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Kentucky

$74+ 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Portland to Kentucky

Keep the following information in mind while searching for Portland to Kentucky flight deals. Data was last updated January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$182
(Kiwi.com)

One-way from

$74
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$448
Provider with most accurate pricing for Portland-Louisville Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Louisville Intl flights.
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From Portland to Kentucky
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One-way flight from Portland to Kentucky
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Highest demand for flights based on searches. 13% potential increase in price ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find 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 January 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/7. 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 pmPDX - CVG
Nonstop4h 23mAllegiant Air
Sun 5/2412:06 pmCVG - PDX
Nonstop4h 48mAllegiant Air
Deal found 1/7$167
This Kiwi.com deal was found by Cheapflights users on 1/8. 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 3/812:04 pmPDX - CVG
1 stop19h 44mFrontier
Sat 3/148:48 pmCVG - PDX
2 stops17h 21mFrontier
Deal found 1/8$182
This Kiwi.com deal was found by Cheapflights users on 1/8. 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 3/912:04 pmPDX - CVG
1 stop23h 20mFrontier
Sat 3/148:48 pmCVG - PDX
2 stops17h 21mFrontier
Deal found 1/8$185
This American Airlines deal was found by Cheapflights users on 1/7. 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.
Mon 1/2612:35 pmPDX - BNA
1 stop6h 46mAmerican Airlines
Fri 1/303:34 pmBNA - PDX
1 stop8h 37mAmerican Airlines
Deal found 1/7$188
This Southwest deal was found by Cheapflights users on 1/7. 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 3/107:00 pmPDX - BNA
1 stop8h 05mSouthwest
Fri 3/131:10 pmBNA - PDX
1 stop12h 15mSouthwest
Deal found 1/7$189
This SmartFares deal was found by Cheapflights users on 1/7. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/2210:30 amPDX - BNA
Nonstop4h 23mHawaiian Airlines
Tue 3/35:53 pmBNA - PDX
Nonstop5h 06mHawaiian Airlines
Deal found 1/7$190
This American Airlines deal was found by Cheapflights users on 1/7. 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.
Thu 2/1911:40 pmPDX - BNA
1 stop7h 29mAmerican Airlines
Mon 2/235:00 amBNA - PDX
1 stop7h 58mAmerican Airlines
Deal found 1/7$191
This Southwest deal was found by Cheapflights users on 1/7. 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 4/911:55 pmPDX - BNA
2 stops9h 35mSouthwest
Sun 4/125:45 amBNA - PDX
1 stop6h 30mSouthwest
Deal found 1/7$193
This Southwest deal was found by Cheapflights users on 1/8. 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 2/2110:45 amPDX - BNA
1 stop8h 05mSouthwest
Wed 2/255:40 amBNA - PDX
2 stops9h 55mSouthwest
Deal found 1/8$194
This Southwest deal was found by Cheapflights users on 1/6. 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 2/256:30 amPDX - BNA
2 stops8h 15mSouthwest
Sun 3/15:20 amBNA - PDX
1 stop7h 35mSouthwest
Deal found 1/6$195
This American Airlines deal was found by Cheapflights users on 1/6. 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.
Thu 1/2910:15 pmPDX - BNA
1 stop9h 05mAmerican Airlines
Sun 2/15:15 amBNA - PDX
1 stop8h 30mAmerican Airlines
Deal found 1/6$196
This Delta deal was found by Cheapflights users on 1/6. 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 1/301:02 pmPDX - BNA
1 stop8h 48mDelta
Tue 2/34:55 pmBNA - PDX
1 stop9h 00mDelta
Deal found 1/6$197

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 January 8, 2026.
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

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Mon 3/9

12:04 pm-2:24 pm

1 stop23h 20m

Cincinnati Cinci./N. Kentucky

Sat 3/14

8:48 pm-11:09 am

2 stops17h 21m

$185

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 3/26

3:05 pm-12:35 am

1 stop7h 30m

Nashville Intl

Sat 4/4

6:15 pm-1:40 am

1 stop9h 25m

$190

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 4/27

3:00 pm-11:15 pm

1 stop6h 15m

Nashville Intl

Fri 5/1

7:20 pm-12:55 am

1 stop7h 35m

$190

PortlandNashville

PDX - BNA

PDXBNA

Portland

Fri 1/30

1:02 pm-11:50 pm

1 stop8h 48m

Nashville Intl

Tue 2/3

4:55 pm-11:55 pm

1 stop9h 00m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 2/3

12:40 am-9:20 am

1 stop6h 40m

Nashville Intl

Mon 2/9

3:10 pm-10:20 pm

1 stop9h 10m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sat 1/31

1:39 pm-10:30 pm

1 stop6h 51m

Nashville Intl

Fri 2/6

3:10 pm-10:20 pm

1 stop9h 10m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 1/29

12:40 am-9:20 am

1 stop6h 40m

Nashville Intl

Mon 2/9

7:37 am-4:25 pm

1 stop10h 48m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 2/1

1:30 pm-12:13 am

1 stop8h 43m

Nashville Intl

Fri 2/6

3:10 pm-10:20 pm

1 stop9h 10m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 2/15

3:59 pm-12:06 am

1 stop6h 07m

Nashville Intl

Mon 3/2

7:35 am-3:11 pm

1 stop9h 36m

$197

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 2/5

1:02 pm-11:50 pm

1 stop8h 48m

Nashville Intl

Mon 2/9

3:10 pm-10:20 pm

1 stop9h 10m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

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 $390). 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.

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 January 8, 2026.
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
11,661 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Alaska Airlines
8.0
Very good
11,661 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Southwest
8.0
Very good
4,250 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Delta
7.9
Good
8,025 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
United Airlines
7.4
Good
9,139 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
American Airlines
7.2
Good
11,095 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.

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 30m. Fly via Frontier, Southwest, or Delta 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 cheapest airlines to fly from Portland to Kentucky one-way?

    The cheapest airlines for a one-way flight from Portland to Kentucky are American Airlines ($134), United Airlines ($153), and Delta ($179).

  • 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 $390). 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.

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Alternative routes for Portland to Kentucky

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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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$270Average$448FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$280Average$458FlexibilityNo cancel feeOn-time71%
DeltaCheapest$300Average$432FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$320Average$494FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$506Average$676FlexibilityNo cancel feeOn-time75%

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