$122 Find Cheap Flights from Kailua-Kona to Oregon

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kailua-Kona to Oregon departing on 1/29. 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

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Kailua-Kona to Oregon.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Kailua-Kona to Oregon.
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Cheap Flights from Kailua-Kona to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portland1 stop$216
Eugene
Eugene1 stop$334
Redmond
Redmond2 stops$417
Medford
Medford1 stop$367
Boise
Boise2 stops$316
Portland
Portland1 stop$216
Eugene
Eugene1 stop$334
Redmond
Redmond2 stops$417
Medford
Medford1 stop$367
Boise
Boise2 stops$316

Book Cheap Kailua-Kona to Oregon Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kailua-Kona to Oregon 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 Kailua-Kona to Oregon

Thu, Feb 26 - Tue, Mar 3
United Airlines Logo
12:15 pm - 10:59 pm
KOA
-
PDX
8h 44m1 stop
United Airlines Logo
1:40 pm - 8:51 pm
PDX
-
KOA
9h 11m1 stop
$216United Airlines
Thu, Feb 26 - Tue, Mar 3
Southwest Logo
8:05 am - 10:30 pm
KOA
-
PDX
12h 25m2 stops
Southwest Logo
5:05 am - 1:45 pm
PDX
-
KOA
10h 40m1 stop
$243Southwest
Thu, Jan 29 - Tue, Feb 3
Delta Logo
8:45 pm - 8:33 am
KOA
-
PDX
9h 48m1 stop
Delta Logo
6:25 am - 6:30 pm
PDX
-
KOA
14h 05m1 stop
$256Delta
Thu, Jan 29 - Mon, Feb 2
Delta Logo
7:55 pm - 9:09 am
KOA
-
PDX
11h 14m1 stop
Delta Logo
7:10 am - 6:30 pm
PDX
-
KOA
13h 20m2 stops
$262Delta
Tue, Jan 27 - Tue, Feb 3
Multiple Airlines Logo
8:36 am - 11:41 am
KOA
-
BOI
24h 05m2 stops
Multiple Airlines Logo
7:00 am - 10:32 am
BOI
-
KOA
30h 32m1 stop
$316Multiple Airlines
Tue, Jan 27 - Tue, Feb 3
Multiple Airlines Logo
2:51 pm - 11:42 pm
KOA
-
BOI
29h 51m1 stop
Multiple Airlines Logo
7:00 am - 10:32 am
BOI
-
KOA
30h 32m1 stop
$359Multiple Airlines
Tue, Feb 3 - Wed, Feb 4
Alaska Airlines Logo
2:51 pm - 1:45 pm
KOA
-
BOI
19h 54m1 stop
Alaska Airlines Logo
7:55 pm - 3:27 pm
BOI
-
KOA
22h 32m1 stop
$360Alaska Airlines
Tue, Feb 3 - Wed, Feb 4
Alaska Airlines Logo
2:51 pm - 12:45 pm
KOA
-
MFR
19h 54m1 stop
Alaska Airlines Logo
4:47 pm - 12:31 pm
MFR
-
KOA
21h 44m1 stop
$367Alaska Airlines
Tue, Jan 20 - Sat, Jan 24
American Airlines Logo
9:44 pm - 1:07 pm
KOA
-
MFR
13h 23m2 stops
American Airlines Logo
5:32 am - 3:47 pm
MFR
-
KOA
12h 15m1 stop
$583American Airlines
Tue, Jan 20 - Sat, Jan 24
American Airlines Logo
9:20 pm - 7:38 pm
KOA
-
MFR
20h 18m1 stop
American Airlines Logo
5:32 am - 3:47 pm
MFR
-
KOA
12h 15m1 stop
$633American Airlines
Booking Insights

KAYAK's insights & trends for Kailua-Kona to Oregon flights

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

What is the cheapest Kailua-Kona to Oregon flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Oregon from Kailua-Kona found in the last 72 hours was to Portland, at $489 round-trip. The most popular route is from Kailua-Kona (KOA) to Portland (PDX), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $489.

What is the cheapest month to fly from Kailua-Kona to Oregon?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Kailua-Kona to Oregon, 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 Kailua-Kona to Oregon is January, when tickets cost $277 (return) on average. On the other hand, the most expensive months are June and May, when the average cost of round-trip tickets is $722 and $622 respectively.

What’s the cheapest day of the week to fly from Kailua-Kona to Oregon?

The average price of all round-trip flights from Kailua-Kona to Oregon clicked on KAYAK for each day over the last 12 months.

For Kailua-Kona to Oregon, Monday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Oregon back to Kailua-Kona, the best deals are generally found on Tuesday, with Saturday being the most expensive.

How far in advance should I book a flight from Kailua-Kona to Oregon?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Kailua-Kona to Oregon, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Kailua-Kona to Oregon, you should book around 2 weeks before departure, which saves you about 17% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$128
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Kailua-Kona to Portland

FAQs - booking Oregon flights

  • How does KAYAK find such low prices on flights from Kailua-Kona 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 Kailua-Kona to Oregon.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Kailua-Kona 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 Kailua-Kona 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 Kailua-Kona 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 Kailua-Kona 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 Kailua-Kona 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 time of day to fly to Oregon?

    The cheapest time of day to fly to Oregon is generally in the evening, when round-trip flights cost $562 on average. Morning departures are around 1% more expensive than evening flights, on average. The most expensive time of day to fly to Oregon is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $578.

Top tips for finding cheap flights to Oregon

  • Looking for a cheap flight? 25% of our users found tickets from Kailua-Kona to the following destinations at these prices or less: Portland $325 one-way - $504 round-trip

Reviews of the top 5 airlines serving from Kailua-Kona to Oregon

 
See real verified KAYAK customer reviews for airlines flying from Kailua-Kona to Oregon. 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 Kailua-Kona 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
Alaska AirlinesOverall score based on 11656 reviews
7.0Entertainment
8.1Boarding
8.5Crew
7.8Comfort
7.1Food
Airline reviews

Alaska is a great airline. Unfortunately, our flight was canceled in a really late hour and it caused a lot of hardship in my travel process.

2.0 MediocreAnonymous, Jan 2026
LAX - PDX
Read more Alaska Airlines reviews

Alaska is a great airline. Unfortunately, our flight was canceled in a really late hour and it caused a lot of hardship in my travel process.

More comfortable than the flight to Los Angeles. But food was mediocre again. Attendants kind and courteous.

The flight attendants were nice, but the cabin and seats were uncomfortable.

Alaska Airlines has the best service of airlines I have flown the last couple years. I always choose them first.

The snack pretzels have garlic. just use normal pretzels. Tomatoijuice instead of only bloody mary mix

I haven’t flown in over 20 years and had my grandkids, so I had lots of questions. They were very polite and helpful . Thank you.

I know there were a lot of delayed flights, mine from Portland to Eugene was delayed by 3 hours, but not from one employee was there a" we are so sorry about the delay or is there anything we could get you, I thought it was very un-professional and rude.

Boarding passes could not be received online, even after online check-in. While they appeared on the Alaska.com app, they did not transfer to inbox or messages and were not available at all on the Alaska.com app following the check-in process. There was no choice other than to get boarding passes at the airport counter.

Alaska Airlines has horrible customer service. After sitting in a packed airplane for over an hour, they decided to cancel our flight and had us deplane. Instead of helping us nearby, we had to ride two trains (in Seattle Airport), from the S-Gates to the C-Gates; only to stand in a line for 3 and a half hours. Throughout the 3 hours, there was often 1 agent at the customer service counter to help the passengers trying to get information and accommodation on a flight that they cancelled. Do better!

The delays were awful and the constant gate changes were annoying and the forceful bag checking was rude.

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

This flight was a first class choice and left much to be desired. Seat backs on seats were falling apart and torn. Seats actually didn't come to a "full & upright position". Pull out table was sprung. Not any significant leg room. All in all we were on an obviously older plane and felt overcharged for what we received as first class.

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

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.

I liked the Starlink WiFi but didn't like how they said they were the only airline to offer a free meal and it turns out to be just a standalone sandwich and then charge for snacks to go with it. Rather have the free snacks like Southwest, but have the option to purchase a decent meal for a 5+ hour flight.

Delayed and cancelled flights were hard and very stressful, both ways!

I had to cancel the flight because with a 3 hour delay for 'unexpected maintenance' in getting to LAX, I couldn't connect to an overseas flight that I had booked on Scandinavian Air.

Canceled my flight within 24 hours, causing me arriving home midnight. Will never book Hawaiian airlines anymore

I like Hawaiian, it was great that they had good internet connection across the Pacific Ocean, thanks to Star Link satellites. The seating was comfortable, ( I was in economy ). Maybe I missed it, but I only got offered a beverage once. It was a nonstop flight KOA to SMF. I would take it again next time I go that way.

I always love flying Hawaii and I have nothing to add

Previously flown Hawaiian Airlines on similar routes, I found Alaska Airlines to be noticeably more comfortable. The seats on Alaska Airlines provided better support and cushioning, which made a significant difference on the long flight to the islands. When you’re spending 5-6 hours in the air, seat comfort really matters, and Alaska Airlines delivered where it counts. After comparing both carriers, I’ve decided to book with Alaska Airlines for all my future Hawaii trips. The superior seat comfort alone makes it worth choosing Alaska over Hawaiian Airlines. If you’re planning a trip to Hawaii and prioritizing comfort, I’d recommend giving Alaska Airlines a try. You won’t be disappointed. Highly recommended for Hawaii travel!

My flight was delayed three hours and then cancelled. The gate agent proceeded to rebook me in a middle seat without telling me and I was placed between two large individuals who did not fit in their own seats and instead took up most of mine. It was an awful experience.

The crew was EXTREMELY helpful And sweet and the flight was smooth!

Everything was great and smooth. Given the short flight there was no entertainment but the rating does not give this option. My first flight with Hawaiian was a success all around.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

The staff was hospitable and professional. The seat had a bit of wear. The winner shade was stuck 1/4 open. I received the best of both worlds. The morning sun was able to come in and blind the screen i was trying to use while at the same time it was too low to look out and enjoy the view. Rather embarrassing for a 1st class ticket.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

Sitting on the runway after we land for almost two hours! Not sure if we should blame United or Just Dumpy Vance.

Hotter than Hades in August. Why, why do crews think that in the winter when we are already dressed for cold weather we need a cabin that is 82 degrees. Even the vents were blowing hot air.

Unbelievably poor service from flight attendants. They didn’t even do water service on a four hour flight. Just disrespectful.

Everything about the flight was lovely. My only suggestion would be to offer a few more options of tv series from Apple TV or HBO.

Nothing to write home about, average flight experience. Seats were spacious enough, crew friendly enough. Loved the AA entertainment/wifi service.

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Experience was good. We were delayed in leaving by 15 mins because the flight was waiting on a family that was late in getting to the gate. Food and drink options were as expected. I highly recommend checking in ahead of time using the airline’s app so that it’s quicker to get your luggage tags as soon as you arrive at the terminal. No more waiting in long lines!

Overall experience was great. Flights were almost on time in departing and we arrived at our destination as scheduled. No issues with amenities or flight crew. Everything went well as as expected. Will fly again with American Airlines in the future!

We never made it due to delays on both ends. Gate attendant said it was mechanical but the system said otherwise, so no compensation. That’s not right.

Our flight from Eagle to Vail was delayed to the point we missed our connection to Savannah. Now we’re a family of 4 in a hotel room with luggage, no toiletries, no clean clothes. Gate attendant said the delay was mechanical but it was put in the system as something else so no compensation. That’s just wrong.

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

After the door had been closed, the cockpit makes an announcement that catering is running late and it is not the airline's fault. It is their fault in the sense that we had to sit for 2 hours or more when we could have stayed in the terminal. Poor communications between catering and airline. This caused a young man to lose his temper and he went storming out hitting objects. He had complained to the gate agent that he had already waited at the gate 7 hours and when can the airplane leave? Airilnes do a poor job of explaining delays, maintenance issues, etc. whereas being truthful may gain more sympathy or understanding.

Everything you need to know for your flight from Kailua-Kona to Oregon

Information on your arrival and departure airports