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$51+ Cheap flights from Kentucky to Oregon

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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — PDX
Nov 12 — Nov 191
Wed 11/12
Wed 11/19
1 adult, Economy
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Find flight deals from Kentucky to Oregon

Cheapest flights from Kentucky to Oregon
Explore the most affordable flight options available from Kentucky to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 13, 2025.

This Mytrip deal was found by Cheapflights users on 10/10. 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.
Sat 11/83:47 pmCVG - PDX
1 stop23h 09mFrontier
Sat 11/1512:52 pmPDX - CVG
1 stop8h 07mFrontier
Deal found 10/10$128
This Flightnetwork deal was found by Cheapflights users on 10/10. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/307:17 pmTYS - PDX
1 stop19h 39mFrontier
Sat 11/812:52 pmPDX - TYS
1 stop26h 30mFrontier
Deal found 10/10$128
This Trip.com deal was found by Cheapflights users on 10/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/201:22 pmCVG - PDX
Nonstop4h 41mMultiple Airlines
Thu 10/2312:43 pmPDX - CVG
1 stop9h 56mMultiple Airlines
Deal found 10/10$155
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 10/201:22 pmCVG - PDX
Nonstop4h 41mMultiple Airlines
Mon 10/2711:45 amPDX - CVG
2 stops34h 03mMultiple Airlines
Deal found 10/10$164
This FlightHub deal was found by Cheapflights users on 10/12. 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 10/201:22 pmCVG - PDX
Nonstop4h 41mMultiple Airlines
Wed 10/2212:43 pmPDX - CVG
1 stop8h 16mMultiple Airlines
Deal found 10/12$179
This Booking.com deal was found by Cheapflights users on 10/13. 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.
Tue 10/286:05 amCVG - PDX
1 stop8h 51mFrontier
Sat 11/112:52 pmPDX - CVG
1 stop8h 07mFrontier
Deal found 10/13$181
This Southwest deal was found by Cheapflights users on 10/12. 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 10/295:40 amBNA - PDX
1 stop8h 15mSouthwest
Mon 11/35:00 amPDX - BNA
1 stop8h 55mSouthwest
Deal found 10/12$195
This Delta deal was found by Cheapflights users on 10/12. 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.
Wed 11/196:00 amBNA - PDX
1 stop7h 14mDelta
Sat 11/2212:35 amPDX - BNA
1 stop6h 28mDelta
Deal found 10/12$197
This Southwest deal was found by Cheapflights users on 10/12. 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 10/284:35 pmBNA - PDX
1 stop6h 40mSouthwest
Wed 11/55:55 amPDX - BNA
2 stops7h 10mSouthwest
Deal found 10/12$200
This Frontier deal was found by Cheapflights users on 10/11. 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 11/66:05 amCVG - PDX
1 stop8h 51mFrontier
Mon 11/103:26 pmPDX - CVG
1 stop7h 13mFrontier
Deal found 10/11$202
This Delta deal was found by Cheapflights users on 10/11. 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.
Wed 10/297:15 amBNA - PDX
1 stop7h 34mDelta
Tue 11/412:40 amPDX - BNA
1 stop6h 19mDelta
Deal found 10/11$204
This Booking.com deal was found by Cheapflights users on 10/11. 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 10/241:08 pmCVG - PDX
1 stop25h 40mFrontier
Tue 10/2812:52 pmPDX - CVG
1 stop8h 56mFrontier
Deal found 10/11$204

Cheap flight deals from Kentucky to Oregon

Keep the following information in mind while searching for Kentucky to Oregon flight deals. Data was last updated October 13, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$128
(Mytrip)

One-way from

$51
(Cheapflightsfares)

Popular in

June

Cheapest in

August

Average price

$438
Provider with most accurate pricing for Louisville Intl-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-Portland flights.
Search Deals
From Kentucky to Oregon
Search Deals
One-way flight from Kentucky to Oregon
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 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 Kentucky to Oregon 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 13, 2025.
Use the filters below to find and compare flights from Kentucky to Oregon that are best for you.

Fly from

Kentucky

Fly to

Oregon

Route

Depart

Return

Price

KnoxvillePortland

TYS - PDX

TYSPDX

Knoxville McGhee Tyson

Thu 10/30

7:17 pm-11:56 am

1 stop19h 39m

Portland

Sat 11/8

12:52 pm-6:22 pm

1 stop26h 30m

$129

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Wed 11/19

7:00 am-1:18 pm

1 stop8h 18m

Portland

Sun 11/23

11:15 pm-9:18 am

1 stop8h 03m

$197

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Fri 10/31

4:25 pm-9:15 pm

1 stop6h 50m

Portland

Sun 11/2

7:50 am-6:05 pm

2 stops8h 15m

$214

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Thu 11/6

5:15 am-10:16 am

1 stop7h 01m

Portland

Sun 11/9

1:45 pm-9:59 pm

1 stop6h 14m

$218

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Tue 10/28

7:15 am-12:49 pm

1 stop7h 34m

Portland

Sat 11/1

1:30 pm-11:58 pm

1 stop8h 28m

$225

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Thu 11/6

5:51 pm-8:50 pm

Nonstop4h 59m

Portland

Sun 11/9

10:30 am-4:51 pm

Nonstop4h 21m

$237

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Sun 11/23

6:00 am-11:14 am

1 stop7h 14m

Portland

Sun 11/30

12:35 am-9:03 am

1 stop6h 28m

$239

CincinnatiPortland

CVG - PDX

CVGPDX

Cincinnati Cinci./N. Kentucky

Wed 11/5

6:30 pm-9:06 am

1 stop17h 36m

Portland

Wed 11/12

1:38 pm-5:30 pm

1 stop24h 52m

$246

CincinnatiPortland

CVG - PDX

CVGPDX

Cincinnati Cinci./N. Kentucky

Wed 11/5

6:52 am-10:30 am

1 stop6h 38m

Portland

Wed 11/12

7:59 pm-10:18 am

2 stops11h 19m

$252

CincinnatiPortland

CVG - PDX

CVGPDX

Cincinnati Cinci./N. Kentucky

Fri 12/5

6:55 am-10:55 am

1 stop7h 00m

Portland

Sat 12/6

9:10 am-10:54 pm

2 stops10h 44m

$252

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

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

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

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

Currently, October is the cheapest month in which you can book a flight from Kentucky to Oregon (average of $164). Flying from Kentucky to Oregon in March is currently the most expensive (average of $335). 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 KY to OR?

Find hourly flight availability from Kentucky to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 13, 2025.

It’s optimal to fly from Kentucky to Oregon in the evening. By choosing this option you can save up to 24% on the cost of your flight, compared to a flight in the morning.

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

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

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

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. 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 Oregon. Reviews last updated October 13, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Kentucky to Oregon have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,235 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,973 reviews
Southwest
8.0
Very good
4,235 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,974 reviews
Southwest
8.0
Very good
4,235 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,045 reviews
Southwest
8.0
Very good
4,235 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Oregon. 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 Kentucky to Oregon?

    A quick flight from Kentucky to Oregon can take about 6h 50m. Frontier provides one of the quickest options available for as low as $214. The distance from Kentucky to Oregon is about 1967 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $90. However, be on the lookout for offers from American Airlines and Frontier, as they are both options that can get you from Kentucky to Oregon for a low price.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Kentucky to Oregon (average of $164). Flying from Kentucky to Oregon in March is currently the most expensive (average of $335). 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 Kentucky to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Kentucky to Oregon

Discover the top 4 airlines that operate flights from Kentucky to Oregon. 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 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$254Average$430FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$298Average$506FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$299Average$443FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$332Average$471FlexibilityNo cancel feeOn-time69%

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