Kentucky

$87+ Cheap flights from Oregon 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Jan 17 — Jan 241
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Cheap flight deals from Oregon to Kentucky

Cheapest flights from Oregon to Kentucky
Explore the most affordable flight options available from Oregon to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:45 pmPDX - BNA
1 stop8h 41mUnited Airlines
Mon 1/54:56 pmBNA - PDX
1 stop7h 44mUnited Airlines
Deal found 12/15$259
This Southwest deal was found by Cheapflights users on 12/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:10 amPDX - BNA
2 stops8h 55mSouthwest
Mon 1/57:35 pmBNA - PDX
1 stop6h 40mSouthwest
Deal found 12/15$318
This Southwest deal was found by Cheapflights users on 12/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:00 amPDX - BNA
1 stop8h 55mSouthwest
Sun 1/41:40 pmBNA - PDX
1 stop10h 20mSouthwest
Deal found 12/16$355
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 amPDX - BNA
1 stop10h 13mDelta
Tue 1/67:37 amBNA - PDX
1 stop10h 48mDelta
Deal found 12/16$358
This Southwest deal was found by Cheapflights users on 12/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:55 pmPDX - BNA
1 stop10h 35mSouthwest
Sun 1/41:40 pmBNA - PDX
1 stop10h 20mSouthwest
Deal found 12/15$361
This Southwest deal was found by Cheapflights users on 12/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:00 pmPDX - BNA
1 stop9h 50mSouthwest
Thu 1/15:05 amBNA - PDX
1 stop7h 45mSouthwest
Deal found 12/16$365
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2311:55 pmPDX - BNA
1 stop7h 10mUnited Airlines
Tue 1/62:54 pmBNA - PDX
1 stop9h 59mUnited Airlines
Deal found 12/16$366
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:35 pmPDX - BNA
1 stop6h 55mUnited Airlines
Sun 1/46:05 pmBNA - PDX
1 stop6h 54mUnited Airlines
Deal found 12/16$372
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:45 pmPDX - BNA
1 stop8h 41mUnited Airlines
Fri 1/26:15 amBNA - PDX
1 stop9h 05mUnited Airlines
Deal found 12/15$382
This Delta deal was found by Cheapflights users on 12/17. 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.
Tue 12/3011:47 pmBOI - BNA
1 stop7h 49mDelta
Wed 1/77:35 amBNA - BOI
1 stop9h 42mDelta
Deal found 12/17$387
This Southwest deal was found by Cheapflights users on 12/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:00 pmPDX - BNA
1 stop9h 50mSouthwest
Fri 1/212:10 pmBNA - PDX
2 stops10h 15mSouthwest
Deal found 12/15$400
This Southwest deal was found by Cheapflights users on 12/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:00 amPDX - BNA
1 stop8h 55mSouthwest
Sat 1/36:15 amBNA - PDX
2 stops11h 45mSouthwest
Deal found 12/17$405

Find flight deals from Oregon to Kentucky

Keep the following information in mind while searching for Oregon to Kentucky flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$87
(Trip.com)

Popular in

March

Cheapest in

October

Average price

$697
Provider with most accurate pricing for Portland-Louisville Intl flight deals.
Provider most trusted by Cheapflights users for Portland-Louisville Intl flights.
From Oregon to Kentucky
One-way flight from Oregon to Kentucky
Highest demand for flights based on searches. 12% potential increase in price ($69 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 December 2025

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon 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 December 18, 2025.
Use the filters below to find and compare flights from Oregon to Kentucky that are best for you.

Fly from

Oregon

Fly to

Kentucky

Route

Depart

Return

Price

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 4/22

6:30 am-5:41 pm

1 stop9h 11m

Nashville Intl

Tue 4/28

3:00 pm-10:22 pm

1 stop9h 22m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sat 1/10

1:39 pm-10:30 pm

1 stop6h 51m

Nashville Intl

Mon 1/12

2:06 pm-10:15 pm

1 stop10h 09m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 2/17

1:27 pm-12:06 am

1 stop8h 39m

Nashville Intl

Thu 2/19

10:25 am-5:33 pm

1 stop9h 08m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 1/13

1:39 pm-10:30 pm

1 stop6h 51m

Nashville Intl

Tue 1/20

11:26 am-8:25 pm

1 stop10h 59m

$197

BoiseNashville

BOI - BNA

BOIBNA

Boise Air Term. Gowen Fld

Sun 1/18

1:55 pm-11:57 pm

1 stop9h 02m

Nashville Intl

Thu 1/22

7:00 am-3:10 pm

1 stop9h 10m

$216

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 1/13

6:30 am-4:45 pm

2 stops8h 15m

Nashville Intl

Tue 1/20

11:50 am-6:00 pm

1 stop8h 10m

$217

BoiseNashville

BOI - BNA

BOIBNA

Boise Air Term. Gowen Fld

Thu 1/8

9:48 am-5:03 pm

1 stop6h 15m

Nashville Intl

Tue 1/13

6:30 am-4:10 pm

1 stop10h 40m

$217

BoiseNashville

BOI - BNA

BOIBNA

Boise Air Term. Gowen Fld

Thu 1/22

2:20 pm-10:55 pm

1 stop7h 35m

Nashville Intl

Tue 1/27

4:50 pm-10:57 pm

1 stop7h 07m

$217

BoiseNashville

BOI - BNA

BOIBNA

Boise Air Term. Gowen Fld

Fri 1/16

3:01 pm-9:52 pm

1 stop5h 51m

Nashville Intl

Tue 1/20

7:00 am-1:34 pm

1 stop7h 34m

$217

BoiseNashville

BOI - BNA

BOIBNA

Boise Air Term. Gowen Fld

Fri 1/16

3:01 pm-9:52 pm

1 stop5h 51m

Nashville Intl

Mon 1/19

7:00 am-1:34 pm

1 stop7h 34m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 60 results
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Best time to book a flight from Oregon to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Oregon 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 Oregon to Kentucky

What is the cheapest month to book a flight from Oregon to Kentucky?

Currently, August is the cheapest month in which you can book a flight from Oregon to Kentucky (average of $107). Flying from Oregon to Kentucky in February is currently the most expensive (average of $343). 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 OR to KY?

Find hourly flight availability from Oregon 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 December 18, 2025.

One of the essential ways to save on airfare from Oregon 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 evening could potentially save you up to 25% on airfare.

What is the cheapest day to fly from Oregon to Kentucky?

Use this chart to determine the cheapest time to fly round-trip from Oregon to Kentucky. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Oregon to Kentucky flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Oregon 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 December 18, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta from Oregon to Kentucky to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Related info for your journey

Find useful and relevant information for your journey from Oregon to Kentucky. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Oregon to Kentucky?

    Delta, Alaska Airlines, and Southwest can get you from Oregon to Kentucky in just under 8h 15m. Your travel time can differ by up to 56m. Airlines will cover a distance of 1967 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Oregon to Kentucky that include hotel bookings?

    Yes. In addition to deals on Oregon to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oregon to Kentucky?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oregon to Kentucky.

  • Can I find deals for business class flights from Oregon to Kentucky?

    Yes. Cheapflights offers flight deals from Oregon 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 Oregon to Kentucky?

    Currently, August is the cheapest month in which you can book a flight from Oregon to Kentucky (average of $107). Flying from Oregon to Kentucky in February is currently the most expensive (average of $343). 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 Oregon to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Oregon to Kentucky

Discover the top 5 airlines that operate flights from Oregon 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$270Average$458FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$280Average$467FlexibilityNo cancel feeOn-time71%
DeltaCheapest$304Average$426FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$318Average$513FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$506Average$676FlexibilityNo cancel feeOn-time75%

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