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Kentucky

$72+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This Priceline deal was found by Cheapflights users on 10/29. 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 11/1312:52 pmPDX - CVG
1 stop9h 47mFrontier
Mon 11/176:05 amCVG - PDX
1 stop8h 51mFrontier
Deal found 10/29$150
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/103:26 pmPDX - CVG
1 stop7h 13mFrontier
Mon 11/176:05 amCVG - PDX
1 stop8h 51mFrontier
Deal found 10/28$176
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/143:26 pmPDX - CVG
1 stop7h 13mFrontier
Mon 11/176:05 amCVG - PDX
1 stop8h 51mFrontier
Deal found 10/28$182
This Southwest deal was found by Cheapflights users on 10/29. 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.
Thu 12/45:30 amPDX - BNA
2 stops8h 00mSouthwest
Sun 12/75:00 pmBNA - PDX
1 stop8h 35mSouthwest
Deal found 10/29$184
This Southwest deal was found by Cheapflights users on 10/30. 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.
Thu 12/45:30 amPDX - BNA
2 stops8h 00mSouthwest
Wed 12/103:20 pmBNA - PDX
2 stops9h 10mSouthwest
Deal found 10/30$189
This Delta deal was found by Cheapflights users on 10/29. 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.
Sat 11/2212:35 amPDX - BNA
1 stop6h 28mDelta
Tue 1/67:37 amBNA - PDX
1 stop10h 53mDelta
Deal found 10/29$197
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:52 pmPDX - CVG
1 stop9h 47mFrontier
Sun 11/166:05 amCVG - PDX
1 stop8h 51mFrontier
Deal found 10/28$202
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/111:26 pmPDX - CVG
1 stop29h 42mFrontier
Mon 11/1710:56 amCVG - PDX
2 stops28h 00mFrontier
Deal found 10/28$204
This Southwest deal was found by Cheapflights users on 10/29. 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 11/182:05 pmPDX - BNA
1 stop6h 40mSouthwest
Thu 11/207:20 amBNA - PDX
1 stop8h 10mSouthwest
Deal found 10/29$205
This Delta deal was found by Cheapflights users on 10/29. 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 11/1112:35 amPDX - BNA
1 stop6h 28mDelta
Wed 12/37:23 pmBNA - PDX
1 stop6h 41mDelta
Deal found 10/29$214
This Southwest deal was found by Cheapflights users on 10/30. 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.
Fri 11/147:00 pmPDX - BNA
1 stop8h 00mSouthwest
Sat 11/227:10 amBNA - PDX
1 stop9h 30mSouthwest
Deal found 10/30$219
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:52 pmPDX - CVG
1 stop9h 47mFrontier
Fri 11/146:05 amCVG - PDX
1 stop8h 51mFrontier
Deal found 10/28$222

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$150
(Priceline)

One-way from

$72
(Priceline)

Popular in

March

Cheapest in

September

Average price

$366
Provider with most accurate pricing for Portland-Louisville Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Louisville Intl flights.
Search Deals
From Oregon to Kentucky
Search Deals
One-way flight from Oregon to Kentucky
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($69 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 30, 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

Thu 12/4

5:30 am-3:30 pm

2 stops8h 00m

Nashville Intl

Fri 12/5

5:05 am-10:50 am

1 stop7h 45m

$184

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 1/8

11:30 am-10:50 pm

1 stop9h 20m

Nashville Intl

Mon 1/12

7:25 am-3:40 pm

2 stops10h 15m

$184

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 12/8

5:55 am-3:05 pm

2 stops7h 10m

Nashville Intl

Wed 12/10

2:20 pm-7:20 pm

1 stop7h 00m

$184

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 3/10

1:45 pm-10:20 pm

1 stop6h 35m

Nashville Intl

Wed 3/11

7:16 pm-11:54 pm

1 stop6h 38m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sat 11/22

12:35 am-9:03 am

1 stop6h 28m

Nashville Intl

Thu 11/27

12:25 pm-5:43 pm

1 stop7h 18m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 12/5

10:10 pm-8:20 am

1 stop8h 10m

Nashville Intl

Mon 12/8

7:23 pm-12:04 am

1 stop6h 41m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 11/16

5:30 am-2:18 pm

1 stop6h 48m

Nashville Intl

Sat 11/22

4:06 pm-8:47 pm

1 stop6h 41m

$228

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 3/10

10:34 am-4:51 pm

Nonstop4h 17m

Nashville Intl

Wed 3/11

5:51 pm-8:50 pm

Nonstop4h 59m

$237

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Thu 12/25

12:47 pm-2:08 am

1 stop10h 21m

Cincinnati Cinci./N. Kentucky

Thu 1/1

6:10 am-11:43 am

1 stop8h 33m

$239

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sat 11/22

3:20 pm-11:45 pm

1 stop6h 25m

Nashville Intl

Sat 1/3

7:35 pm-1:05 am

1 stop7h 30m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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 December is currently the most expensive (average of $349). 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 October 30, 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 20% 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.

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 October 30, 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
11,217 reviews

Comfort

7.8

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Food

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
11,217 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Food

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
4,243 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Food

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
7.9
Good
7,998 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Food

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
8,998 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Food

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
11,035 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Entertainment

7.0

Crew

8.5

Overall

8.0

Boarding

8.1

Food

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 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 6h 35m. Your travel time can differ by up to 3h 46m. 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?

    $72 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Delta and Southwest, with prices starting from $99 and $110, 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, 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 December is currently the most expensive (average of $349). 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$280Average$468FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$299Average$450FlexibilityNo cancel feeOn-time63%
DeltaCheapest$306Average$441FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$308Average$550FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$541Average$722FlexibilityNo cancel feeOn-time75%

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