$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 7/6. 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$330
Lexington
Lexington1 stop$329
Nashville
Nashville1 stop$277
Louisville
Louisville1 stop$330
Lexington
Lexington1 stop$329
Nashville
Nashville1 stop$277

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, Aug 14 - Fri, Aug 21
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
$168Breeze 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
$197Breeze Airways
Wed, Aug 12 - Fri, Aug 21
Multiple Airlines Logo
6:30 pm - 8:29 pm
PWM
-
CVG
25h 59m
1 stop
Multiple Airlines Logo
8:22 pm - 10:38 pm
CVG
-
PWM
2h 16mnonstop
$221Multiple Airlines
Fri, Aug 14 - Sun, Aug 23
Multiple Airlines Logo
7:00 am - 9:29 am
PWM
-
CVG
2h 29mnonstop
Multiple Airlines Logo
9:30 pm - 9:12 am
CVG
-
PWM
11h 42m
1 stop
$250Multiple Airlines
Tue, May 12 - Tue, May 19
American Airlines Logo
3:39 pm - 10:12 pm
PWM
-
BNA
7h 33m
1 stop
American Airlines Logo
1:40 pm - 10:13 pm
BNA
-
PWM
7h 33m
1 stop
$277American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
7:10 am - 12:50 pm
PWM
-
BNA
6h 40m
1 stop
American Airlines Logo
2:54 pm - 10:13 pm
BNA
-
PWM
6h 19m
1 stop
$281American Airlines
Fri, May 1 - Mon, May 4
United Airlines Logo
2:08 pm - 6:49 pm
PWM
-
BNA
5h 41m
1 stop
United Airlines Logo
2:46 pm - 9:20 pm
BNA
-
PWM
5h 34m
1 stop
$285United Airlines
Sat, Apr 25 - Sat, May 2
United Airlines Logo
3:22 pm - 11:24 pm
PWM
-
BNA
9h 02m
2 stops
United Airlines Logo
6:30 pm - 11:59 pm
BNA
-
PWM
4h 29m
1 stop
$290United Airlines
Wed, Apr 29 - Tue, May 5
Delta Logo
6:00 am - 11:50 am
PWM
-
TYS
5h 50m
1 stop
Delta Logo
6:00 am - 10:52 am
TYS
-
PWM
4h 52m
1 stop
$311Delta
Sat, Jun 6 - Tue, Jun 9
Delta Logo
8:05 am - 7:41 pm
PWM
-
LEX
11h 36m
2 stops
Delta Logo
3:54 pm - 11:29 pm
LEX
-
PWM
7h 35m
1 stop
$335Delta
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.

How much is a round-trip flight from Portland, Maine to Kentucky?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Portland, Maine to Kentucky departing in May.

Good to know

Low seasonJanuary
Cheapest flight$83
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 2% 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.

Top tips for finding cheap flights to Kentucky

  • Looking for a cheap flight? 25% of our users found tickets from Portland to the following destinations at these prices or less: Nashville $209 one-way - $439 round-trip

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 8399 reviews
7.9Comfort
7.2Food
8.1Boarding
8.5Crew
7.8Entertainment
Airline reviews

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

8.0 ExcellentPaul A, Apr 2026
ATL - MIA
Read more Delta reviews

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

The flight was smooth, the crew was great but the plane was quite old

Everything was great until I lost my water bottle and they can’t seem to locate it. I know I left it on the plane though.

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Cleared standby and gave up my seat. Terrible policy and boarding experience

Flight was delayed and they gave up my seat on my connection, even when I could still make the flight

The WiFi would not connect enough for me to do my actual work. It permaspooled, disconnected, said it was connected, then wouldn't open an email... it was frustrating. I am not a tall person, 5'4" - and I felt cramped with little room to reach into my bag under the seat in front of me. I feel sorry for anyone taller than me having to fly. the one positive thing I will add, is the overhead bins are roomy enough to manage more bags than other carriers.

Air condition was not working for long both after boarding and also after landing ; unbearably hot and suffocating

On time flight, good communication about boarding, lines didn't form unnecessarily for boarding before their group was announced (kept aisles clear), friendly flight attendants and service

Flight was extremely hot and they made us check our bags when the space was nowhere near full

Everything was excellent and I enjoyed myself. Thank for everything

THe flight was an hour late. You got us on the plan and we sat on the ground for 45 minutes with no information from the pilot whatsoever. Worst flight this year.

Boarding was quick and efficient. We arrived at our destination early.

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

Information on your arrival and departure airports