PDX

$128 Find Cheap Flights from The Big Island to Portland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Portland departing on 3/9. 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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Everything you should know

Cheapest round-trip
$256
Overall average: $558
Delta
Wed 3/4Mon 3/9
KOA - PDX • 1 stop
Cheapest non-stop
$387
Alaska Airlines
Tue 2/24Mon 3/9
KOA - PDX • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from The Big Island to Portland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from The Big Island to Portland 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 The Big Island to Portland

Wed, Mar 4 - Mon, Mar 9
Delta Logo
10:55 pm - 12:02 pm
KOA
-
PDX
11h 07m
1 stop
Delta Logo
10:42 am - 6:37 pm
PDX
-
KOA
10h 55m
1 stop
$256Delta
Wed, Mar 4 - Tue, Mar 10
Delta Logo
9:55 pm - 10:47 am
KOA
-
PDX
10h 52m
1 stop
Delta Logo
7:05 am - 5:47 pm
PDX
-
KOA
13h 42m
2 stops
$262Delta
Wed, Apr 15 - Wed, Apr 22
Delta Logo
10:00 pm - 5:10 pm
KOA
-
PDX
16h 10m
2 stops
Delta Logo
10:45 am - 7:03 pm
PDX
-
KOA
11h 18m
1 stop
$294Delta
Thu, Mar 5 - Tue, Mar 10
Delta Logo
10:55 pm - 3:11 pm
KOA
-
PDX
14h 16m
2 stops
Delta Logo
7:05 am - 5:47 pm
PDX
-
KOA
13h 42m
2 stops
$299Delta
Tue, Feb 24 - Mon, Mar 9
Delta Logo
9:55 pm - 8:31 am
KOA
-
PDX
8h 36m
1 stop
Delta Logo
10:42 am - 6:37 pm
PDX
-
KOA
10h 55m
1 stop
$330Delta
Wed, Feb 18 - Mon, Mar 2
Delta Logo
10:55 pm - 12:02 pm
KOA
-
PDX
11h 07m
1 stop
Delta Logo
5:30 am - 6:30 pm
PDX
-
KOA
15h 00m
2 stops
$336Delta
Tue, Feb 24 - Mon, Mar 9
Southwest Logo
9:25 pm - 11:45 am
KOA
-
PDX
12h 20m
1 stop
Southwest Logo
5:30 am - 2:30 pm
PDX
-
KOA
12h 00m
2 stops
$354Southwest
Tue, Mar 3 - Wed, Mar 4
Multiple Airlines Logo
6:44 pm - 5:27 am
ITO
-
PDX
8h 43m
1 stop
Multiple Airlines Logo
10:20 am - 6:46 pm
PDX
-
ITO
10h 26m
1 stop
$386Multiple Airlines
Thu, Mar 12 - Wed, Mar 18
Southwest Logo
6:00 am - 10:25 pm
ITO
-
PDX
13h 25m
2 stops
Southwest Logo
7:10 am - 6:10 pm
PDX
-
ITO
14h 00m
2 stops
$387Southwest
Sun, Apr 12 - Mon, Apr 20
Southwest Logo
9:50 am - 1:25 am
ITO
-
PDX
12h 35m
2 stops
Southwest Logo
10:45 am - 6:10 pm
PDX
-
ITO
10h 25m
2 stops
$479Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$128
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Kailua-Kona to Portland

FAQs for booking flights from The Big Island to Portland

  • How does KAYAK find such low prices on flights from The Big Island to Portland?

    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 Portland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from The Big Island 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 Portland?

    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 to Portland with an airline and back to The Big Island 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 Portland?

    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 to Portland from The Big Island 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 The Big Island to Portland

 
Need help choosing which airline to fly with from The Big Island to Portland? 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 11808 reviews
7.0Entertainment
8.1Boarding
7.1Food
7.8Comfort
8.5Crew
Airline reviews

Flight attendants made this flight wonderful. They made sure everyone had what they needed and anticipated future needs. They made adjustments as needed. It was clear this was an experienced crew.

10.0 ExcellentJoseph, Jan 2026
DFW - PDX
Read more Alaska Airlines reviews

Flight attendants made this flight wonderful. They made sure everyone had what they needed and anticipated future needs. They made adjustments as needed. It was clear this was an experienced crew.

Very delayed for seemingly no reason. Made me miss an event

we bought Mediterranean boxes for lunch. The salami in mine had gone bad long ago, but my partner had good salami and could eat it. Could I buy assigned seats? I guess that I didn't spend enough, so sat at the back of the plane

the flight attendant was so great and the upgrade to first class was top notch

There was no food or entertainment, thus thus the neutral rating.

The Alaska Airlines app made it very difficult to find my boarding pass. It was very frustrating to use! The flight itself was flawless.

No communication with delayed and canceled flights. Completely in the dark for the whole experience.

You need categories to denote when food and entertainment are not available.

Alaska is generally the airline I fly nearly all the time. I nearly always have wonderful experiences on Alaska and never a complaint. However, this entire flight felt like we were in the cheap seats the entire time and I had even upgraded to a cushier seat. For an over six hour flight (that became 7 hours) there was no online entertainment. I couldn’t connect to Wi-Fi and we were offered one snack and one drink. We were instructed to go to a particular baggage claim and 30 minutes later our bag still hadn’t come out and it turned out it was the wrong carousel announced. So overall, this flight was a series of mishaps really less than mediocre service even though flight attendants were wonderful.

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.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

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

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

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.

Alaska was fine as usual. My frustration came with accessing boarding passes. On the first trip, I could only get one to print ans took a picture of the second one. On our return trip, the system was down? Friends who booked directly with Alaska had theirs process. I even tried the 800 number and had others try it too. It said something in Spanish and hung up. The agent at the airport succeeded.

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!

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

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