Kentucky

$104+ 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Jul 18 — Jul 251
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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 June 18, 2026.

This Southwest deal was found by Cheapflights users on 6/17. 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.
Tue 7/1411:30 pm
PDX
-
BNA
2 stops9h 45m
Southwest
Fri 8/146:05 pm
BNA
-
PDX
1 stop6h 40m
Southwest
Deal found 6/17$212
This Southwest deal was found by Cheapflights users on 6/17. 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.
Tue 7/2111:30 pm
PDX
-
BNA
2 stops9h 45m
Southwest
Fri 7/243:00 pm
BNA
-
PDX
2 stops9h 50m
Southwest
Deal found 6/17$217
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/31:45 pm
PDX
-
BNA
1 stop6h 44m
Delta
Wed 7/157:00 am
BNA
-
PDX
1 stop6h 41m
Delta
Deal found 6/15$219
This CheapOair deal was found by Cheapflights users on 6/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/92:48 pm
PDX
-
CVG
Nonstop4h 32m
Allegiant Air
Thu 7/1612:20 pm
CVG
-
PDX
Nonstop4h 38m
Allegiant Air
Deal found 6/13$219
This Southwest deal was found by Cheapflights users on 6/16. 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 7/811:30 pm
PDX
-
BNA
1 stop7h 10m
Southwest
Sun 7/1211:50 am
BNA
-
PDX
1 stop10h 15m
Southwest
Deal found 6/16$224
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Sun 7/192:48 pm
PDX
-
CVG
Nonstop4h 32m
Allegiant Air
Sun 7/2612:20 pm
CVG
-
PDX
Nonstop4h 38m
Allegiant Air
Deal found 6/15$224
This Southwest deal was found by Cheapflights users on 6/15. 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.
Wed 7/1511:30 pm
PDX
-
BNA
2 stops9h 50m
Southwest
Thu 7/233:00 pm
BNA
-
PDX
2 stops9h 50m
Southwest
Deal found 6/15$229
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Sun 7/192:48 pm
PDX
-
CVG
Nonstop4h 32m
Allegiant Air
Thu 7/2312:20 pm
CVG
-
PDX
Nonstop4h 38m
Allegiant Air
Deal found 6/15$229
This Delta deal was found by Cheapflights users on 6/17. 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.
Fri 7/312:33 am
PDX
-
BNA
1 stop6h 24m
Delta
Tue 7/75:00 pm
BNA
-
PDX
1 stop7h 00m
Delta
Deal found 6/17$231
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:15 am
PDX
-
BNA
1 stop9h 19m
Delta
Thu 8/206:43 pm
BNA
-
PDX
1 stop6h 37m
Delta
Deal found 6/15$233
This Southwest deal was found by Cheapflights users on 6/16. 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.
Thu 7/911:30 pm
PDX
-
BNA
2 stops9h 50m
Southwest
Sun 7/195:00 am
BNA
-
PDX
1 stop9h 25m
Southwest
Deal found 6/16$236
This Southwest deal was found by Cheapflights users on 6/17. 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.
Thu 9/247:00 pm
PDX
-
BNA
1 stop8h 05m
Southwest
Tue 9/2910:20 am
BNA
-
PDX
2 stops9h 25m
Southwest
Deal found 6/17$238

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 June 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$212
(Southwest)

One-way from

$104
(Southwest)

Popular in

December

Cheapest in

October

Average price

$492
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. 5% potential increase in price ($28 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in June 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 June 18, 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

Wed 7/8

11:30 pm-11:20 am

2 stops9h 50m

Nashville Intl

Sun 7/12

11:50 am-8:05 pm

1 stop10h 15m

$230

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 8/7

10:45 pm-11:05 am

2 stops10h 20m

Nashville Intl

Wed 8/12

4:45 pm-9:55 pm

1 stop7h 10m

$248

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 7/1

10:40 am-9:05 pm

1 stop8h 25m

Nashville Intl

Sat 7/18

3:25 pm-10:50 pm

1 stop9h 25m

$279

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 6/29

5:30 am-4:02 pm

1 stop8h 32m

Nashville Intl

Tue 7/7

7:00 am-11:41 am

1 stop6h 41m

$283

BoiseNashville

BOI - BNA

BOIBNA

Boise Air Term. Gowen Fld

Tue 10/6

8:45 am-6:23 pm

1 stop8h 38m

Nashville Intl

Tue 10/13

6:30 pm-11:55 pm

1 stop6h 25m

$303

EugeneNashville

EUG - BNA

EUGBNA

Eugene

Wed 9/16

6:40 am-4:05 pm

2 stops7h 25m

Nashville Intl

Tue 9/22

2:15 pm-10:30 pm

2 stops10h 15m

$303

EugeneNashville

EUG - BNA

EUGBNA

Eugene

Wed 11/11

5:45 am-1:45 pm

1 stop6h 00m

Nashville Intl

Mon 11/16

7:05 am-5:13 pm

2 stops12h 08m

$304

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 6/29

2:05 pm-12:10 am

1 stop8h 05m

Nashville Intl

Wed 7/1

8:05 am-1:55 pm

2 stops7h 50m

$304

EugeneNashville

EUG - BNA

EUGBNA

Eugene

Thu 9/17

6:10 am-10:18 pm

2 stops14h 08m

Nashville Intl

Tue 9/22

6:00 am-12:58 pm

2 stops8h 58m

$309

EugeneNashville

EUG - BNA

EUGBNA

Eugene

Tue 8/4

2:50 pm-4:35 am

2 stops11h 45m

Nashville Intl

Thu 8/6

6:00 am-11:40 am

1 stop7h 40m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 60 resultsSorted by cheapest first
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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, September is the cheapest month in which you can book a flight from Oregon to Kentucky (average of $158). Flying from Oregon to Kentucky in April is currently the most expensive (average of $368). 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?

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 9 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.

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 June 18, 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.

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

7.9

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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 38m. Your travel time can differ by up to 3h 12m. Airlines will cover a distance of 1969 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 Delta, with prices starting from $178 and $189, 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, September is the cheapest month in which you can book a flight from Oregon to Kentucky (average of $158). Flying from Oregon to Kentucky in April is currently the most expensive (average of $368). 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 June 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$260Average$463FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$280Average$467FlexibilityNo cancel feeOn-time71%
DeltaCheapest$312Average$458FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$312Average$486FlexibilityNo cancel feeOn-time69%

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