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Kentucky

$45+ 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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$136
(Cheapflightsfares)

One-way from

$45
(Trip.com)

Popular in

March

Cheapest in

September

Average price

$361
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 ($70 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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 9/2611:31 amPDX - CVG
Nonstop4h 07mAllegiant Air
Mon 9/299:00 amCVG - PDX
Nonstop4h 41mAllegiant Air
Deal found 9/16$114
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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
Fri 10/171:22 pmCVG - PDX
Nonstop4h 41mAllegiant Air
Deal found 9/16$136
This Priceline deal was found by Cheapflights users on 9/17. 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.
Thu 10/1612:43 pmPDX - CVG
1 stop9h 56mFrontier
Mon 10/206:05 amCVG - PDX
1 stop8h 43mFrontier
Deal found 9/17$153
This FlightHub deal was found by Cheapflights users on 9/16. 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 9/2911:31 amPDX - CVG
Nonstop4h 07mMultiple Airlines
Tue 9/308:00 amCVG - PDX
1 stop17h 34mMultiple Airlines
Deal found 9/16$166
This Booking.com deal was found by Cheapflights users on 9/17. 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.
Thu 10/1612:43 pmPDX - CVG
1 stop9h 56mMultiple Airlines
Mon 10/201:22 pmCVG - PDX
Nonstop4h 41mMultiple Airlines
Deal found 9/17$169
This Booking.com deal was found by Cheapflights users on 9/17. 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.
Fri 10/173:53 pmPDX - CVG
Nonstop4h 07mMultiple Airlines
Tue 10/218:00 amCVG - PDX
1 stop6h 48mMultiple Airlines
Deal found 9/17$171
This Frontier deal was found by Cheapflights users on 9/17. 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.
Sun 11/23:26 pmPDX - CVG
1 stop7h 13mFrontier
Mon 11/106:05 amCVG - PDX
1 stop8h 51mFrontier
Deal found 9/17$184
This Booking.com deal was found by Cheapflights users on 9/16. 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.
Fri 9/2611:31 amPDX - CVG
Nonstop4h 07mMultiple Airlines
Mon 9/296:18 amCVG - PDX
1 stop20h 54mMultiple Airlines
Deal found 9/16$185
This Priceline deal was found by Cheapflights users on 9/17. 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 10/1712:43 pmPDX - CVG
1 stop10h 06mFrontier
Tue 10/218:00 amCVG - PDX
1 stop6h 48mFrontier
Deal found 9/17$188
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/1010:45 pmPDX - BNA
1 stop9h 15mAmerican Airlines
Thu 11/132:37 pmBNA - PDX
1 stop8h 38mAmerican Airlines
Deal found 9/15$194
This Booking.com deal was found by Cheapflights users on 9/16. 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.
Mon 9/296:05 amPDX - CVG
1 stop16h 35mFrontier
Tue 9/308:00 amCVG - PDX
1 stop17h 34mFrontier
Deal found 9/16$196
This Delta deal was found by Cheapflights users on 9/17. 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 10/1312:40 amPDX - BNA
1 stop6h 19mDelta
Tue 10/217:15 amBNA - PDX
1 stop7h 34mDelta
Deal found 9/17$197

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 17, 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

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Mon 9/29

11:31 am-6:38 pm

Nonstop4h 07m

Cincinnati Cinci./N. Kentucky

Tue 9/30

8:00 am-10:34 pm

1 stop17h 34m

$166

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 10/13

12:40 am-8:59 am

1 stop6h 19m

Nashville Intl

Tue 10/21

6:00 am-12:50 pm

1 stop8h 50m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 12/2

12:32 am-9:14 am

1 stop6h 42m

Nashville Intl

Mon 12/8

7:23 pm-12:05 am

1 stop6h 42m

$197

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Fri 10/3

3:53 pm-11:00 pm

Nonstop4h 07m

Cincinnati Cinci./N. Kentucky

Mon 10/6

1:22 pm-3:03 pm

Nonstop4h 41m

$198

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 12/4

2:23 pm-12:17 am

1 stop7h 54m

Nashville Intl

Sat 12/6

7:10 am-12:40 pm

1 stop7h 30m

$215

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 11/14

2:23 pm-12:17 am

1 stop7h 54m

Nashville Intl

Mon 11/17

6:00 am-12:48 pm

1 stop8h 48m

$215

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 10/13

12:40 am-8:59 am

1 stop6h 19m

Nashville Intl

Fri 10/17

7:15 pm-11:43 pm

1 stop6h 28m

$215

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Sat 10/11

12:43 pm-12:53 am

2 stops33h 10m

Cincinnati Cinci./N. Kentucky

Fri 10/17

1:22 pm-3:03 pm

Nonstop4h 41m

$224

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 11/13

10:30 am-4:51 pm

Nonstop4h 21m

Nashville Intl

Tue 11/18

5:51 pm-8:50 pm

Nonstop4h 59m

$255

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 11/17

10:30 am-4:51 pm

Nonstop4h 21m

Nashville Intl

Thu 11/20

5:51 pm-8:50 pm

Nonstop4h 59m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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 17, 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 17, 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
10,000 reviews

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

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
4,242 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

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
8.0
Very good
7,961 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

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
8,926 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Entertainment

7.1

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 4h 07m. Fly via Delta, Allegiant Air, or Frontier 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 Southwest ($85), Frontier ($92), and Delta ($126).

  • 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, 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.

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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$299Average$449FlexibilityNo cancel feeOn-time63%
DeltaCheapest$306Average$442FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$308Average$489FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$329Average$495FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$506Average$676FlexibilityNo cancel feeOn-time75%

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