$175 Find Cheap Flights from The Big Island to Oregon

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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$175
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 Kailua-Kona to Portland

FAQs for booking flights from The Big Island to Oregon

  • How does KAYAK find such low prices on flights from The Big Island 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 The Big Island to Oregon.

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

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

  • Which is the cheapest airport to fly into in Oregon?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Oregon is Portland Airport (PDX), with an average flight price of $364.

  • What is the cheapest day to fly to Oregon?

    Based on KAYAK data, the cheapest day to fly to Oregon is Friday where round-trip tickets can be as cheap as $417. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $632 on average.

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

    The cheapest time of day to fly to Oregon is generally at night, when round-trip flights cost $387 on average. Morning departures are around 8% cheaper than evening flights, on average. The most expensive time of day to fly to Oregon is generally in the evening, which is peak travel time and where the average cost of a ticket is $592.

  • What is the cheapest flight to Oregon?

    The cheapest ticket to Oregon from The Big Island found in the last 72 hours was to Portland, at $307 round-trip. The most popular route is Kailua-Kona (KOA) to Portland (PDX) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $307.

  • What is the cheapest month to fly from The Big Island to Oregon?

    The cheapest month for flights from The Big Island to Oregon is January, when tickets cost $503 (return) on average. On the other hand, the most expensive months are February and June, when the average cost of round-trip tickets is $837 and $817 respectively.

  • How far in advance should I book a flight from The Big Island to Oregon?

    To get a below average price on the flight from The Big Island to Oregon, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

  • How long is the flight to Oregon?

    An average nonstop flight from The Big Island to Oregon takes 12h 41m, covering a distance of 2566 miles. The shortest route is Kailua-Kona (KOA) to Portland (PDX) with an average flight time of 5h 28m.

  • What are the most popular destinations in Oregon?

    Based on KAYAK flight searches, the most popular destination is Portland (70% of total searches to Oregon). The next most popular destinations are Boise (24%) and Medford (3%). Searches for flights to Redmond (1%), to Eugene (1%) and to North Bend (1%) are also popular.

Top 5 airlines serving from The Big Island to Oregon

Need help choosing which airline to fly with from The Big Island 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 9968 reviews
7.1Entertainment
7.9Comfort
8.2Boarding
8.5Crew
7.1Food
Airline reviews

I got the last seat on the plane, in the back in the corner against the window, and I paid a competitive price for my ticket several weeks before the flight.

2.0 MediocreAnonymous, Apr 2025SNA - PDX
Read more Alaska Airlines reviews

I got the last seat on the plane, in the back in the corner against the window, and I paid a competitive price for my ticket several weeks before the flight.

Everything was good. However, the selections of movies and TV shows were boring and unexciting. It was disappointing.

Personal demeanor not good on flight returning to LAX..Great and superb on the way to Portland

Very helpful with my mother who needed a wheelchair at both ends and everything went as expected

The flight was great, the crew was great. Our complaint was that there are no TV screens built into the seats. We used our tablets but drained my battery just watching a movie. The movie and TV selection were okay but not great.

Plane was delayed and got me in past bedtime. But more importantly, my tsa precheck number wasn’t on my ticket so had to deal with the general line. Oh well, guess the delay helped that situation.

The Crew was super nice but the plane was subpar at best. Filthy in some aspects. Internet only worked half the time and not with everything.

They were all very kind, but misinformed. We came from Idaho to Spokane, Washington and were told that my husband and I could get passes to sit with William until his flight took off. (William has special needs.) When we got to the airport we were told only one of us could sit with William, so my husband and I were separated for 2 hours as I sat with William. What is WORSE . . . is I asked for a meet and assist in Portland and they NEVER showed up. NOR did they call me to tell me they hadn't met him. William's grandmother in Portland is disabled and can't walk into find him. Fortunately, some kind citizens helped him to find the meeting point with me on the phone in terror. I have a heart condition, complete with prior heart attack, this type of customer service is UNACCEPTABLE.

Could have had more of a beverage selection than water and apple juice.

Crew was overly aggressive with rules enforcement and not friendly in general.

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.

I couldn't get checked in 24 hours before either leg of my flight. I tried both my Alaska and Hawaiian codes on both apps.

All in All a great experience. Cost of luggage sucks … first time I ever had to pay for luggage. Otherwise the check in counter was awesome, the gate clerks were great and the Stewards & Esses were the best.

Great staffing. Terrible food. Please do cold sandwiches or salads. the "hot pickets" are terrible.

Love Hawaiian you can’t go wrong, still provides you good drinks and little snack at the end

No tv’s. Had to walk 45 minutes to connect to next flight. Couldn’t get dinner as a result. Ended up eating pretzels until I felt sick.

Liked the staff ! Seats a little uncomfortable for a 9 hour flight. Wife ‘s monitor at her seat didn’t work. Food was disappointing. Snacks were good . Choices of movies and music could have been better.

The flight is supposed to be Hawaiian, but it's operated by Alaska. As such, I could not find my reservation on Hawaiian nor Alaska website. I could not check in on line. At the airports, even the kiosk could not find my reservation. I needed to wait in a long line to check in even though I have no bag to check. Good thing I got to the airport early enough.

Overall a great experience. The starlink internet was amazing addition.

They cancelled our flight and one after and then crammed everyone on a late flight. Refused to give us a meal voucher because the delay was less than 3 hours. In the end the delay was 4 hours. No reason was ever given for the cancelled flights. Fly Southwest!

There was mention of a complimentary magazine but none were in the seat pockets. The flight is short so understandable not having food or a snack.

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

Book cheap flights from The Big Island to Oregon

Recent round-trip flight deals

8/14Thu
1 stopDelta
11h 29mKOA-BOI
8/17Sun
1 stopDelta
11h 00mBOI-KOA
$403
8/19Tue
1 stopDelta
9h 55mKOA-EUG
8/30Sat
1 stopDelta
9h 03mEUG-KOA
$433
8/19Tue
2 stopsAlaska Airlines
13h 43mKOA-EUG
8/30Sat
1 stopAlaska Airlines
10h 01mEUG-KOA
$438
8/19Tue
2 stopsAlaska Airlines
14h 26mKOA-EUG
8/30Sat
2 stopsAlaska Airlines
13h 10mEUG-KOA
$444
5/27Tue
1 stopUnited Airlines
8h 25mKOA-PDX
6/3Tue
1 stopUnited Airlines
8h 56mPDX-KOA
$449
5/27Tue
2 stopsUnited Airlines
11h 18mKOA-PDX
6/3Tue
1 stopUnited Airlines
8h 56mPDX-KOA
$455
5/22Thu
1 stopHawaiian Airlines
10h 42mKOA-BOI
5/26Mon
1 stopHawaiian Airlines
9h 49mBOI-KOA
$501
5/21Wed
1 stopHawaiian Airlines
9h 02mKOA-BOI
5/26Mon
1 stopHawaiian Airlines
9h 49mBOI-KOA
$538
6/26Thu
2 stopsSouthwest
11h 05mKOA-PDX
7/6Sun
2 stopsSouthwest
14h 35mPDX-KOA
$666
7/8Tue
2 stopsSouthwest
11h 05mITO-PDX
7/16Wed
2 stopsSouthwest
14h 30mPDX-ITO
$699

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Recent one-way flight deals

10/2Thu
1 stopAmerican Airlines
9h 35mKOA-PDX
$175
10/2Thu
2 stopsSouthwest
12h 00mKOA-PDX
$222
5/27Tue
2 stopsAlaska Airlines
15h 04mKOA-PDX
$256
6/24Tue
2 stopsAlaska Airlines
14h 39mKOA-MFR
$257
7/8Tue
1 stopDelta
9h 55mKOA-EUG
$262
5/9Fri
1 stopDelta
10h 06mKOA-EUG
$277
10/2Thu
nonstopHawaiian Airlines
5h 34mKOA-PDX
$284
8/31Sun
nonstopHawaiian Airlines
5h 34mKOA-PDX
$314
7/8Tue
1 stopUnited Airlines
19h 54mKOA-OTH
$493
7/8Tue
2 stopsUnited Airlines
34h 49mKOA-OTH
$497

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Last minute flights from The Big Island to Oregon

Last minute flight, train and bus deals

5/1Thu
multi-stopAmerican Airlines
10h 22mKOA-PDX
5/9Fri
multi-stopAmerican Airlines
12h 32mPDX-KOA
$557
5/1Thu
multi-stopSouthwest
13h 10mITO-PDX
5/5Mon
multi-stopSouthwest
12h 20mPDX-ITO
$704
5/1Thu
multi-stopUnited Airlines
12h 45mKOA-PDX
5/9Fri
multi-stopUnited Airlines
8h 50mPDX-KOA
$708
5/3Sat
multi-stopAlaska Airlines
17h 38mITO-PDX
5/5Mon
multi-stopAlaska Airlines
27h 05mPDX-ITO
$711
5/3Sat
multi-stopAlaska Airlines
17h 38mITO-PDX
5/5Mon
multi-stopAlaska Airlines
18h 05mPDX-ITO
$738
5/1Thu
multi-stopDelta
12h 45mKOA-PDX
5/9Fri
multi-stopDelta
16h 40mPDX-KOA
$756
5/1Thu
nonstopHawaiian Airlines
5h 28mKOA-PDX
5/9Fri
multi-stopHawaiian Airlines
9h 55mPDX-KOA
$891
5/1Thu
multi-stopAlaska Airlines
12h 13mITO-PDX
5/5Mon
multi-stopAlaska Airlines
16h 20mPDX-ITO
$1,054
5/1Thu
multi-stopHawaiian Airlines
9h 45mITO-PDX
5/5Mon
multi-stopHawaiian Airlines
12h 56mPDX-ITO
$1,099
5/3Sat
multi-stopDelta
16h 43mITO-PDX
5/4Sun
multi-stopDelta
19h 01mPDX-ITO
$1,466

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Everything you need to know for your flight to Oregon

Cabin class types available on flights to The Big Island

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

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