$53 Find Cheap Flights from Kentucky to Oregon

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Low seasonJanuary
High seasonJuly
Cheapest flight$53
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Cincinnati to Portland

FAQs for booking flights from Kentucky to Oregon

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

    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 Kentucky to Oregon.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Kentucky to Oregon 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 Kentucky to Oregon?

    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 Kentucky to Oregon 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 Kentucky to Oregon?

    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 Kentucky to Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Oregon?

    Based on KAYAK data, the cheapest day to fly to Oregon is Wednesday where round-trip tickets can be as cheap as $450. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $517 on average.

  • What is the cheapest time of day to fly to Oregon?

    The cheapest time of day to fly to Oregon is generally in the afternoon, when round-trip flights cost $447 on average. Morning departures are around 4% more expensive than evening flights, on average. The most expensive time of day to fly to Oregon is generally at night, which is peak travel time and where the average cost of a ticket is $496.

  • What is the cheapest month to fly from Kentucky to Oregon?

    The cheapest month for flights from Kentucky to Oregon is November, when tickets cost $308 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $560 and $536 respectively.

  • How far in advance should I book a flight from Kentucky to Oregon?

    To get a below average price on the flight from Kentucky to Oregon, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

  • How long is the flight to Oregon?

    An average nonstop flight from Kentucky to Oregon takes 9h 19m, covering a distance of 1922 miles. The shortest route is Cincinnati (CVG) to Portland (PDX) with an average flight time of 4h 41m.

  • What are the most popular destinations in Oregon?

    Based on KAYAK flight searches, the most popular destination is Portland (62% of total searches to Oregon). The next most popular destinations are Boise (18%) and Redmond (9%). Searches for flights to Eugene (5%) and to Medford (5%) are also popular.

Top 5 airlines serving from Kentucky to Oregon

Need help choosing which airline to fly with from Kentucky to Oregon? 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.
8.0
SouthwestOverall score based on 4294 reviews
8.0Comfort
7.1Food
8.2Boarding
8.6Crew
7.6Entertainment
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

A bit rush for transit. Food and entertainment are not available

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

leg space better than expected. two washrooms for one plane isn't enough.

The gate attendant let me walk right by her with a bag too big for the overhead compartment

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Took off on time and successfully avoided weather that looked to be a problem along the way

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

All was good expecting the seats need a bit of cushion. Besides that I can’t complain.

You get what you pay for, and the flights went smoothly. There’s no reclining chairs, no screens, And there isn’t always wifi, but the plane was clean and staff was friendly and the takeoff/landing were smooth.

The only positive is that the flight made it both ways. Getting charged for every little thing after the cost of the ticket itself is comical, considering how the plane and services are as bottom-tier as possible. The self check-in kiosks are useless. It’s nice to think that you can print your boarding pass, tag your checked bag, and then just drop it off. But no, they still make you go through the line once you finish- what’s the point of the self check-in then? Any questions for the staff seem like the biggest inconvenience and were met with condescending responses. This was my first and now last time ever flying with Spirit. After all the extra costs, subpar plane and staff, I see no value. I’d rather drive the 13 hours than give Spirit another dime.

The flight was fine however what started as a reasonable priced ticket could have become an overpriced ticket with additional charge for carry on as well as checked bag $79 per bag per person each way. Additional charge for choosing one’s seat, additional charge for beverage and snack, we were on what was described as a new plane yet there were no audio/visual on the jet. A bare bones service but not at a bare bones price. Will think twice before flying Spirit again. 😕

Flight was delayed a bit, but that was expected (and updated), so really not bad at all for the price. Could’ve used one less email asking me to upgrade my seat; otherwise no significant complaints

I love Spirit. New aircraft, great cabin service, the airfares are low cost which helps me visit my hospitalized daughter anytime I can without paying a fortune.

Flight was 2hours late they had no crew or the pilot.

I paid for streaming wifi and the connection was poor.

Book cheap flights from Kentucky to Oregon

Recent round-trip flight deals

5/26Mon
nonstopAllegiant Air
4h 41mCVG-PDX
6/2Mon
nonstopAllegiant Air
4h 07mPDX-CVG
$106
6/2Mon
nonstopAllegiant Air
4h 41mCVG-PDX
6/6Fri
nonstopAllegiant Air
4h 07mPDX-CVG
$112
5/29Thu
1 stopAmerican Airlines
8h 19mTYS-PDX
6/4Wed
1 stopAmerican Airlines
9h 05mPDX-TYS
$250
8/19Tue
1 stopAmerican Airlines
7h 27mTYS-PDX
8/26Tue
1 stopAmerican Airlines
9h 14mPDX-TYS
$251
8/21Thu
1 stopDelta
8h 40mBNA-PDX
8/22Fri
1 stopDelta
8h 20mPDX-BNA
$251
5/29Thu
2 stopsDelta
11h 56mLEX-PDX
5/31Sat
1 stopDelta
9h 03mPDX-LEX
$254
7/5Sat
nonstopSouthwest
4h 45mBNA-PDX
7/10Thu
1 stopSouthwest
8h 05mPDX-BNA
$272
7/9Wed
1 stopSouthwest
5h 30mBNA-BOI
7/16Wed
1 stopSouthwest
8h 55mBOI-BNA
$307
5/14Wed
1 stopUnited Airlines
8h 14mBNA-BOI
5/18Sun
1 stopUnited Airlines
8h 00mBOI-BNA
$309
5/14Wed
2 stopsUnited Airlines
9h 52mBNA-BOI
5/18Sun
1 stopUnited Airlines
5h 29mBOI-BNA
$334

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Recent one-way flight deals

5/26Mon
nonstopAllegiant Air
4h 41mCVG-PDX
$53
5/30Fri
nonstopAllegiant Air
4h 41mCVG-PDX
$56
5/28Wed
1 stopAmerican Airlines
8h 19mTYS-PDX
$125
7/5Sat
1 stopUnited Airlines
10h 47mBNA-PDX
$126
7/1Tue
2 stopsDelta
12h 52mTYS-PDX
$130
5/12Mon
2 stopsUnited Airlines
9h 42mBNA-PDX
$131
6/14Sat
nonstopSouthwest
4h 45mBNA-PDX
$147
6/12Thu
1 stopDelta
6h 22mBNA-PDX
$150
5/10Sat
1 stopAmerican Airlines
8h 42mBNA-PDX
$157
6/3Tue
1 stopSouthwest
6h 15mSDF-BOI
$172

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Last minute flights from Kentucky to Oregon

Last minute flight, train and bus deals

5/1Thu
multi-stopFrontier
9h 59mCVG-PDX
5/5Mon
multi-stopFrontier
12h 45mPDX-CVG
$238
5/5Mon
multi-stopFrontier
9h 59mCVG-PDX
5/9Fri
multi-stopFrontier
12h 47mPDX-CVG
$261
5/1Thu
multi-stopDelta
8h 53mTYS-PDX
5/6Tue
multi-stopDelta
7h 21mPDX-TYS
$470
5/1Thu
multi-stopDelta
8h 53mTYS-PDX
5/6Tue
multi-stopDelta
9h 24mPDX-TYS
$475
5/3Sat
multi-stopAmerican Airlines
10h 33mTYS-PDX
5/5Mon
multi-stopAmerican Airlines
8h 21mPDX-TYS
$539
5/3Sat
multi-stopAmerican Airlines
10h 40mTYS-PDX
5/5Mon
multi-stopAmerican Airlines
7h 46mPDX-TYS
$544
5/3Sat
multi-stopSouthwest
6h 20mBNA-PDX
5/5Mon
multi-stopSouthwest
9h 35mPDX-BNA
$596
5/5Mon
multi-stopUnited Airlines
7h 35mLEX-PDX
5/12Mon
multi-stopUnited Airlines
6h 34mPDX-LEX
$599
5/5Mon
multi-stopUnited Airlines
12h 35mCVG-PDX
5/9Fri
multi-stopUnited Airlines
7h 14mPDX-CVG
$629
5/2Fri
multi-stopSouthwest
7h 15mSDF-PDX
6/2Mon
multi-stopSouthwest
7h 45mPDX-SDF
$658

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Everything you need to know for your flight to Oregon

Cabin class types available on flights to Kentucky

Cabin classes available on flights to Kentucky. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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