$114 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 4/14. 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$319
Lexington
Lexington1 stop$279
Nashville
Nashville1 stop$227
Louisville
Louisville1 stop$319
Lexington
Lexington1 stop$279
Nashville
Nashville1 stop$227

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

Sun, Feb 1 - Wed, Feb 4
American Airlines Logo
7:00 am - 12:42 pm
PWM
-
BNA
6h 42m
1 stop
American Airlines Logo
6:00 pm - 11:43 pm
BNA
-
PWM
4h 43m
1 stop
$227American Airlines
Thu, Feb 5 - Mon, Feb 9
American Airlines Logo
6:00 am - 2:50 pm
PWM
-
BNA
9h 50m
2 stops
American Airlines Logo
5:27 pm - 10:54 pm
BNA
-
PWM
4h 27m
1 stop
$232American Airlines
Sun, Feb 1 - Tue, Feb 3
Delta Logo
6:00 am - 10:46 am
PWM
-
BNA
5h 46m
1 stop
Delta Logo
4:38 pm - 11:22 pm
BNA
-
PWM
5h 44m
1 stop
$237Delta
Thu, Feb 5 - Mon, Feb 9
American Airlines Logo
6:00 am - 2:50 pm
PWM
-
BNA
9h 50m
2 stops
American Airlines Logo
1:22 pm - 11:43 pm
BNA
-
PWM
9h 21m
2 stops
$238American Airlines
Sun, Feb 8 - Thu, Feb 12
Delta Logo
6:00 am - 10:46 am
PWM
-
BNA
5h 46m
1 stop
Delta Logo
7:00 am - 1:43 pm
BNA
-
PWM
5h 43m
1 stop
$258Delta
Wed, Apr 22 - Tue, Apr 28
Southwest Logo
3:55 pm - 8:50 pm
PWM
-
TYS
4h 55m
1 stop
Southwest Logo
8:15 am - 12:20 pm
TYS
-
PWM
4h 05m
1 stop
$279Southwest
Wed, Apr 22 - Wed, Apr 29
Southwest Logo
3:55 pm - 8:50 pm
PWM
-
TYS
4h 55m
1 stop
Southwest Logo
12:50 pm - 10:20 pm
TYS
-
PWM
9h 30m
2 stops
$284Southwest
Fri, Jan 30 - Tue, Feb 3
Multiple Airlines Logo
11:29 am - 3:03 pm
PWM
-
CVG
27h 34m
2 stops
Multiple Airlines Logo
9:07 am - 10:17 am
CVG
-
PWM
25h 10m
1 stop
$311Multiple Airlines
Sat, Feb 7 - Tue, Feb 10
United Airlines Logo
6:00 am - 5:04 pm
PWM
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LEX
11h 04m
2 stops
United Airlines Logo
8:35 am - 2:39 pm
LEX
-
PWM
6h 04m
1 stop
$344United Airlines
Tue, May 19 - Sun, May 24
United Airlines Logo
7:06 pm - 11:49 pm
PWM
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CVG
4h 43m
1 stop
United Airlines Logo
9:00 am - 1:52 pm
CVG
-
PWM
4h 52m
1 stop
$353United 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 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 American Airlines ($227) and Delta ($227).

Good to know

Low seasonJanuary
Cheapest flight$114
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 1% 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 8066 reviews
7.2Food
8.5Crew
7.8Entertainment
8.1Boarding
7.9Comfort
Airline reviews

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

4.0 OkayUros, Jan 2026
MEM - ATL
Read more Delta reviews

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

Inexperienced boarding crew allowed too many bags on to a full flight and delayed takeoff causing a missed connection and unplanned overnight stay. There was a hotel at the airport but Delta would not pay for it offering only to shuttle me to an area hotel. Never even offerred so much as an apology by anyone working for Delta.

Staff was great! Kind and cordial! Middle seat row 28 seat B has a hump in it. Trays were getting stuck when putting down and up. Good flight

Departure was delayed resulting in me missing my connection. Delta did not autimatically find me another flight.

The seats weren’t reclining even though it wasn’t as exit seat

It was good because we traveled without luggage, carry on only.

I usually get upgraded so my experience is usually amazing. I did not get upgraded this time - which was fine - but the wifi had issues, the monitors were going in & out, & (though not Delta's fault) one of the gentlemen next to me desperately needed a shower.

The seat cushions were very worn so they were extremely uncomfortable.

Delayed, no updates, had a rewards number but was not working

The seats from lax to DFW was so tight that I could not move my legs . No WiFi and had to pay . Not a good selection of entertainment

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

We were upgraded to First Class and it was a great flight

Amazing I love American. I’ll never fly anyone else if I can help it.

I love American. I’ll never fly anyone else if I can help it.

Flight delay and multiple gate changes including a change near boarding time to another terminal, which in DFW is a pain. Pre-boarding delay and also a further delay on the ground after boarding. About an hour and a half total delay.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Little warm on the plane and delayed for an hour

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

Information on your arrival and departure airports