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$65+ Cheap flights from Kentucky to Portland (PDX)

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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — PDX
nov. 27 — dic. 41
jue. 11/27
jue. 12/4
1 adult, Economy
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Find flight deals from Kentucky to Portland

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

This Mytrip deal was found by Cheapflights users on 10/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/141:27 pmCVG - PDX
1 stop25h 29mFrontier
lun. 11/173:26 pmPDX - CVG
1 stop7h 13mFrontier
Deal found 10/26$190
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/114:13 pmBNA - PDX
1 stop8h 27mAmerican Airlines
dom. 12/1411:40 amPDX - BNA
1 stop7h 48mAmerican Airlines
Deal found 10/28$194
This Priceline deal was found by Cheapflights users on 10/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/106:05 amCVG - PDX
1 stop8h 51mFrontier
jue. 11/1312:52 pmPDX - CVG
1 stop9h 47mFrontier
Deal found 10/27$196
This Delta deal was found by Cheapflights users on 10/27. 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.
mié. 12/37:00 amBNA - PDX
1 stop8h 14mDelta
lun. 12/86:29 amPDX - BNA
1 stop9h 48mDelta
Deal found 10/27$197
This Priceline deal was found by Cheapflights users on 10/26. 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.
lun. 11/106:05 amCVG - PDX
1 stop8h 51mFrontier
vie. 11/143:26 pmPDX - CVG
1 stop7h 13mFrontier
Deal found 10/26$202
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/71:27 pmCVG - PDX
1 stop25h 29mFrontier
lun. 11/103:26 pmPDX - CVG
1 stop7h 13mFrontier
Deal found 10/27$203
This Southwest deal was found by Cheapflights users on 10/28. 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.
mar. 11/115:35 amBNA - PDX
1 stop7h 50mSouthwest
mar. 11/255:00 amPDX - BNA
1 stop6h 15mSouthwest
Deal found 10/28$205
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/46:10 amCVG - PDX
1 stop8h 46mFrontier
dom. 12/712:51 pmPDX - CVG
2 stops19h 01mFrontier
Deal found 10/26$208
This Southwest deal was found by Cheapflights users on 10/27. 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.
lun. 11/105:00 pmBNA - PDX
1 stop8h 35mSouthwest
mié. 11/125:30 amPDX - BNA
1 stop8h 55mSouthwest
Deal found 10/27$211
This Delta deal was found by Cheapflights users on 10/27. 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.
mié. 11/121:52 pmBNA - PDX
1 stop10h 13mDelta
sáb. 11/2212:35 amPDX - BNA
1 stop6h 28mDelta
Deal found 10/27$214
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/166:05 amCVG - PDX
1 stop8h 51mFrontier
sáb. 11/222:30 pmPDX - CVG
1 stop7h 09mFrontier
Deal found 10/27$218
This Booking.com deal was found by Cheapflights users on 10/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/139:30 pmCVG - PDX
1 stop24h 01mFrontier
dom. 11/163:26 pmPDX - CVG
1 stop25h 54mFrontier
Deal found 10/26$224

Cheap flight deals from Kentucky to Portland

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

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$190
(Mytrip)

One-way from

$65
(Priceline)

Popular in

June

Cheapest in

August

Average price

$438
Provider with most accurate pricing for Louisville Intl-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-Portland flights.
Search Deals
From Kentucky to Portland
Search Deals
One-way flight from Kentucky to Portland
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

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

Fly from

Kentucky

Fly to

Portland

Route

Depart

Return

Price

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

mié. 11/19

1:52 pm-10:05 pm

1 stop10h 13m

Portland

dom. 11/23

6:10 am-3:37 pm

1 stop7h 27m

$197

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

mié. 12/3

7:00 am-1:14 pm

1 stop8h 14m

Portland

mié. 12/10

6:15 am-5:26 pm

1 stop9h 11m

$197

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

vie. 12/5

6:00 am-12:54 pm

1 stop8h 54m

Portland

dom. 12/7

2:23 pm-12:17 am

1 stop7h 54m

$197

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

mié. 2/18

5:51 pm-8:50 pm

Nonstop4h 59m

Portland

mar. 3/3

10:34 am-4:51 pm

Nonstop4h 17m

$237

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

mar. 12/2

5:05 am-10:50 am

1 stop7h 45m

Portland

vie. 12/5

2:35 pm-10:10 pm

1 stop5h 35m

$238

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

mié. 11/26

7:50 pm-12:25 am

1 stop6h 35m

Portland

mar. 12/2

5:55 am-3:05 pm

2 stops7h 10m

$243

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

jue. 2/12

6:45 am-2:30 pm

1 stop9h 45m

Portland

lun. 2/16

5:25 am-3:00 pm

2 stops7h 35m

$243

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

lun. 11/10

6:00 am-12:48 pm

1 stop8h 48m

Portland

mié. 11/12

2:23 pm-12:17 am

1 stop7h 54m

$244

CincinnatiPortland

CVG - PDX

CVGPDX

Cincinnati Cinci./N. Kentucky

sáb. 12/6

6:55 am-1:14 pm

1 stop9h 19m

Portland

sáb. 12/13

9:10 am-6:43 pm

1 stop6h 33m

$245

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

mar. 3/3

5:51 pm-8:50 pm

Nonstop4h 59m

Portland

mié. 3/4

2:45 pm-11:54 pm

1 stop7h 09m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

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

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

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

Currently, October is the cheapest month in which you can book a flight from Kentucky to Portland (average of $164). Flying from Kentucky to Portland in December is currently the most expensive (average of $365). 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.

What is the cheapest time of day to fly from KY to PDX?

Find hourly flight availability from Kentucky to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 28, 2025.

One of the essential ways to save on airfare from Kentucky to Portland is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 10% on airfare.

What is the cheapest day to fly from Kentucky to Portland?

Use this chart to determine the cheapest time to fly round-trip from Kentucky to Portland. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Kentucky to Portland flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Portland. 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 into for flights to Portland from Kentucky?

    Most people fly into Portland (PDX) if they book a flight to Portland from Kentucky. Portland is conveniently located just 6.0 mi from Portland’s city center.

  • How long is the flight from Kentucky to Portland?

    A quick flight from Kentucky to Portland can take about 4h 59m. Delta provides one of the quickest options available for as low as $237. The distance between Kentucky and Portland is about 1967 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Kentucky to Portland one-way?

    The cheapest airlines for a one-way flight from Kentucky to Portland are Southwest ($90), Alaska Airlines ($130), and United Airlines ($131).

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

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

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Kentucky to Portland (average of $164). Flying from Kentucky to Portland in December is currently the most expensive (average of $365). 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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Clackamas
Lincoln City
Lake Oswego
Beaverton
McMinnville
Hillsboro
Cannon Beach
Long Beach
Longview
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Pacific City
Gresham
Tillamook
Troutdale

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Top 4 airlines flying from Kentucky to Portland

Discover the top 4 airlines that operate flights from Kentucky to Portland. 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 octubre 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$254Average$440FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$298Average$516FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$299Average$442FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$338Average$494FlexibilityNo cancel feeOn-time69%

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