$131 Find Cheap Flights from Cleveland to Oregon - Compare and Save

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Cheap Flights from Cleveland to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Portland
6h 34m2 stops
from $249per person
Eugene
7h 12m2 stops
from $363per person
Boise
6h 51m2 stops
from $392per person
Redmond
7h 01m2 stops
from $454per person
Medford
7h 02m2 stops
from $459per person
Yakima
8h 58m3 stops
from $800per person
Booking Insights

KAYAK's insights & trends for Cleveland to Oregon flights

Get data-powered insights and trends into flights from Cleveland to Oregon to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Cleveland to Oregon?

Flight prices are below average for this route right now.

Flights to Oregon from Cleveland usually cost between $388 and $586 in October.
The lowest price found in the past 5 days was $249 on Southwest (Oct 20-Nov 10).

What is the cheapest month to fly from Cleveland to Oregon?

The cheapest month for flights from Cleveland to Oregon is February, when tickets cost $421 (return) on average. On the other hand, the most expensive months are March and July, when the average cost of round-trip tickets is $529 and $514 respectively.

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

To get a below average price on the flight from Cleveland to Oregon, you should book around 4 weeks before departure, which saves you about 33% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low season

February

Cheapest flight

$131
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Cleveland to Portland

FAQs - booking Oregon flights

  • How does KAYAK find such low prices on flights from Cleveland 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 Cleveland to Oregon.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Cleveland 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 Cleveland 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 Cleveland 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 Cleveland 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 Cleveland to Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Cleveland to Oregon

 
Need help choosing which airline to fly with from Cleveland 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 4190 reviews
8.0Comfort
7.5Entertainment
7.0Food
8.1Boarding
8.6Crew
Airline reviews

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

2.0 MediocreAngie, Jun 2026
Read more Southwest reviews

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

It was as expected and I was grateful for the wheel chair help and ease of use.

Everything was great except the food. The pretzels are really crappy.

Overall is was a pretty good flight. However we were 15 mins late taking off and no one told us anything. We were all in our seats just sitting there for 15mins and all the sudden the pilot stayed we are leaving now. I think they should have at least said something after our take off time passed. Everyone was wondering what was going on. I will say the pilot did increase the speed of the plane so we arrived in time. So we weren't late.

Being paid like a full service airline , I felt some features like no screen on seat, very poor entertainment content and no headphone provided. I like the checked bag benefit. Open seating concept is not nicely implemented as people were boarding out of order.

Tight seats. Be prepared to sit in the middle if you are in boarding group C.

This was a connecting flight for me and I had already traveled for 7 hours. First, the Pilot didn’t show up and then the gate changed twice, after which the flight was rescheduled for 2 hours later. This made me late and I had to make other transportation arrangements to get home to Astoria another 1 hour & 45 minutes away. This cost me $250 more than it should have. Will not fly southwest again.

2 hour delayed departure, then sat on the tarmac for 30 minutes waiting for a gate in SRQ

Long layover in Chicago. Wish that could have been lessened.

It was about as poor as it could be!!! Delayed not once but multiple times

Flight there was massively delayed but never updated on the app. Flight home was massively delayed but also never reported until after we arrived at the airport.

The inside of the airplane was to cold and there was condensation dripping down on me. We were late taking off from Portland to Medford and I was miserable.

We were in 1st class. Haven’t flown 1st class in over 35 years. This was special trip. 30yr anniversary and family travel. Food was good for airline food. Crew was very attentive.i expected easier movie access. Had to use own device. Second leg with Hawaiian airlines was exceptional in every way.

My experience was great with Alaska Airlines. They were very helpful when I was checking in. The flight crew was very helpful with our needs.

Not good, because they don’t serve me any drink with my meal. I asked but he said he forgot my drink again

they took my carryon at the gate for free. Everything went smoothly.

We're an hour late to leave airport due to not enough crew to load baggage onto the aircraft. Missed my connecting flight. The customer service was helpful, but the second plane was also late to depart and was very hot inside. Not a great experience, but the crew did the best they could.

On time from start to finish. Friendly staff as always!

Service was very nice, seats and aisles just so cramped

wifi too slow or would not connect and entertainment kept on freezing

The flight was over 2 hours late.. once we finally got boarded things were fine

Didn't like sitting on the waiting pad for 30 minutes right after departing the gate. If you're going to do that, just don't board so people can still get up and walk around in the terminal. My luggage was damaged by the baggage handlers.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this 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.

Good flight. Connector flight was delayed so made a short turnaround in Atlanta which was stressful. Otherwise, great crew, Staff in ATL was very informative about the delay and ensured people their connections were fine. Notified the ones that were not. Great communication.

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

The Pilot was one of the best I've had, very informative about turbulence and got us to our destination early

Friendly boarding crew. Better could have been a bit more substantial food for this 3 plus hour flight.

Flight was delayed 14 hours due to DC air show and weather. Missed connection to MUC.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

There was no WiFi available, there were mechanical problems with the plane and we landed at C 124, then the gate was switched to A 26, then all the way back to C126! For a 75 yo woman traveling alone, this was a difficult journey, indeed!

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Pilot Erika DeLong made us feel safe and at ease in a frankly scary time to be flying. Her warm smile and greeting and excellent command of the aircraft in foggy bumpy weather helped us all to calm our nerves and get us home safely.

The flight from Cleveland to Newark was great. The connecting flight wasn’t so good.

Flight was not comfortable and crew was rude and not wanted to help, i would never choose united if there is alternate options . not cooperative with baby

Seat comfort is still an issue. Seats way too hard or lacking lumbar support. Entertainment system has lots of nice features like “Don’t wake me for meals”. The Bluetooth headphone pairing works well if you know how to make your pods available for pairing. While this trip I didn’t find any of the many many movies that interesting, there is plenty in there for all tastes. Crew were excellent. Captain was good about telling us how limg seat belt sign would be on while going around a storm system. Wi-Fi was quite good for only $8 bucks for mileage plus members. Be sure to load a credit card into your United app to pay for food or drinks.

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

I did not like that people are purposely split ip who book at the same time because we didn’t buy seats. No other airline does that.

There was extremely long wait times to check in my bags and pass through TSA. I almost missed my flights on several occasions.

On both our outgoing flight and our return flight, Frontier split up our seats. We were two adults and two small children, one an infant. Both flights were only about half full with full rows of empty seats. Yet, the airline split us up. No, we did not spend the extra $40 per person each way to purchase seat assignments ahead of time. But should we have to do this? If so, then the advertised ticket price was $40 off. What makes this even more egregious is that the plane was not full. So, there was no reason for Frontier to split up our group other than to extract an extra $320. A stewardess even had the nerve to tell me “if you want your family to sit together, I recommend that you purchase seat assignments next time.” On a half empty flight? Ridiculous. We will not be flying Frontier again.

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

Flight delayed 3 times, resulting in late arrival, rental car place gave car away resulting in increased BS charges because I was late. Frontier blows.

More options for your flight from Cleveland to Oregon

Complete your trip to Oregon with a hotel stay or car rental