$94 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 2/21. 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$329
Lexington
Lexington2 stops$304
Nashville
Nashville1 stop$235
Louisville
Louisville1 stop$329
Lexington
Lexington2 stops$304
Nashville
Nashville1 stop$235

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, Jan 27 - Tue, Feb 3
United Airlines Logo
9:40 am - 2:49 pm
PWM
-
TYS
5h 09m1 stop
United Airlines Logo
9:30 am - 2:31 pm
TYS
-
PWM
5h 01m1 stop
$233United Airlines
Wed, Jan 21 - Sat, Jan 24
Delta Logo
6:00 am - 11:12 am
PWM
-
TYS
5h 12m1 stop
Delta Logo
5:00 pm - 10:27 pm
TYS
-
PWM
5h 27m1 stop
$234Delta
Tue, Mar 31 - Fri, Apr 3
JetBlue Logo
6:00 am - 12:02 pm
PWM
-
BNA
7h 02m1 stop
JetBlue Logo
1:00 pm - 11:47 pm
BNA
-
PWM
9h 47m1 stop
$235JetBlue
Fri, Jan 30 - Tue, Feb 3
Multiple Airlines Logo
9:47 am - 11:26 pm
PWM
-
CVG
13h 39m1 stop
Multiple Airlines Logo
4:23 pm - 10:17 am
CVG
-
PWM
17h 54m1 stop
$237Multiple Airlines
Mon, Jan 12 - Fri, Jan 16
Delta Logo
6:16 am - 10:46 am
PWM
-
BNA
5h 30m1 stop
Delta Logo
4:38 pm - 11:22 pm
BNA
-
PWM
5h 44m1 stop
$237Delta
Sun, Feb 1 - Wed, Feb 4
American Airlines Logo
12:46 pm - 7:28 pm
PWM
-
BNA
7h 42m1 stop
American Airlines Logo
5:27 pm - 10:54 pm
BNA
-
PWM
4h 27m1 stop
$238American Airlines
Mon, Jan 12 - Fri, Jan 16
American Airlines Logo
12:40 pm - 7:55 pm
PWM
-
BNA
8h 15m2 stops
American Airlines Logo
3:40 pm - 11:43 pm
BNA
-
PWM
7h 03m1 stop
$242American Airlines
Fri, Jan 30 - Tue, Feb 3
Multiple Airlines Logo
11:29 am - 3:03 pm
PWM
-
CVG
27h 34m2 stops
Multiple Airlines Logo
4:23 pm - 10:17 am
CVG
-
PWM
17h 54m1 stop
$257Multiple Airlines
Tue, Jun 9 - Tue, Jun 16
Southwest Logo
3:45 pm - 9:15 pm
PWM
-
TYS
5h 30m1 stop
Southwest Logo
8:10 am - 12:25 pm
TYS
-
PWM
4h 15m1 stop
$279Southwest
Tue, Jun 9 - Tue, Jun 16
Southwest Logo
10:30 am - 8:20 pm
PWM
-
TYS
9h 50m2 stops
Southwest Logo
8:10 am - 12:25 pm
TYS
-
PWM
4h 15m1 stop
$284Southwest
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.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Kentucky, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Portland to Kentucky is June, when tickets cost $316 (return) on average. On the other hand, the most expensive months are August and July, when the average cost of round-trip tickets is $705 and $496 respectively.

Good to know

Low seasonJanuary
Cheapest flight$118
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Portland to Knoxville

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 8014 reviews
7.9Comfort
7.3Food
8.1Boarding
7.9Entertainment
8.5Crew
Airline reviews

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

4.0 OkayLaToya, Dec 2025
MCO - ATL
Read more Delta reviews

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

The gate attendants and the crew were terrible. Because of high winds, they needed to carry more fuel, so they had to get volunteers to take the next flight at 6 am the next day. They did a terrible job of it - our flight ended up taking off just under 3 hours of the scheduled time. I hope to never fly Delta again.

Did not realize internet screen was hidden between seats and no info printed!!!!

2 of the seats in row 31 the entertainment system was not working, and one seat the tray table did not go all the way down. Flight arrived early and departed on time which was great.

Very good flight crew and very nice people staff were incredible especially the gate agent

Waited at the usual crowded gate at DCA where one ends up standing up because there aren't enough seats.

The flight was delayed for about 2 hrs. Other than it, it was good.

Advertised fruit trays with cheese, but only snacks handed out!

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

Better service. No food options, but we did get drinks and a cookie.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

WiFi didn’t work the entire flight. Very disappointing. Minimal food and options - sadly the state of current affairs. All other aspects of the flight were fine.

Great flight - friendly and attentive team! Seats in coach were comfy, but a little cramped - but that is the case with all airlines ;)

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

The pilot greased the landing and the crew was fantastic.

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

Information on your arrival and departure airports