PDX

$154 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 10/28. 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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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

Mon, Sep 15 - Wed, Sep 24
Alaska Airlines Logo
7:00 pm - 12:24 pmITO-PDX
14h 24m2 stops
Alaska Airlines Logo
10:40 am - 4:57 pmPDX-ITO
9h 17m1 stop
$318Alaska Airlines
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Mon, Sep 15 - Wed, Sep 24
Alaska Airlines Logo
7:00 pm - 12:24 pmITO-PDX
14h 24m2 stops
Alaska Airlines Logo
1:24 pm - 10:16 pmPDX-ITO
11h 52m2 stops
$328Alaska Airlines
Find Deal
Sat, Nov 8 - Wed, Nov 12
Delta Logo
9:40 pm - 9:04 amKOA-PDX
9h 24m1 stop
Delta Logo
10:00 am - 7:40 pmPDX-KOA
11h 40m1 stop
$347Delta
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Mon, Sep 29 - Mon, Oct 13
Delta Logo
9:45 pm - 8:38 amKOA-PDX
7h 53m1 stop
Delta Logo
11:10 am - 5:44 pmPDX-KOA
9h 34m1 stop
$350Delta
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Sat, Nov 8 - Wed, Nov 12
Delta Logo
9:40 pm - 9:04 amKOA-PDX
9h 24m1 stop
Delta Logo
9:10 am - 7:40 pmPDX-KOA
12h 30m2 stops
$352Delta
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Wed, Aug 13 - Wed, Aug 27
Hawaiian Airlines Logo
5:25 pm - 5:55 amITO-PDX
9h 30m1 stop
Hawaiian Airlines Logo
10:40 am - 3:59 pmPDX-ITO
8h 19m1 stop
$378Hawaiian Airlines
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Tue, Oct 14 - Mon, Oct 20
Hawaiian Airlines Logo
11:57 am - 8:38 pmKOA-PDX
5h 41mnonstop
Hawaiian Airlines Logo
7:56 am - 10:57 amPDX-KOA
6h 01mnonstop
$378Hawaiian Airlines
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Mon, Sep 29 - Mon, Oct 13
Southwest Logo
6:05 am - 10:25 pmKOA-PDX
13h 20m2 stops
Southwest Logo
6:30 am - 2:35 pmPDX-KOA
11h 05m2 stops
$466Southwest
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Tue, Jul 15 - Wed, Jul 30
Southwest Logo
10:00 am - 10:10 pmKOA-PDX
9h 10m1 stop
Southwest Logo
10:30 am - 5:55 pmPDX-KOA
10h 25m2 stops
$620Southwest
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Tue, Jul 1 - Sat, Jul 5
United Airlines Logo
10:15 pm - 6:28 pmKOA-PDX
17h 13m2 stops
United Airlines Logo
7:35 pm - 8:28 pmPDX-KOA
27h 53m2 stops
$835United Airlines
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$154
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Hilo 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.

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 10000 reviews
7.8Comfort
8.5Crew
7.1Food
7.1Entertainment
8.1Boarding
Airline reviews

Great crew, smooth flight and landing. Wish they would offer Dr. Pepper and a choice of flavors of pretzels.

8.0 ExcellentCatlin, Jun 2025SJC - PDX
Read more Alaska Airlines reviews

Great crew, smooth flight and landing. Wish they would offer Dr. Pepper and a choice of flavors of pretzels.

Thank you still providing bags for vomit. My son had a migraine and needed a bag to vomit in and it was right there behind the seat in front of us. Thank you!

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.

Flight was great. Boarding was crazy because another flight was boarding late next to ours so everyone was standing and in the way.

It was a quick flight, but coffee would have been great!

I can honestly say in the 54 years of my life this was the worst flying experience I have ever had. I was delayed on the tarmac going into Dallas for an hour and 2 hours on the tarmac leaving Dallas. a 4 hour flight turned into a 6 hour flight due to Alaska incompetence. To be honest I will never take another Alaska flight.

I am mobility challenged and ground crew were accommodating to my needs. One must walk up a ramp to board Alaska planes. Terminal to tarmac to ramp to plane.

The attendances were very thorough and pleasant during the entire trip. The pilots did an excellent job keeping us posted on what to expect. The landing in Portland was executed professionally and perfectly. Boarding was delayed a half hour. But given the times were in, that was no surprise. All in all, my preference is to fly only Alaska Airlines for their reliability and professional service.

All good! No entertainment on this new plane yet but ok for this short flight. Great on time flight! Thanks

These questions are hard to answer. It was not until I checked in that I learned my flight was going to Seattle for a connection and not Portland. I did not get notified, or asked, about this change by Alaska or Kayak. Thankfully I made this flight; but missed the connecting flight and it took me much longer to get home. A service representative for Alaska says this happens frequently with third party companies, like Kayak. Please please figure that out.

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

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.

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

This was actually an Alaska flight. I was not able to check in online using the Kayak app or the web for Hawaiian or Alaska airlines. So I contacted Hawaiian and they advised that I had to go to the counter when I arrive at the airport. So I waited in line at the Hawaiian counter for 45 minutes. When I got to the ticket agent she advised that I needed to go to the Alaskan Airlines ticket counter. So I went to that counter which thankfully was not busy. I received my boarding pass and then went to security. I arrived at the gate as boarding was beginning. The frustration is that Hawaiian or Kayak should have directed me to the correct ticket counter. When it is “operated by” a average person doesn't know what that means. Kayak app was silent on what action to take when I was unable to check in online and Hawaiian just stated my ticket number and confirmation numbers were invalid. Communication is key and this process could be cleaned up. Thank goodness I am savvy and speak English, I can’t imagine this process for someone who may not be.

If I knew I would be on Alaska Airlines flying back, I never would have bought the ticket. My flight kept getting delayed and Alaska always seems to be late which is why I don’t fly on them.

I DID NOT GO TO HAWAII ON HAWAIIAN AIRLINES. YOU DID NOT INFORM ME THAT BY CHOOSING BASIC ECONOMY, I MIGHT BE REQUIRED TO FLY STANDBY. I AM ELDERLY AS WAS MY COMPANION WHO IS ALSO SEVERELY DISABLED AND THERE WOULD BE NO WAY WE COULD TRAVEL ON STANDBY. THEY TOLD ME THAT ALL OF THE BASIC ECONOMY SEATS HAD BEEN SELECTED BY OTHER PASSENGERS AND WE HAD TO PAY AN ADDITIONAL $942 TO GET A SECURED SEAT ON THE PLAN AND, IN SPITE OF THE ADDITIONAL COST, WE WERE NOT ALLOW US TO AMEND OUR TRAVEL PLANS TO EXTEND OUR VACATION. ULTIMATELY, THE FLIGHT WAS DELAYED. WE WERE OFFERED A REFUND IF WE CANCELED OUR TRIP ALTOGETHER WHICH WE DID. IT IS YOUR DUTY TO INFORM YOUR CUSTOMERS OF THE POTENTIAL PROBLEMS THEY MAY FACE, AND YOU DID NOT DO SO. I WILL NOT UTILIZE YOUR SERVICES EVER AGAIN.

Because the airport is under construction and because Hawaiian air just changed terminals we missed boarding out flight by 5 minutes. That cost me a night in an airport hotel and several hours of rebooking to make it to my destination. Costumers need to know that airport construction is a problem and they need to add an hour to deal with the air train delays from Federal Circle.

Half of my family members didn’t make it because they involuntary bumped off . And their seats where given away

Hawaiian Airlines staff is always professional & quick & easy check in & boarding process

Bar code for checking luggage and boarding pass didn't work. Had to stand in long customer service line. Passengers at Oahu should be aware the Terminal for Hawaiian Air requires travel by shuttle. Budget an extra 20-30 minutes to get from the main terminal to the remote terminal.

Really enjoyed their food treats, staff was friendly and they kept our seats together, check in was excellent, boarding passes uploaded to my wallet! I would definitely recommend Hawaiian airlines to friends and family! 🌺

Great service, fast internet, got a lot of work done during the flight.

Cheap food no options for vegans, no entertainment, no snacks. Too much advertisement about their credit card. Next flight will be Delta Airlines.

United airlines, mediocre at best. No issues , nothing great . Worked for me

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Excellent service despite turbulence during the flight. Flight attendants were remarkable!

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

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