PDX

$168 Find Cheap Flights from The Big Island to Portland - Compare and Save

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 10/21. 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.
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1 adult, Economy, 0 bags

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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

Tue, Oct 27 - Tue, Nov 10
United Airlines Logo
10:59 pm - 12:21 pm
KOA
-
PDX
10h 22m
1 stop
United Airlines Logo
5:36 am - 11:49 am
PDX
-
KOA
8h 13m
1 stop
$336United Airlines
Thu, Sep 10 - Thu, Sep 24
United Airlines Logo
10:50 pm - 10:11 am
KOA
-
PDX
8h 21m
1 stop
United Airlines Logo
3:23 pm - 9:27 pm
PDX
-
KOA
9h 04m
1 stop
$336United Airlines
Wed, Oct 21 - Wed, Nov 4
United Airlines Logo
10:55 pm - 10:15 am
KOA
-
PDX
8h 20m
1 stop
United Airlines Logo
5:36 am - 11:49 am
PDX
-
KOA
8h 13m
1 stop
$336United Airlines
Wed, Oct 28 - Thu, Nov 12
Alaska Airlines Logo
11:41 am - 8:27 pm
KOA
-
PDX
5h 46mnonstop
Alaska Airlines Logo
7:30 am - 11:38 am
PDX
-
KOA
6h 08mnonstop
$357Alaska Airlines
Thu, Aug 27 - Mon, Aug 31
Alaska Airlines Logo
12:21 pm - 8:50 pm
KOA
-
PDX
5h 29mnonstop
Alaska Airlines Logo
8:12 am - 11:06 am
PDX
-
KOA
5h 54mnonstop
$357Alaska Airlines
Tue, Sep 15 - Mon, Sep 28
Alaska Airlines Logo
12:21 pm - 8:50 pm
KOA
-
PDX
5h 29mnonstop
Alaska Airlines Logo
8:12 am - 11:06 am
PDX
-
KOA
5h 54mnonstop
$357Alaska Airlines
Thu, Oct 1 - Mon, Oct 5
Alaska Airlines Logo
10:35 am - 10:45 pm
KOA
-
PDX
9h 10m
1 stop
Alaska Airlines Logo
7:33 am - 10:41 am
PDX
-
KOA
6h 08mnonstop
$366Alaska Airlines
Tue, Sep 29 - Tue, Oct 6
Alaska Airlines Logo
3:51 pm - 9:07 am
KOA
-
PDX
14h 16m
1 stop
Alaska Airlines Logo
7:33 am - 10:41 am
PDX
-
KOA
6h 08mnonstop
$366Alaska Airlines
Mon, Oct 26 - Tue, Nov 10
Delta Logo
9:06 pm - 8:46 am
KOA
-
PDX
8h 40m
1 stop
Delta Logo
6:00 am - 3:00 pm
PDX
-
KOA
11h 00m
1 stop
$376Delta
Tue, Oct 27 - Wed, Nov 11
Delta Logo
9:06 pm - 8:46 am
KOA
-
PDX
8h 40m
1 stop
Delta Logo
6:00 am - 3:00 pm
PDX
-
KOA
11h 00m
1 stop
$376Delta
Useful Info

Good to know

Low season

January

Cheapest flight

$168
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 17% 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 3 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.
7.9
Alaska AirlinesOverall score based on 12755 reviews
8.1Boarding
8.5Crew
7.0Food
7.8Comfort
7.0Entertainment
Airline reviews

Couldn’t order food for the family because all the good food was unavailable. We opted for bringing something on with us. I also didn’t like that I had to have T-mobile for online movies. Stupid.

6.0 Gooddiane, May 2026
OGG - PDX
Read more Alaska Airlines reviews

Couldn’t order food for the family because all the good food was unavailable. We opted for bringing something on with us. I also didn’t like that I had to have T-mobile for online movies. Stupid.

Had to buy a snack box as I am gluten free. They should be free in extra comfort. Food they provided was awful. Not enough water stops.

it was good except the too big men in my personal space.

Cancelled the flight cuz they sent the WRONG plane and then they promised to rebook us and let us know within the hour what our next flight was. I have heard nothing after 12 hours and can’t get ahold of anyone.

Once again, Hawaiian Airlines upon checking in for our return flight, told us that we hadn’t paid for our extra comfort seats. This had happened on our incoming flight as well. Hawaiian Airlines had changed our flight and put us in standard seats. I sent them confirmation emails and receipts showing that I had paid for extra comfort seats and they ignored me and refused to accept my proof of payment. I ended up having to pay for our extra comfort seats again. On our return flight, once again, we were told we hadn’t paid for our extra comfort seats, which we had. I argued until a supervisor was summoned and researched further in their system and found that we had paid for them. If I hadn’t insisted, we would’ve been forced to buy our seats again or be assigned a standard seat. This kind of Customer Service is totally unacceptable. I would never use Hawaiian Airlines again if I have a choice.

Good. Night flight so tried to sleep most of the time. Very nice crew and smooth flight.

Wonderful staff who honored sleepy overnight travelers and still met needs quietly and quickly!

1. On time flights. All of our, three separate, flights for three families were late 2. No food on the 5 1/2 hour flight. A substantial snack would have been good. 3. Seat upgrades are expensive 4. No place to move around or stretch on the 5 1/2 hour flight

Well, the baggage porter on Maui told my mom that our carry on luggage was overweight and if she gave him a 50 dollar tip he would let it go through. She tipped him and he tells us that he needs my Alaska airlines cc to waive the extra baggage charge. Find out later that since my original reservation was not under my name using a Hawaiian airlines CC, I would have to pay for the luggage anyway. I told them I had to end up paying for my daughters ticket when you all said because she turned two using my Alaska Airlines cc, now they need to charge me for her seat/flight, but you guys didn't care and i ended up paying for the bags and my mom paid the porter 50 dollars extra for nothing .. It was a crappy experience. First it was a multi trip. PDX-HNL then HNL-OGG then OGG to PDX. All bought under one ticket. My daugher turned two during the flight from HNL-OGG, but when I bought the ticket and at the PDX airport they said since i bought the ticket before she was two, everything is fine. come to find out no, I had to pay her ticket HNL-OGG and again OGG to PDX. you guys scammed me. You should say it on your website and make sure people know that during flights if the child turns two they have to pay for their seat. If i knew that from the very beginning i would have bought her ticket and it would have been LESS than paying TWICE for her flight! and you scammed my mother with you porter who told her to pay him 50 dollars and he would take care of the extra luggage weight.

We had TSA pre check and paid to get it! They told us we would not have to do many of the things such as take your shoes off which I had to do! I’m 78 years old with NO criminal record and. they also patted my ankles down, Why? We boarded the plane in an orderly fashion only to sit there while they perform repairs to the lavatory. Why didn’t they do that before we boarded? I also paid extra to have more room because of my age but that was not what I had hoped for. I know you can’t control who sit in what seat but the guy next to me was bigger than average and took up part of my space.

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 crew on this leg continue to be extremely helpful with my wife’s mobility issues. They also came by many many times to ensure we were comfortable and had drink some food.

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

I liked the cleanness in the bathroom and good crew on board and at boarding gates. There was no Hindi (Bollywood) movies. The entertainment can be improved as it is one of the worst one I saw when I compared it with other airlines. The Mumbai to Amsterdam flight did not have any food for my family which does not contain eggs in it though we have selected “Hindu Asian vegetarian meal”

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

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.

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

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

Clean and plenty of room for handbaggage. Leg room was cramped compared with the 777 from Frankfurt.

they made me check my carryon. There was space in the overhead bins.

Cramped and uncomfortable seats. Not enough room for 6’2” person such as myself.

Pretty turbulent, but not anyone’s fault. They got us there. Impressed that they carried on with a drink service.

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