$83 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 8/7. 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$335
Lexington
Lexington1 stop$314
Nashville
Nashville1 stop$244
Louisville
Louisville1 stop$335
Lexington
Lexington1 stop$314
Nashville
Nashville1 stop$244

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

Fri, Jul 10 - Mon, Jul 13
Breeze Airways Logo
7:00 am - 9:29 am
PWM
-
CVG
2h 29mnonstop
Breeze Airways Logo
8:22 pm - 10:38 pm
CVG
-
PWM
2h 16mnonstop
$173Breeze Airways
Fri, Jul 10 - Mon, Jul 13
Breeze Airways Logo
7:00 am - 9:29 am
PWM
-
CVG
2h 29mnonstop
Breeze Airways Logo
8:22 pm - 10:38 pm
CVG
-
PWM
2h 16mnonstop
$183Breeze Airways
Tue, Jul 7 - Wed, Jul 8
JetBlue Logo
6:00 am - 10:00 am
PWM
-
BNA
5h 00m
1 stop
JetBlue Logo
5:30 pm - 11:57 pm
BNA
-
PWM
5h 27m
1 stop
$244JetBlue
Thu, Jun 4 - Sun, Jun 7
Southwest Logo
3:10 pm - 6:55 pm
PWM
-
BNA
4h 45m
1 stop
Southwest Logo
5:15 am - 10:55 am
BNA
-
PWM
4h 40m
1 stop
$257Southwest
Thu, Jun 4 - Sat, Jun 6
Southwest Logo
5:20 pm - 11:55 pm
PWM
-
BNA
7h 35m
2 stops
Southwest Logo
4:45 pm - 11:40 pm
BNA
-
PWM
5h 55m
1 stop
$262Southwest
Tue, Mar 31 - Sun, Apr 5
American Airlines Logo
6:29 pm - 10:32 pm
PWM
-
BNA
5h 03m
1 stop
American Airlines Logo
5:05 am - 11:19 am
BNA
-
PWM
5h 14m
1 stop
$265American Airlines
Wed, Jul 8 - Wed, Jul 8
JetBlue Logo
6:00 am - 10:00 am
PWM
-
BNA
5h 00m
1 stop
JetBlue Logo
5:30 pm - 11:57 pm
BNA
-
PWM
5h 27m
1 stop
$269JetBlue
Sat, May 16 - Tue, May 19
American Airlines Logo
7:10 am - 2:05 pm
PWM
-
BNA
7h 55m
1 stop
American Airlines Logo
2:54 pm - 10:13 pm
BNA
-
PWM
6h 19m
1 stop
$273American Airlines
Wed, Apr 1 - Tue, Apr 14
Delta Logo
4:48 pm - 9:42 pm
PWM
-
LEX
4h 54m
1 stop
Delta Logo
2:19 pm - 11:24 pm
LEX
-
PWM
9h 05m
2 stops
$319Delta
Fri, Jul 31 - Mon, Aug 3
Delta Logo
6:50 pm - 11:46 pm
PWM
-
TYS
4h 56m
1 stop
Delta Logo
6:10 am - 1:21 pm
TYS
-
PWM
7h 11m
1 stop
$338Delta
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 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 ($282) and United Airlines ($282).

Good to know

Low seasonJanuary
Cheapest flight$83
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Portland to Cincinnati

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 8296 reviews
7.2Food
8.1Boarding
8.5Crew
7.9Comfort
7.8Entertainment
Airline reviews

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

10.0 ExcellentAnonymous, Mar 2026
ATL - DTW
Read more Delta reviews

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

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

Information on your arrival and departure airports