you can book a flight from Portland to Kentucky (average of $299). Flying from Portland to Kentucky in April is currently the most expensive (average of $369). 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 September 11, 2025.

When flying from Portland to Kentucky, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 11, 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.

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
8.0
Very good

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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 4h 20m. Fly via Frontier, Delta, or Alaska 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 Allegiant Air ($53), Southwest ($67), and Frontier ($92).

  • 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, January is the cheapest month in which you can book a flight from Portland to Kentucky (average of $299). Flying from Portland to Kentucky in April is currently the most expensive (average of $369). 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$299Average$451FlexibilityNo cancel feeOn-time63%
DeltaCheapest$300Average$441FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$308Average$493FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$330Average$496FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$506Average$676FlexibilityNo cancel feeOn-time75%

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