$91 Find Cheap Flights from Portland to Kentucky

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Kentucky departing on 3/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Kentucky

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Kentucky, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Kentucky, as well as popular online travel agencies
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Cheap Flights from Portland to Kentucky

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Louisville
Louisville1 stop$282
Lexington
Lexington1 stop$269
Nashville
Nashville1 stop$181
Louisville
Louisville1 stop$282
Lexington
Lexington1 stop$269
Nashville
Nashville1 stop$181

Book Cheap Portland to Kentucky Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Kentucky that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Kentucky

Tue, Mar 17 - Tue, Mar 24
Southwest Logo
5:30 am - 10:00 am
PWM
-
BNA
5h 30m1 stop
Southwest Logo
6:15 am - 11:55 am
BNA
-
PWM
4h 40m1 stop
$181Southwest
Wed, Mar 18 - Wed, Mar 25
Southwest Logo
5:30 am - 12:20 pm
PWM
-
BNA
7h 50m2 stops
Southwest Logo
6:15 am - 11:55 am
BNA
-
PWM
4h 40m1 stop
$186Southwest
Wed, Mar 18 - Wed, Mar 25
American Airlines Logo
6:00 am - 12:45 pm
PWM
-
BNA
7h 45m1 stop
American Airlines Logo
6:05 pm - 11:50 pm
BNA
-
PWM
4h 45m1 stop
$190American Airlines
Wed, Mar 18 - Wed, Mar 25
American Airlines Logo
6:00 am - 12:45 pm
PWM
-
BNA
7h 45m1 stop
American Airlines Logo
3:27 pm - 11:50 pm
BNA
-
PWM
7h 23m1 stop
$191American Airlines
Tue, Jan 27 - Wed, Jan 28
Delta Logo
5:30 am - 12:03 pm
PWM
-
BNA
7h 33m1 stop
Delta Logo
6:15 am - 12:03 pm
BNA
-
PWM
4h 48m1 stop
$197Delta
Mon, Jan 26 - Wed, Jan 28
Delta Logo
6:17 am - 10:46 am
PWM
-
BNA
5h 29m1 stop
Delta Logo
6:15 am - 12:03 pm
BNA
-
PWM
4h 48m1 stop
$207Delta
Thu, Feb 19 - Mon, Feb 23
United Airlines Logo
6:00 am - 4:57 pm
PWM
-
CVG
10h 57m2 stops
United Airlines Logo
6:51 pm - 11:20 pm
CVG
-
PWM
4h 29m1 stop
$294United Airlines
Fri, Jan 23 - Tue, Jan 27
Multiple Airlines Logo
11:29 am - 6:27 pm
PWM
-
CVG
30h 58m2 stops
Multiple Airlines Logo
4:23 pm - 10:22 am
CVG
-
PWM
17h 59m1 stop
$300Multiple Airlines
Fri, Jan 23 - Sun, Jan 25
Multiple Airlines Logo
9:47 am - 11:26 pm
PWM
-
CVG
13h 39m1 stop
Multiple Airlines Logo
1:43 pm - 4:26 pm
CVG
-
PWM
26h 43m1 stop
$319Multiple Airlines
Thu, Feb 12 - Wed, Feb 18
United Airlines Logo
6:00 am - 3:28 pm
PWM
-
CVG
9h 28m2 stops
United Airlines Logo
8:35 am - 3:14 pm
CVG
-
PWM
6h 39m1 stop
$338United Airlines
Booking Insights

KAYAK's insights & trends for Portland to Kentucky flights

Get data-powered insights and trends into flights from Portland to Kentucky to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly non-stop between Portland and Kentucky?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Portland to Kentucky.

There are 2 airlines that fly nonstop from Portland to Kentucky. They are American Airlines and Delta. The cheapest airline for this route is American Airlines, with the best round-trip deal found costing $248 and arriving in Lexington (LEX). On average, Delta offers the best prices for nonstop flights between Portland and Kentucky.

Which airlines provide the cheapest flights from Portland to Kentucky?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Portland to Kentucky were found on Southwest ($181) and American Airlines ($190).

Good to know

Low seasonJanuary
Cheapest flight$91
Best time to beat the crowds but there is an average 21% increase in price.
Flight from Portland to Nashville

FAQs - booking Kentucky flights

  • How does KAYAK find such low prices on flights from Portland to Kentucky?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to Kentucky.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to Kentucky?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Portland to Kentucky is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to Kentucky?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Portland to Kentucky with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to Kentucky?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Portland to Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Portland to Kentucky

 
See real verified KAYAK customer reviews for airlines flying from Portland to Kentucky. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Portland to Kentucky? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8035 reviews
8.1Boarding
8.5Crew
7.8Entertainment
7.2Food
7.9Comfort
Airline reviews

Air travel sucks. It continues to be awful for all airlines. No shame on delta alone.

4.0 OkayStephen, Jan 2026
LAS - JFK
Read more Delta reviews

Air travel sucks. It continues to be awful for all airlines. No shame on delta alone.

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

This flight was a first class choice and left much to be desired. Seat backs on seats were falling apart and torn. Seats actually didn't come to a "full & upright position". Pull out table was sprung. Not any significant leg room. All in all we were on an obviously older plane and felt overcharged for what we received as first class.

Lower WiFi prices; allow us to see our flight on a map; more variety of drink choices.

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

Seats were much more cramped then on the 737. Narrower and rows closer together. Flight was absolutely packed and the plugs under the seats didn't work. Was forced to check my bag even though previous flight had no issue with it.

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

The flight was on time and arrived early. The crew were friendly and helpful.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Everything about the flight was lovely. My only suggestion would be to offer a few more options of tv series from Apple TV or HBO.

Everything you need to know for your flight from Portland to Kentucky

Information on your arrival and departure airports