Kentucky

$49+ 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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SDF
May 10 — May 171
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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 April 10, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 4/10. 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 6/42:38 pm
PDX
-
CVG
Nonstop4h 22m
Allegiant Air
Sun 6/712:05 pm
CVG
-
PDX
Nonstop4h 43m
Allegiant Air
Deal found 4/10$107
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 5/312:44 pm
PDX
-
CVG
Nonstop4h 23m
Allegiant Air
Sun 6/712:05 pm
CVG
-
PDX
Nonstop4h 43m
Allegiant Air
Deal found 4/8$132
This Cheapflightsfares deal was found by Cheapflights users on 4/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/242:44 pm
PDX
-
CVG
Nonstop4h 23m
Allegiant Air
Thu 5/2812:06 pm
CVG
-
PDX
Nonstop4h 48m
Allegiant Air
Deal found 4/7$148
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Thu 7/302:48 pm
PDX
-
CVG
Nonstop4h 32m
Allegiant Air
Thu 8/1312:20 pm
CVG
-
PDX
Nonstop4h 48m
Allegiant Air
Deal found 4/8$158
This Kiwi.com deal was found by Cheapflights users on 4/10. 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 6/42:38 pm
PDX
-
CVG
Nonstop4h 22m
Multiple Airlines
Sat 6/68:40 pm
CVG
-
PDX
1 stop16h 40m
Multiple Airlines
Deal found 4/10$162
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 5/282:44 pm
PDX
-
CVG
Nonstop4h 23m
Allegiant Air
Thu 6/412:05 pm
CVG
-
PDX
Nonstop4h 43m
Allegiant Air
Deal found 4/7$168
This CheapOair deal was found by Cheapflights users on 4/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1911:15 am
PDX
-
BNA
1 stop26h 40m
Frontier
Thu 4/233:24 pm
BNA
-
PDX
1 stop21h 39m
Frontier
Deal found 4/7$237
This Southwest deal was found by Cheapflights users on 4/7. 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.
Wed 5/611:55 pm
PDX
-
BNA
1 stop7h 35m
Southwest
Sat 5/166:35 am
BNA
-
PDX
1 stop7h 25m
Southwest
Deal found 4/7$238
This Southwest deal was found by Cheapflights users on 4/6. 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.
Sat 5/1612:40 pm
PDX
-
BNA
1 stop6h 05m
Southwest
Sat 5/2311:50 am
BNA
-
PDX
2 stops8h 55m
Southwest
Deal found 4/6$239
This Southwest deal was found by Cheapflights users on 4/6. 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.
Mon 4/278:50 pm
PDX
-
BNA
1 stop6h 15m
Southwest
Wed 4/2910:30 am
BNA
-
PDX
2 stops10h 00m
Southwest
Deal found 4/6$242
This Southwest deal was found by Cheapflights users on 4/7. 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 5/73:00 pm
PDX
-
BNA
1 stop6h 15m
Southwest
Thu 5/1412:55 pm
BNA
-
PDX
2 stops10h 45m
Southwest
Deal found 4/7$243
This Southwest deal was found by Cheapflights users on 4/10. 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 5/1011:55 pm
PDX
-
BNA
2 stops9h 35m
Southwest
Wed 5/138:15 am
BNA
-
PDX
2 stops14h 30m
Southwest
Deal found 4/10$244

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 April 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$107
(Kiwi.com)

One-way from

$49
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$506
Provider with most accurate pricing for Portland-Louisville Intl flight deals.
Provider most trusted by Cheapflights users for Portland-Louisville Intl flights.
From Portland to Kentucky
One-way flight from Portland to Kentucky
Highest demand for flights based on searches. 8% potential increase in price ($40 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 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 April 10, 2026.
Use the filters below to find and compare flights from Portland to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Sun 5/24

2:44 pm-10:07 pm

Nonstop4h 23m

Cincinnati Cinci./N. Kentucky

Thu 5/28

12:06 pm-1:54 pm

Nonstop4h 48m

$149

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 6/3

11:55 pm-8:40 am

1 stop6h 45m

Nashville Intl

Sun 6/7

5:15 am-2:20 pm

1 stop11h 05m

$238

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 6/18

3:15 pm-11:30 pm

1 stop6h 15m

Nashville Intl

Sun 6/21

5:00 am-12:15 pm

2 stops9h 15m

$243

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 5/7

3:00 pm-11:15 pm

1 stop6h 15m

Nashville Intl

Thu 5/14

12:55 pm-9:40 pm

2 stops10h 45m

$243

PortlandNashville

PDX - BNA

PDXBNA

Portland

Sun 5/31

11:55 pm-11:30 am

2 stops9h 35m

Nashville Intl

Wed 6/3

9:25 am-9:00 pm

2 stops13h 35m

$247

PortlandNashville

PDX - BNA

PDXBNA

Portland

Thu 4/16

1:10 pm-11:50 pm

1 stop8h 40m

Nashville Intl

Thu 4/23

7:00 pm-12:25 am

1 stop7h 25m

$255

PortlandNashville

PDX - BNA

PDXBNA

Portland

Wed 4/29

6:30 am-8:30 pm

2 stops12h 00m

Nashville Intl

Mon 5/4

2:15 pm-8:10 pm

2 stops7h 55m

$268

PortlandNashville

PDX - BNA

PDXBNA

Portland

Tue 6/2

11:40 am-6:03 pm

Nonstop4h 23m

Nashville Intl

Wed 6/3

5:43 pm-8:43 pm

Nonstop5h 00m

$307

PortlandNashville

PDX - BNA

PDXBNA

Portland

Mon 6/15

1:25 pm-12:32 am

1 stop9h 07m

Nashville Intl

Fri 6/19

2:05 pm-9:50 pm

1 stop9h 45m

$329

PortlandCincinnati

PDX - CVG

PDXCVG

Portland

Mon 5/4

11:55 pm-9:15 am

1 stop6h 20m

Cincinnati Cinci./N. Kentucky

Mon 5/11

6:09 pm-10:35 pm

1 stop7h 26m

$355

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/5

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $106). Flying from Portland to Kentucky in April is currently the most expensive (average of $398). 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 April 10, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Portland to Kentucky. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

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.

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

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.

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

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.

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

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.

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

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 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 6h 45m. Fly via Southwest, Delta, or American 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?

  • 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 $106). Flying from Portland to Kentucky in April is currently the most expensive (average of $398). 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.

Top 4 airlines flying from Portland to Kentucky

Discover the top 4 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 April 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$262Average$422FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$280Average$457FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$286Average$503FlexibilityNo cancel feeOn-time69%
DeltaCheapest$300Average$452FlexibilityNo cancel feeOn-timeN/A

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