Kentucky

$44+ 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
May 30 — Jun 61
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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 April 30, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 4/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/112:38 pm
PDX
-
CVG
Nonstop4h 22m
Allegiant Air
Sun 6/1412:05 pm
CVG
-
PDX
Nonstop4h 43m
Allegiant Air
Deal found 4/26$182
This Gotogate deal was found by Cheapflights users on 4/26. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/42:38 pm
PDX
-
CVG
Nonstop4h 22m
Multiple Airlines
Mon 6/88:36 pm
CVG
-
PDX
1 stop22h 59m
Multiple Airlines
Deal found 4/26$185
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Thu 5/212:44 pm
PDX
-
CVG
Nonstop4h 23m
Allegiant Air
Sun 5/2412:06 pm
CVG
-
PDX
Nonstop4h 48m
Allegiant Air
Deal found 4/28$187
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Thu 5/282:44 pm
PDX
-
CVG
Nonstop4h 23m
Allegiant Air
Sun 5/3112:06 pm
CVG
-
PDX
Nonstop4h 48m
Allegiant Air
Deal found 4/26$193
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Thu 7/302:48 pm
PDX
-
CVG
Nonstop4h 32m
Allegiant Air
Sun 8/212:20 pm
CVG
-
PDX
Nonstop4h 38m
Allegiant Air
Deal found 4/26$206
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/162:48 pm
PDX
-
CVG
Nonstop4h 32m
Allegiant Air
Sun 7/1912:20 pm
CVG
-
PDX
Nonstop4h 38m
Allegiant Air
Deal found 4/29$207
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Thu 6/112:38 pm
PDX
-
CVG
Nonstop4h 22m
Allegiant Air
Thu 6/2512:05 pm
CVG
-
PDX
Nonstop4h 43m
Allegiant Air
Deal found 4/28$212
This Southwest deal was found by Cheapflights users on 4/29. 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.
Fri 6/1912:15 pm
PDX
-
BNA
2 stops9h 10m
Southwest
Tue 6/235:45 pm
BNA
-
PDX
2 stops8h 20m
Southwest
Deal found 4/29$224
This Southwest deal was found by Cheapflights users on 4/29. 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.
Sat 5/3012:20 pm
PDX
-
BNA
1 stop14h 10m
Southwest
Fri 6/53:00 pm
BNA
-
PDX
2 stops9h 45m
Southwest
Deal found 4/29$225
This Mytrip deal was found by Cheapflights users on 4/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:44 pm
PDX
-
CVG
Nonstop4h 23m
Multiple Airlines
Sun 5/318:40 pm
CVG
-
PDX
1 stop16h 40m
Multiple Airlines
Deal found 4/26$225
This Southwest deal was found by Cheapflights users on 4/28. 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.
Sun 7/1911:30 pm
PDX
-
BNA
1 stop7h 10m
Southwest
Thu 7/237:20 pm
BNA
-
PDX
1 stop8h 00m
Southwest
Deal found 4/28$231
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1711:47 pm
PDX
-
BNA
1 stop6h 49m
American Airlines
Wed 5/273:01 pm
BNA
-
PDX
1 stop10h 58m
American Airlines
Deal found 4/29$234

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 April 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$182
(Cheapflightsfares)

One-way from

$44
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$516
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. 7% potential increase in price ($39 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 30, 2026.
Use the filters below to find and compare flights from Oregon to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 9/15

1:05 pm-10:00 pm

1 stop6h 55m

Nashville Intl

Sat 9/19

7:40 am-4:50 pm

2 stops11h 10m

$236

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 6/29

11:30 pm-10:10 am

1 stop8h 40m

Nashville Intl

Wed 7/1

4:50 pm-10:35 pm

1 stop7h 45m

$254

BoiseNashville

BOI - BNA

BOIBNA

Boise Air Term. Gowen Fld

Thu 5/28

3:23 pm-12:36 am

1 stop8h 13m

Nashville Intl

Tue 6/9

6:00 am-11:03 am

1 stop6h 03m

$293

EugeneNashville

EUG - BNA

EUGBNA

Eugene

Wed 8/19

12:25 pm-9:40 pm

1 stop7h 15m

Nashville Intl

Sat 8/22

6:00 am-3:28 pm

2 stops11h 28m

$298

BoiseNashville

BOI - BNA

BOIBNA

Boise Air Term. Gowen Fld

Tue 6/9

2:50 pm-10:29 pm

1 stop6h 39m

Nashville Intl

Mon 6/15

6:44 pm-11:47 pm

1 stop6h 03m

$301

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 8/20

12:20 pm-10:55 pm

2 stops8h 35m

Nashville Intl

Sun 8/23

10:45 am-6:05 pm

2 stops9h 20m

$309

BoiseNashville

BOI - BNA

BOIBNA

Boise Air Term. Gowen Fld

Mon 9/21

2:45 pm-12:02 am

1 stop8h 17m

Nashville Intl

Thu 9/24

3:00 pm-11:04 pm

1 stop9h 04m

$309

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 9/4

10:45 pm-11:05 am

2 stops10h 20m

Nashville Intl

Mon 9/7

10:00 am-4:35 pm

2 stops8h 35m

$309

BoiseNashville

BOI - BNA

BOIBNA

Boise Air Term. Gowen Fld

Thu 10/22

11:30 pm-8:36 am

1 stop8h 06m

Nashville Intl

Mon 10/26

3:00 pm-11:08 pm

1 stop9h 08m

$309

BoiseNashville

BOI - BNA

BOIBNA

Boise Air Term. Gowen Fld

Tue 6/9

4:05 pm-1:05 am

1 stop8h 00m

Nashville Intl

Thu 6/11

10:40 pm-11:25 am

1 stop13h 45m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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

How far ahead should I book a flight from Oregon to Kentucky?

To ensure you get the cheapest price possible for a flight from Oregon to Kentucky, you should look to book at least 13 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 $104). Flying from Oregon to Kentucky in February is currently the most expensive (average of $364). 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.

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 April 30, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines 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.

Comfort

8.0

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Comfort

8.0

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Comfort

8.0

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Comfort

8.0

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Comfort

8.0

Boarding

8.1

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 United Airlines can get you from Oregon to Kentucky in just under 6h 55m. Your travel time can differ by up to 1h 18m. 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?

    $127 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Southwest, with prices starting from $153 and $208, 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 $104). Flying from Oregon to Kentucky in February is currently the most expensive (average of $364). 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

Browse thousands of different options on Cheapflights for your next trip

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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 4 airlines flying from Oregon to Kentucky

Discover the top 4 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 April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$260Average$432FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$280Average$457FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$286Average$502FlexibilityNo cancel feeOn-time69%
DeltaCheapest$300Average$433FlexibilityNo cancel feeOn-timeN/A

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