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Kentucky

$85+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
nov. 27 — dic. 41
jue. 11/27
jue. 12/4
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 octubre 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$177
(Frontier)

One-way from

$85
(Frontier)

Popular in

March

Cheapest in

September

Average price

$366
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. 13% potential increase in price ($69 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 October 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 octubre 28, 2025.

This Frontier deal was found by Cheapflights users on 10/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/1312:52 pmPDX - CVG
1 stop9h 47mFrontier
lun. 11/176:05 amCVG - PDX
1 stop8h 51mFrontier
Deal found 10/26$177
This Frontier deal was found by Cheapflights users on 10/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/143:26 pmPDX - CVG
1 stop7h 13mFrontier
lun. 11/176:05 amCVG - PDX
1 stop8h 51mFrontier
Deal found 10/26$182
This Southwest deal was found by Cheapflights users on 10/28. 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.
mar. 11/186:40 amPDX - BNA
2 stops7h 45mSouthwest
mar. 11/255:05 amBNA - PDX
1 stop8h 30mSouthwest
Deal found 10/28$184
This Southwest deal was found by Cheapflights users on 10/28. 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.
mié. 11/195:30 amPDX - BNA
2 stops8h 00mSouthwest
mar. 11/2510:45 pmBNA - PDX
1 stop12h 15mSouthwest
Deal found 10/28$190
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/412:51 pmPDX - CVG
1 stop21h 22mFrontier
mié. 12/1011:57 amCVG - PDX
2 stops26h 59mFrontier
Deal found 10/26$193
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/122:07 pmPDX - BNA
1 stop6h 52mAmerican Airlines
mié. 12/175:19 amBNA - PDX
1 stop7h 28mAmerican Airlines
Deal found 10/28$194
This American Airlines deal was found by Cheapflights users on 10/26. 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.
mar. 11/115:30 amPDX - BNA
1 stop6h 49mAmerican Airlines
mar. 11/181:29 pmBNA - PDX
1 stop9h 54mAmerican Airlines
Deal found 10/26$195
This Delta deal was found by Cheapflights users on 10/27. 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.
lun. 11/1712:35 amPDX - BNA
1 stop6h 28mDelta
dom. 11/236:00 amBNA - PDX
1 stop7h 14mDelta
Deal found 10/27$197
This Southwest deal was found by Cheapflights users on 10/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/115:55 amPDX - BNA
2 stops7h 10mSouthwest
mar. 11/185:50 pmBNA - PDX
1 stop6h 45mSouthwest
Deal found 10/26$200
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
dom. 12/712:51 pmPDX - TYS
1 stop24h 06mMultiple Airlines
dom. 12/146:30 amTYS - PDX
1 stop8h 26mMultiple Airlines
Deal found 10/27$206
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/73:26 pmPDX - BNA
1 stop21h 21mFrontier
lun. 11/103:42 pmBNA - PDX
1 stop22h 14mFrontier
Deal found 10/27$211
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/1012:35 amPDX - BNA
1 stop6h 28mDelta
mar. 11/185:15 amBNA - PDX
1 stop7h 28mDelta
Deal found 10/28$214

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 octubre 28, 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

jue. 1/8

6:30 am-4:45 pm

2 stops8h 15m

Nashville Intl

mar. 1/13

3:25 pm-10:15 pm

2 stops8h 50m

$189

PortlandNashville

PDX - BNA

PDXBNA

Portland

dom. 11/30

12:35 am-9:03 am

1 stop6h 28m

Nashville Intl

mié. 12/3

4:30 pm-10:56 pm

1 stop8h 26m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

mié. 12/3

10:10 pm-8:22 am

1 stop8h 12m

Nashville Intl

vie. 12/5

7:23 pm-12:04 am

1 stop6h 41m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

dom. 11/16

5:30 am-2:18 pm

1 stop6h 48m

Nashville Intl

sáb. 11/22

4:06 pm-8:47 pm

1 stop6h 41m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

mar. 11/11

12:35 am-9:03 am

1 stop6h 28m

Nashville Intl

mié. 11/12

1:52 pm-10:05 pm

1 stop10h 13m

$211

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

jue. 11/13

12:52 pm-1:39 am

1 stop9h 47m

Cincinnati Cinci./N. Kentucky

dom. 11/16

6:05 am-11:56 am

1 stop8h 51m

$229

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

jue. 12/11

12:51 pm-1:13 pm

1 stop21h 22m

Cincinnati Cinci./N. Kentucky

jue. 12/18

6:10 am-11:43 am

1 stop8h 33m

$232

PortlandNashville

PDX - BNA

PDXBNA

Portland

jue. 12/4

12:32 am-9:12 am

1 stop6h 40m

Nashville Intl

lun. 12/8

7:23 pm-12:04 am

1 stop6h 41m

$238

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

jue. 12/25

12:47 pm-2:08 am

1 stop10h 21m

Cincinnati Cinci./N. Kentucky

jue. 1/1

6:10 am-11:43 am

1 stop8h 33m

$239

PortlandNashville

PDX - BNA

PDXBNA

Portland

lun. 11/10

9:59 am-6:15 pm

1 stop6h 16m

Nashville Intl

jue. 11/13

7:23 pm-11:58 pm

1 stop6h 35m

$244

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

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 octubre 28, 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.

How much does it cost to fly round-trip from Portland to Kentucky?

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 octubre 28, 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
11,203 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

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
11,203 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

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
4,240 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

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
7,994 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

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
9,001 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

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
11,032 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

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 6h 28m. Fly via Southwest, Delta, or Frontier 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 Frontier ($85), Southwest ($95), and American Airlines ($135).

  • 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

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 octubre 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$280Average$463FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$299Average$450FlexibilityNo cancel feeOn-time63%
DeltaCheapest$306Average$441FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$326Average$499FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$541Average$722FlexibilityNo cancel feeOn-time75%

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