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Portland

$102+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — PDX
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
1 adult, Economy
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Cheap 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 July 28, 2026.

This Southwest deal was found by Cheapflights users on 7/25. 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 10/245:15 am
BNA
-
PDX
1 stop7h 15m
Southwest
Wed 10/2811:15 am
PDX
-
BNA
1 stop8h 45m
Southwest
Deal found 7/25$222
This Southwest deal was found by Cheapflights users on 7/27. 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.
Thu 8/203:25 pm
BNA
-
PDX
1 stop9h 40m
Southwest
Tue 8/251:25 pm
PDX
-
BNA
1 stop6h 20m
Southwest
Deal found 7/27$227
This Southwest deal was found by Cheapflights users on 7/26. 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.
Wed 8/266:35 am
BNA
-
PDX
2 stops10h 50m
Southwest
Wed 9/26:45 am
PDX
-
BNA
2 stops7h 20m
Southwest
Deal found 7/26$237
This Southwest deal was found by Cheapflights users on 7/25. 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 10/32:30 pm
BNA
-
PDX
2 stops9h 10m
Southwest
Sat 10/102:10 pm
PDX
-
BNA
1 stop12h 20m
Southwest
Deal found 7/25$238
This Southwest deal was found by Cheapflights users on 7/24. 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 8/87:50 am
BNA
-
PDX
1 stop8h 10m
Southwest
Mon 8/177:00 pm
PDX
-
BNA
1 stop8h 05m
Southwest
Deal found 7/24$239
This Expedia deal was found by Cheapflights users on 7/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:42 pm
BNA
-
PDX
1 stop22h 53m
Frontier
Sun 10/1112:34 pm
PDX
-
BNA
1 stop19h 08m
Frontier
Deal found 7/25$240
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 8/2712:55 pm
BNA
-
PDX
1 stop30h 16m
Frontier
Tue 9/15:56 pm
PDX
-
BNA
1 stop16h 14m
Frontier
Deal found 7/24$242
This Southwest deal was found by Cheapflights users on 7/26. 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 8/107:30 pm
BNA
-
PDX
1 stop6h 10m
Southwest
Fri 8/285:35 am
PDX
-
BNA
2 stops8h 45m
Southwest
Deal found 7/26$244
This CheapOair deal was found by Cheapflights users on 7/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/133:41 pm
BNA
-
PDX
1 stop27h 13m
Frontier
Sun 8/166:49 pm
PDX
-
BNA
1 stop17h 57m
Frontier
Deal found 7/27$250
This CheapOair deal was found by Cheapflights users on 7/25. 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.
Thu 9/101:49 pm
BNA
-
PDX
1 stop24h 05m
Frontier
Mon 9/1412:38 pm
PDX
-
BNA
1 stop23h 40m
Frontier
Deal found 7/25$251
This Expedia deal was found by Cheapflights users on 7/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:05 am
CVG
-
PDX
1 stop13h 30m
Frontier
Sat 10/1712:34 pm
PDX
-
CVG
1 stop8h 55m
Frontier
Deal found 7/27$260
This CheapOair deal was found by Cheapflights users on 7/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:30 pm
CVG
-
PDX
1 stop23h 41m
Frontier
Mon 8/316:17 pm
PDX
-
CVG
1 stop22h 58m
Frontier
Deal found 7/27$270

Find flight deals from Kentucky to Portland

Keep the following information in mind while searching for Kentucky to Portland flight deals. Data was last updated July 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$222
(Southwest)

One-way from

$102
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$527
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 ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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 July 28, 2026.
Use the filters below to find and compare flights from Kentucky to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Wed 8/26

5:20 pm-10:02 pm

1 stop6h 42m

Portland

Sun 8/30

12:35 am-8:58 am

1 stop6h 23m

$227

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Tue 8/11

6:20 am-12:24 pm

1 stop8h 04m

Portland

Fri 8/14

9:45 am-6:13 pm

1 stop6h 28m

$251

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Thu 8/20

7:39 pm-11:39 pm

1 stop6h 00m

Portland

Mon 8/24

1:25 pm-12:27 am

1 stop9h 02m

$253

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Thu 10/29

3:00 pm-11:25 pm

2 stops10h 25m

Portland

Mon 11/2

5:45 am-3:55 pm

2 stops8h 10m

$293

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Fri 8/7

3:10 pm-9:45 pm

2 stops8h 35m

Portland

Mon 8/17

7:35 pm-9:30 am

1 stop11h 55m

$294

CincinnatiPortland

CVG - PDX

CVGPDX

Cincinnati Cinci./N. Kentucky

Thu 8/20

5:25 am-9:29 am

1 stop7h 04m

Portland

Thu 8/27

10:35 am-8:43 pm

1 stop7h 08m

$311

CincinnatiPortland

CVG - PDX

CVGPDX

Cincinnati Cinci./N. Kentucky

Thu 11/5

4:53 pm-11:15 pm

1 stop9h 22m

Portland

Sat 11/7

7:00 am-4:57 pm

1 stop6h 57m

$311

CincinnatiPortland

CVG - PDX

CVGPDX

Cincinnati Cinci./N. Kentucky

Thu 10/1

7:00 am-12:52 pm

1 stop8h 52m

Portland

Tue 10/6

2:20 pm-12:16 am

1 stop6h 56m

$311

CincinnatiPortland

CVG - PDX

CVGPDX

Cincinnati Cinci./N. Kentucky

Tue 9/29

5:40 am-10:40 am

1 stop8h 00m

Portland

Tue 10/27

6:30 am-8:05 pm

2 stops10h 35m

$316

NashvillePortland

BNA - PDX

BNAPDX

Nashville Intl

Sat 8/8

11:45 am-4:40 pm

1 stop6h 55m

Portland

Mon 8/17

12:20 pm-10:55 pm

2 stops8h 35m

$320

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 60 resultsSorted by cheapest first
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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, February is the cheapest month in which you can book a flight from Kentucky to Portland (average of $329). Flying from Kentucky to Portland in June is currently the most expensive (average of $532). 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 Portland?

Airfare is below average for this route at the moment.
Kentucky to Portland flights typically cost between $354 and $568 in September.
The cheapest round-trip price found within the last 5 days was $333 on American Airlines (Sep 8-Sep 9).

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

The price you pay for your flight from Kentucky to Portland may vary depending on when you book. For the best chance of a lower fare, look to book 31 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 6h 42m. Delta provides one of the quickest options available for as low as $227. 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 United Airlines ($150), Delta ($160), and American Airlines ($164).

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

    The most popular flight routes from Kentucky to Portland are Nashville Intl - Portland, Cincinnati Cinci./N. Kentucky - 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, February is the cheapest month in which you can book a flight from Kentucky to Portland (average of $329). Flying from Kentucky to Portland in June is currently the most expensive (average of $532). 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
Beaverton
Seaside
Vancouver
Lincoln City
Longview
Lake Oswego
Hillsboro
Kelso
Clackamas
Troutdale
Cannon Beach
McMinnville
The Dalles
Wilsonville
Depoe Bay
Stevenson
Tillamook
Astoria
Gresham
Silverton

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Kentucky to Portland

See prices for flight routes from nearby airports that may be better suited for you.
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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 July 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$271Average$428FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$292Average$453FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$308Average$457FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$320Average$516FlexibilityNo cancel feeOn-time63%

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