Oregon

$156+ Cheap flights from Kentucky to Oregon

SDF — PDX
Nov 29 — Dec 61
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1. Tell us where you want to go

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Cheap flight deals from Kentucky to Oregon

Cheapest flights from Kentucky to Oregon

Tue 11/246:00 am -
1 stop7h 41m
Tue 12/16:50 am -
1 stop7h 03m
Deal found 10/26$311
Thu 12/37:35 pm -
1 stop6h 50m
Tue 12/810:15 am -
2 stops9h 40m
Deal found 10/29$316
Mon 11/236:00 am -
1 stop8h 07m
Thu 11/2610:00 pm -
1 stop10h 15m
Deal found 10/30$329
Thu 11/196:00 am -
1 stop7h 41m
Thu 11/1912:35 am -
1 stop8h 25m
Deal found 10/28$331
Wed 11/255:57 pm -
1 stop7h 30m
Wed 12/25:00 am -
2 stops10h 17m
Deal found 10/27$336
Thu 11/266:00 am -
2 stops11h 37m
Thu 12/31:15 pm -
1 stop6h 10m
Deal found 10/28$340
Wed 11/257:00 am -
1 stop7h 57m
Wed 12/25:00 am -
1 stop6h 17m
Deal found 10/25$385
Wed 12/163:02 pm -
2 stops11h 34m
Fri 12/256:10 am -
2 stops12h 40m
Deal found 10/27$389
Thu 11/268:05 am -
2 stops12h 18m
Tue 12/17:40 pm -
2 stops11h 39m
Deal found 10/26$389
Sat 11/212:15 pm -
1 stop7h 57m
Fri 11/277:00 am -
1 stop8h 32m
Deal found 10/28$390
Sat 12/127:11 am -
1 stop9h 30m
Sun 12/2011:31 pm -
1 stop8h 33m
Deal found 10/26$391
Wed 12/306:10 am -
1 stop7h 32m
Mon 1/410:38 pm -
1 stop8h 05m
Deal found 10/28$399

Find flight deals from Kentucky to Oregon

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$311
(Delta)

One-way from

$156
(Delta)

Popular in

December

Cheapest in

February

Average price

$466
Provider with most accurate pricing for Louisville Intl-Portland flight deals.
Provider most trusted by Cheapflights users for Louisville Intl-Portland flights.
From Kentucky to Oregon
One-way flight from Kentucky to Oregon
Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in October 2026

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LouisvillePortland

SDF Louisville Intl - PDX Portland

SDFPDX

Louisville Intl

Thu 12/10

5:56 pm-10:07 pm

1 stop7h 11m

Portland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$156

LouisvillePortland

SDF Louisville Intl - PDX Portland

SDFPDX

Louisville Intl

Sat 12/12

6:35 am-10:48 am

1 stop7h 13m

Portland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$156

LouisvillePortland

SDF Louisville Intl - PDX Portland

SDFPDX

Louisville Intl

Wed 12/9

6:35 am-10:48 am

1 stop7h 13m

Portland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$156

LouisvilleEugene

SDF Louisville Intl - EUG Eugene

SDFEUG

Louisville Intl

Thu 12/17

6:00 pm-10:44 pm

1 stop7h 44m

Eugene

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$160

LouisvilleEugene

SDF Louisville Intl - EUG Eugene

SDFEUG

Louisville Intl

Sat 11/21

3:24 pm-9:29 pm

1 stop9h 05m

Eugene

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$188
Quickest round-trip

LouisvillePortland

SDF Louisville Intl - PDX Portland

SDFPDX

Louisville Intl

Tue 12/1

6:50 am-10:40 am

1 stop6h 50m

Portland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$209

LouisvillePortland

SDF Louisville Intl - PDX Portland

SDFPDX

Louisville Intl

Sat 12/12

9:55 am-9:15 pm

2 stops14h 20m

Portland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$221

LouisvillePortland

SDF Louisville Intl - PDX Portland

SDFPDX

Louisville Intl

Tue 12/15

9:00 am-6:23 pm

2 stops12h 23m

Portland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$221

LouisvilleEugene

SDF Louisville Intl - EUG Eugene

SDFEUG

Louisville Intl

Thu 12/17

7:41 am-5:03 pm

2 stops12h 22m

Eugene

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$225

LouisvilleEugene

SDF Louisville Intl - EUG Eugene

SDFEUG

Louisville Intl

Fri 12/18

3:20 pm-9:28 pm

1 stop9h 08m

Eugene

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 60 resultsSorted by cheapest first
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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

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, March is the cheapest month in which you can book a flight from Kentucky to Oregon (average of $427). Flying from Kentucky to Oregon in November is currently the most expensive (average of $967). 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 Kentucky to Oregon?

Airfare is below average for this route at the moment.
Kentucky to Oregon flights typically cost between $332 and $702 in November.
The cheapest round-trip price found within the last 5 days was $311 on Delta (Nov 24-Dec 1).

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

The price you pay for your flight from Kentucky to Oregon may vary depending on when you book. For the best chance of a lower fare, look to book 58 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Reviews of airlines servicing Oregon

See what other customers who have flown with Southwest,Delta, andUnited 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.

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.4

Food

7.0

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.4

Food

7.0

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.4

Food

7.0

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.4

Food

7.0

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.4

Food

7.0

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • How long is the flight from Kentucky to Oregon?

    A quick flight from Kentucky to Oregon can take about 7h 41m. Delta provides one of the quickest options available for as low as $311. The distance from Kentucky to Oregon is about 1944 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 United Airlines, with whom users have recently found tickets for as low as $150. However, be on the lookout for offers from Delta and Southwest, 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, March is the cheapest month in which you can book a flight from Kentucky to Oregon (average of $427). Flying from Kentucky to Oregon in November is currently the most expensive (average of $967). 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

Alternative routes for Kentucky to Oregon

Top 4 airlines flying from Kentucky to Oregon

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$245Average$496FlexibilityNo cancel feeOn-time69%
DeltaCheapest$271Average$463FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$339Average$466FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$362Average$910FlexibilityNo cancel feeOn-time71%

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