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Kentucky

$56+ 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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Oregon to Kentucky

Keep the following information in mind while searching for Oregon to Kentucky flight deals. Data was last updated September 15, 2025.

Round-trip from

$110
(Kiwi.com)

One-way from

$56
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$361
From Oregon to Kentucky
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One-way flight from Oregon 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 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 September 15, 2025.

This Kiwi.com 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 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 9/15$110
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/412:52 pmPDX - CVG
1 stop9h 47mFrontier
Mon 11/106:05 amCVG - PDX
1 stop8h 51mFrontier
Deal found 9/15$153
This Frontier deal was found by Cheapflights users on 9/14. 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.
Thu 10/212:22 pmBOI - CVG
1 stop11h 21mFrontier
Thu 10/166:05 amCVG - BOI
1 stop7h 38mFrontier
Deal found 9/14$160
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2212:43 pmPDX - CVG
1 stop8h 16mFrontier
Mon 10/276:05 amCVG - PDX
1 stop8h 43mFrontier
Deal found 9/15$163
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Mon 9/2211:31 amPDX - CVG
Nonstop4h 07mAllegiant Air
Fri 9/269:00 amCVG - PDX
Nonstop4h 41mAllegiant Air
Deal found 9/14$172
This Kiwi.com 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 Kiwi.com 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 9/15$173
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 07mMultiple Airlines
Mon 9/291:14 pmCVG - PDX
1 stop13h 58mMultiple Airlines
Deal found 9/14$181
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/712:43 pmPDX - CVG
1 stop8h 16mFrontier
Sat 10/118:00 amCVG - PDX
1 stop6h 48mFrontier
Deal found 9/15$188
This Frontier deal was found by Cheapflights users on 9/14. 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.
Thu 10/212:22 pmBOI - CVG
1 stop11h 21mFrontier
Sun 10/126:05 amCVG - BOI
1 stop7h 38mFrontier
Deal found 9/14$189
This FlightHub deal was found by Cheapflights users on 9/14. 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 10/103:53 pmPDX - CVG
Nonstop4h 07mMultiple Airlines
Tue 10/148:00 amCVG - PDX
1 stop6h 48mMultiple Airlines
Deal found 9/14$191
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 10/33:53 pmPDX - CVG
Nonstop4h 07mAllegiant Air
Mon 10/61:22 pmCVG - PDX
Nonstop4h 41mAllegiant Air
Deal found 9/14$192
This Frontier deal was found by Cheapflights users on 9/14. 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.
Fri 10/312:22 pmBOI - CVG
1 stop11h 18mFrontier
Thu 10/166:05 amCVG - BOI
1 stop7h 38mFrontier
Deal found 9/14$193

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 September 15, 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

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Fri 10/10

3:53 pm-11:00 pm

Nonstop4h 07m

Cincinnati Cinci./N. Kentucky

Tue 10/14

8:00 am-11:48 am

1 stop6h 48m

$191

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 11/19

8:00 am-7:15 pm

2 stops9h 15m

Nashville Intl

Sat 11/22

4:15 pm-12:25 am

2 stops10h 10m

$207

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 12/3

10:35 am-8:51 pm

1 stop8h 16m

Nashville Intl

Thu 12/11

3:28 pm-10:57 pm

1 stop9h 29m

$215

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 12/7

2:23 pm-12:17 am

1 stop7h 54m

Nashville Intl

Thu 12/11

3:28 pm-10:57 pm

1 stop9h 29m

$215

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 12/5

12:32 am-9:16 am

1 stop6h 44m

Nashville Intl

Thu 12/11

3:28 pm-10:57 pm

1 stop9h 29m

$215

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 1/18

1:38 pm-12:12 am

1 stop8h 34m

Nashville Intl

Wed 1/21

1:25 pm-7:18 pm

1 stop7h 53m

$215

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Fri 9/26

11:31 am-6:38 pm

Nonstop4h 07m

Cincinnati Cinci./N. Kentucky

Mon 9/29

1:21 pm-11:11 am

2 stops24h 50m

$217

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 12/7

2:23 pm-12:17 am

1 stop7h 54m

Nashville Intl

Mon 12/8

3:28 pm-10:57 pm

1 stop9h 29m

$246

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 12/9

10:40 am-11:59 pm

1 stop11h 19m

Nashville Intl

Tue 12/16

5:45 pm-8:50 pm

Nonstop5h 05m

$247

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

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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, January is the cheapest month in which you can book a flight from Oregon to Kentucky (average of $299). Flying from Oregon 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 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 September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oregon to Kentucky as you normally would.

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 15, 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

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

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

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

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

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.
Delta
8.0
Very good
7,954 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

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.
United Airlines
7.4
Good
8,929 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

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.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

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 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?

    Southwest, Delta, and Frontier can get you from Oregon to Kentucky in just under 8h 16m. Your travel time can differ by up to 59m. Airlines will cover a distance of 1967 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Oregon to Kentucky one-way?

    $56 is the cheapest one-way deal found within the past few days, from Allegiant Air. You may also be able to find cheap deals on Southwest and Frontier, with prices starting from $90 and $91, respectively.

  • 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, January is the cheapest month in which you can book a flight from Oregon to Kentucky (average of $299). Flying from Oregon 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 Oregon 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 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$299Average$463FlexibilityNo cancel feeOn-time63%
DeltaCheapest$306Average$442FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$308Average$547FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$308Average$485FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$506Average$676FlexibilityNo cancel feeOn-time75%

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