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Kentucky

$90+ Cheap flights from Portland (PDX) 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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Portland to Kentucky

Cheapest flights from Portland to Kentucky
Explore the most affordable flight options available from Portland to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This Southwest deal was found by Cheapflights users on 12/28. 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.
Tue 12/304:05 pmPDX - BNA
1 stop6h 15mSouthwest
Sat 1/175:45 amBNA - PDX
1 stop7h 30mSouthwest
Deal found 12/28$419
This Delta deal was found by Cheapflights users on 12/27. 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.
Mon 12/2911:59 amPDX - BNA
1 stop9h 58mDelta
Mon 1/1212:14 pmBNA - PDX
1 stop9h 58mDelta
Deal found 12/27$450
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:00 amPDX - BNA
1 stop6h 06mUnited Airlines
Mon 1/121:32 pmBNA - PDX
2 stops11h 00mUnited Airlines
Deal found 12/26$455
This Delta deal was found by Cheapflights users on 12/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/291:45 pmPDX - BNA
1 stop6h 17mDelta
Mon 1/57:37 amBNA - PDX
1 stop10h 48mDelta
Deal found 12/26$469
This Southwest deal was found by Cheapflights users on 12/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:00 amPDX - BNA
2 stops9h 55mSouthwest
Mon 1/56:00 pmBNA - PDX
1 stop7h 35mSouthwest
Deal found 12/26$474
This American Airlines deal was found by Cheapflights users on 12/27. 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 12/2810:21 pmPDX - BNA
1 stop9h 03mAmerican Airlines
Sun 1/47:25 pmBNA - PDX
1 stop7h 29mAmerican Airlines
Deal found 12/27$490
This Priceline deal was found by Cheapflights users on 12/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2712:37 pmPDX - CVG
1 stop10h 31mFrontier
Sun 1/46:10 amCVG - PDX
1 stop8h 33mFrontier
Deal found 12/26$512
This Southwest deal was found by Cheapflights users on 12/27. 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 12/308:15 amPDX - BNA
1 stop6h 25mSouthwest
Tue 1/67:25 amBNA - PDX
1 stop12h 35mSouthwest
Deal found 12/27$515
This Southwest deal was found by Cheapflights users on 12/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:50 amPDX - BNA
2 stops10h 10mSouthwest
Mon 1/1210:10 amBNA - PDX
2 stops9h 50mSouthwest
Deal found 12/26$520
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:10 amPDX - LEX
1 stop6h 55mUnited Airlines
Sat 1/35:48 pmLEX - PDX
1 stop7h 52mUnited Airlines
Deal found 12/26$529
This Southwest deal was found by Cheapflights users on 12/27. 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 12/285:00 amPDX - BNA
2 stops9h 55mSouthwest
Sun 1/47:40 pmBNA - PDX
1 stop6h 45mSouthwest
Deal found 12/27$535
This Delta deal was found by Cheapflights users on 12/27. 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.
Mon 12/296:50 amPDX - LEX
2 stops12h 01mDelta
Mon 1/57:26 amLEX - PDX
2 stops11h 42mDelta
Deal found 12/27$539

Find flight deals from Portland to Kentucky

Keep the following information in mind while searching for Portland to Kentucky flight deals. Data was last updated December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$184
(American Airlines)

One-way from

$90
(American Airlines)

Popular in

March

Cheapest in

October

Average price

$697
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 Portland to Kentucky
Search Deals
One-way flight from Portland to Kentucky
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($66 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland 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 December 28, 2025.
Use the filters below to find and compare flights from Portland to Kentucky that are best for you.

Fly from

Portland

Fly to

Kentucky

Route

Depart

Return

Price

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 2/2

9:45 pm-8:19 am

1 stop8h 34m

Nashville Intl

Mon 2/9

3:10 pm-10:20 pm

1 stop9h 10m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 4/15

11:55 pm-9:30 am

1 stop7h 35m

Nashville Intl

Sun 4/19

6:55 pm-1:15 am

1 stop8h 20m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 2/5

1:39 pm-10:30 pm

1 stop6h 51m

Nashville Intl

Thu 2/12

7:35 am-4:10 pm

1 stop10h 35m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 3/11

1:45 pm-9:38 pm

1 stop5h 53m

Nashville Intl

Tue 3/17

10:46 am-5:39 pm

1 stop8h 53m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 2/5

1:02 pm-11:50 pm

1 stop8h 48m

Nashville Intl

Wed 2/11

7:37 am-4:25 pm

1 stop10h 48m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 3/9

6:15 am-5:25 pm

1 stop9h 10m

Nashville Intl

Thu 3/19

3:02 pm-10:23 pm

1 stop9h 21m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 2/6

1:30 pm-12:13 am

1 stop8h 43m

Nashville Intl

Mon 2/9

7:37 am-4:25 pm

1 stop10h 48m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 2/5

6:15 am-5:36 pm

1 stop9h 21m

Nashville Intl

Mon 2/9

7:37 am-4:25 pm

1 stop10h 48m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 2/2

1:02 pm-11:50 pm

1 stop8h 48m

Nashville Intl

Thu 2/12

3:11 pm-10:24 pm

1 stop9h 13m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 4/10

3:00 pm-11:15 pm

1 stop6h 15m

Nashville Intl

Mon 4/13

6:45 am-5:25 pm

1 stop12h 40m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

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

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

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

Currently, August is the cheapest month in which you can book a flight from Portland to Kentucky (average of $107). Flying from Portland to Kentucky in March is currently the most expensive (average of $467). 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 Portland 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 December 28, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and Delta from Portland to Kentucky. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,551 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Alaska Airlines
8.0
Very good
11,551 reviews
Alaska Airlines
8.0
Very good
11,551 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Southwest
8.0
Very good
4,256 reviews
Alaska Airlines
8.0
Very good
11,551 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Delta
7.9
Good
8,019 reviews
Alaska Airlines
8.0
Very good
11,551 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
United Airlines
7.4
Good
9,113 reviews
Alaska Airlines
8.0
Very good
11,551 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
American Airlines
7.2
Good
11,073 reviews
Alaska Airlines
8.0
Very good
11,551 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

Related info for your journey

Find useful and relevant information for your journey from Portland to Kentucky. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Portland to Kentucky?

    If you book a flight to Kentucky from Portland, you will be flying from Portland, which is the city’s only airport. Portland (PDX) is located 6.0 mi from the center of Portland.

  • How long is the flight from Portland to Kentucky?

    There are many flights that can get you from Portland to Kentucky in 7h 35m. Fly via Delta, Southwest, or Alaska Airlines to get the fastest option. The distance from Portland to Kentucky is about 1967 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Portland to Kentucky?

    The most popular flight routes from Portland to Kentucky are Portland - Nashville Intl, Portland - Cincinnati Cinci./N. Kentucky and Portland - Knoxville McGhee Tyson.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Portland to Kentucky (average of $107). Flying from Portland to Kentucky in March is currently the most expensive (average of $467). 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 Portland 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 Portland to Kentucky

Discover the top 5 airlines that operate flights from Portland 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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$270Average$446FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$280Average$460FlexibilityNo cancel feeOn-time71%
DeltaCheapest$304Average$426FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$320Average$493FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$506Average$676FlexibilityNo cancel feeOn-time75%

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