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Cheap Flights from Kailua-Kona to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Portland
5h 25mNonstop
from $466per person
Medford
10h 39m3 stops
from $520per person
Redmond
7h 42m2 stops
from $520per person
Eugene
9h 01m2 stops
from $520per person
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Booking Insights

Price, demand and travel trends for Kailua-Kona to Oregon flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Kailua-Kona to Oregon recently?

Here are the cheapest round-trip fares from Kailua-Kona to Oregon on KAYAK in the last week:

• Portland (PDX) from $466
• Medford (MFR) from $520
• Eugene (EUG) from $529

How do fares into airports in Oregon compare?

According to KAYAK data from the last 12 months, the cheapest airports to fly into Oregon from Kailua-Kona are:

• Portland (PDX) (avg. price $565)
• Eugene (EUG) (avg. price $578)
• Bend/Redmond (RDM) (avg. price $616)

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

January is typically the cheapest month to fly from Kailua-Kona to Oregon, with round-trip fares averaging $277. July and October are usually the most expensive, averaging $731 and $702, respectively.

How do fares from Kailua-Kona to Oregon vary by day of the week?

On average, Wednesday is the cheapest day to fly from Kailua-Kona to Oregon and Tuesday is the most expensive. Looking at the past 12 months of KAYAK data, it's 31% more expensive to fly on a Tuesday compared to Wednesday.

What's the best time of day to fly from Kailua-Kona to Oregon?

It's cheapest to fly to Oregon in the evening with average prices of $469. The morning is the most expensive time to fly, with average prices of $664.

Key details for Kailua-Kona to Oregon flights

Low season

September

Cheapest flight

$209
Beat the crowds with an average 36% drop in travelers.
The most popular month to fly with an average 39% increase in travelers.
One-way flight from Kailua-Kona to Portland

Your Kailua-Kona to Oregon flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Kailua-Kona to Oregon?

    Fares from Kailua-Kona to Oregon are around their usual level right now. A round-trip under $442 is considered a good deal, so it's worth keeping an eye out, or setting a Price Alert to catch fare changes.

  • How much should I budget for a flight from Kailua-Kona to Oregon?

    Over the past 12 months, round-trip fares from Kailua-Kona to Oregon have typically cost between $442 and $740.

  • What are the main airports serving Oregon?

    There are 10 airports in Oregon. 67% of KAYAK users choose Portland (PDX) as their arrival airport, while 12% choose Medford (MFR).

  • Which airlines fly nonstop from Kailua-Kona to Oregon?

    Based on the flight schedule for the next 3 months, just one airline regularly flies nonstop from Kailua-Kona to Oregon: Alaska Airlines.

  • Which destinations in Oregon can I fly nonstop from Kailua-Kona?

    Based on the flight schedule for the next 3 months, you can fly nonstop from Kailua-Kona to just one destination in Oregon: Portland.

  • Is it cheaper to fly with a layover from Kailua-Kona to Oregon?

    Yes, nonstop flights from Kailua-Kona to Oregon average $629 over the past 12 months, but flights with a layover can cost less. The most affordable connecting airports are:

    • Sacramento Intl (SMF) (avg. price $455)
    • Seattle/Tacoma Intl (SEA) (avg. price $550)
    • San Francisco (SFO) (avg. price $612)

  • How long is a flight from Kailua-Kona to Oregon?

    Nonstop flights from Kailua-Kona to Oregon take 5h 30m on average. All flights fly into Portland (PDX).

  • Which cabin classes are available from Kailua-Kona to Oregon?

    On flights from Kailua-Kona to Oregon you can book Economy Class or First Class.

  • What are some popular landmarks around Oregon?

    Oregon is home to many popular sights. KAYAK travelers' favorites include:

    • Moda Center
    • Oregon Convention Center
    • Tom McCall Waterfront Park
    • Keller Auditorium

  • What are the earliest and latest flights from Kailua-Kona to Oregon?

    The earliest nonstop flight from Kailua-Kona to Oregon departs at 12:05 pm and the latest leaves at 2:15 pm. Nonstop flights take about 5h 30m.

Your guide to booking Kailua-Kona to Oregon flights

Get tips on when to book, when to fly and what to know before your trip.
  • Flexible with your dates? Fly in January to save some money. It's typically the cheapest month on this route, while flights in July will cost you the most.
  • Fly out on a Wednesday to get the cheapest fares. Avoid Tuesday flights, which are about 31% more expensive.
  • If you're watching your budget, fly into Portland (PDX) which has the lowest average airfare in the region. Just remember to budget for any onward travel by bus, car or domestic flight.
  • Start your trip in Portland, the most popular destination in Oregon. From there, it's easy to continue on to other popular spots such as Seaside, Cannon Beach and Lincoln City.
  • Whether you're trying to save time or money, Portland (PDX) is usually your best option from Kailua-Kona.

Reviews of the top 3 airlines serving from Kailua-Kona to Oregon

 
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.
7.9
Alaska AirlinesOverall score based on 13159 reviews
8.1Boarding
8.5Crew
7.0Entertainment
7.0Food
7.8Comfort
Airline reviews

The fight attendant for the first class cabin was outstanding. Very attentive and cared excellently for the passengers. Very smooth flight and landing. I used my iPAD and my own apps for entertainment, but I think a service including inflight entertainment will be better for some.

10.0 ExcellentAnonymous, Sep 2026
Read more Alaska Airlines reviews

The fight attendant for the first class cabin was outstanding. Very attentive and cared excellently for the passengers. Very smooth flight and landing. I used my iPAD and my own apps for entertainment, but I think a service including inflight entertainment will be better for some.

It differed from the flight out to Kona: fewer people thus a simple seat change was great. 1 row 2 seats. The menu was also better than the flight out as well. It arrived 45 minutes early.

Flight attendants were kind. Until the plane arrived and had a slow taxi. I was on the tail end of the plane and informed the attendants I had a connecting flight. They didn't do anything to help me get off in a more timely manner. Nor did they contact my connecting flight to let them know I was on my way. By the time it was our rows turn my connecting flight across the terminal D gate to C gate was already boarding. I had to run the whole way through the terminal and hope I caught a train inntime. They were calling my name last call by the time arrived at the gate. Then my connecting flight ticket would not work and a new ticket had to be issued requiring presenting my ID again

I was in economy class and there was plenty of leg room. New interior which was nice and they served various kinds of chips and sodas on the red eye. You couldn't get a bottle of water but they instead served it in a medium paper cup from a reinforced structured paper container, environmental friendly.

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!

I purchased a flight to Hawaii, changing planes in San Diego. My flight change location was later changed to Seattle then on to Kona, adding hours to my already long flight. Also, my flight home was run through Portland rather than through San Diego, once again, adding hours to my flight. At 81 years old I don’t want hours robbed from me.

Rated meals and entertainment poor because we didn’t have any.

On time flights, their system for pre-registering what food you want is buggy and missed our food order twice.

All employees were very nice and I was very comfortable

DL486 could not get to the gate due to jet bridge malfunction. We moved gates. The connecting flight of LAX to MCO was not communicated with. Even though we were in the same terminal, DL482 left without about 10 of us, including a mother and her 3 children. I got to the gate at 7:34 am which is past the 7:20 am last call for a 7:35 am departure. Had they waited 5 minutes, all of us would have made it on board.

Not really a “Delta” problem but worth mentioning: Boarding was a difficult process. TSA seemed understaffed and Pre-Check took longer than regular TSA. The supervisor was frazzled and yelled at travelers. Once through TSA, we had to put our carry-ons through another x-ray machine. Then queue up to board with both boarding pass and ID. Then, when we got to the stairs on the tarmac, we had to show our boarding pass again. Maybe this is just normal for Kona since the terminal is outdoors (but still a “secured” area).

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

Staff at the check-in counter were friendly, happy and helpful. They tagged our bags and sent us to “bag drop off” but were not very clear about where that was. The airport was busy we headed off in what we thought was the right direction until a gentleman waved us down and actually came after us. He was the baggage handler for Delta and recognized our “deer in the headlights “ look-he brought us to the right area (which was marked as the Southwest Airlines Drop Off) and sent us on our way. Wonderful guy, low key and working with a big smile on his face. Loved it. Loved him.

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

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

Delay in SLC jammed us up in Chicago. Got caught up in rush hour traffic

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

This flight landed early, but deplaned late. We were stuck sitting and waiting for a gate for over an hour

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

I especially enjoyed having a lightly packed flight which enabled me and my wife to occupy a three seat area with nobody in the middle seat.

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.

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.

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.

Fantastic crew. Flight was delayed at last minute but we were given updates every 20 minutes and the crew was so friendly and considerate. I miss the touch screens on the back of the seats, wish they would bring that back though.

Not enough room between rows and food was gross. $160 baggage charge?! Never again.

I was pleased and I had a very good experience. The staff was friendly and attentive.

East Lounge in Denver was terrible. Turning away active military on orders? Really? Sad.

Wi-Fi was not working. Boarding lanes were a mess.

More options for your flight from Kailua-Kona to Oregon

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