$154 Find Cheap Flights from Portland to The Big Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to The Big Island departing on 11/3. 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

KAYAK searches hundreds of travel sites at once for deals on flights to The Big Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to The Big Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to The Big Island, as well as popular online travel agencies
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Flights Deals

Best The Big Island Flight Deals from Portland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kailua-Kona
Kailua-Kona1 stop$317
Hilo
Hilo2 stops$318
Kailua-Kona
Kailua-Kona1 stop$317
Hilo
Hilo2 stops$318

Cheap Flights from Portland to The Big Island

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

Tue, Sep 16 - Thu, Sep 25
Delta Logo
10:00 am - 6:40 pmPDX-KOA
11h 40m1 stop
Delta Logo
9:45 pm - 10:24 amKOA-PDX
9h 39m1 stop
$317Delta
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Mon, Aug 25 - Mon, Sep 8
Alaska Airlines Logo
1:24 pm - 10:17 pmPDX-ITO
11h 53m2 stops
Alaska Airlines Logo
7:00 pm - 6:00 amITO-PDX
8h 00m1 stop
$318Alaska Airlines
Find Deal
Tue, Sep 16 - Wed, Sep 24
Delta Logo
9:10 am - 6:40 pmPDX-KOA
12h 30m2 stops
Delta Logo
8:40 pm - 9:04 amKOA-PDX
9h 24m1 stop
$322Delta
Find Deal
Mon, Aug 25 - Mon, Sep 8
Alaska Airlines Logo
1:24 pm - 10:17 pmPDX-ITO
11h 53m2 stops
Alaska Airlines Logo
6:10 pm - 8:58 amITO-PDX
11h 48m2 stops
$328Alaska Airlines
Find Deal
Fri, Sep 12 - Wed, Sep 17
Southwest Logo
6:35 am - 1:05 pmPDX-KOA
9h 30m1 stop
Southwest Logo
9:15 am - 9:15 pmKOA-PDX
9h 00m1 stop
$332Southwest
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Mon, Oct 27 - Thu, Nov 6
Hawaiian Airlines Logo
7:00 am - 10:04 amPDX-KOA
6h 04mnonstop
Hawaiian Airlines Logo
1:03 pm - 8:43 pmKOA-PDX
5h 40mnonstop
$372Hawaiian Airlines
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Thu, Sep 18 - Tue, Sep 30
Hawaiian Airlines Logo
9:30 am - 12:28 pmPDX-KOA
5h 58mnonstop
Hawaiian Airlines Logo
12:16 pm - 8:50 pmKOA-PDX
5h 34mnonstop
$378Hawaiian Airlines
Find Deal
Tue, Aug 26 - Tue, Sep 2
Southwest Logo
10:55 am - 6:10 pmPDX-KOA
10h 15m2 stops
Southwest Logo
8:30 pm - 11:05 amKOA-PDX
11h 35m1 stop
$384Southwest
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Sat, Dec 6 - Sat, Dec 13
United Airlines Logo
5:45 am - 12:36 pmPDX-KOA
8h 51m1 stop
United Airlines Logo
2:25 pm - 12:26 amKOA-PDX
8h 01m1 stop
$501United Airlines
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Mon, Jun 30 - Fri, Jul 4
United Airlines Logo
2:12 pm - 5:38 pmPDX-ITO
30h 26m3 stops
United Airlines Logo
7:49 am - 12:30 amITO-PDX
13h 41m2 stops
$1,314United Airlines
Find Deal
Useful Info

KAYAK's insights & trends for Portland to The Big Island flights

Get data-powered insights and trends into flights from Portland to The Big Island to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Portland to The Big Island flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Portland to The Big Island.

The cheapest ticket to The Big Island from Portland found in the last 72 hours was to Kailua-Kona, at $365 round-trip. The most popular route is from Portland (PDX) to Kailua-Kona (KOA), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $365.

Can I save money by flying with a layover from Portland to The Big Island?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $747, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to The Big Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Portland to The Big Island is September, when tickets cost $365 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $653 and $586 respectively.

What’s the cheapest day of the week to fly from Portland to The Big Island?

The average price of all round-trip flights from Portland to The Big Island clicked on KAYAK for each day over the last 12 months.

When flying from Portland to The Big Island, you should consider leaving on a Thursday and avoid Saturdays if you are looking for the best rates. For your return to Portland, you’ll find the best rates on Mondays and the most expensive ones on Saturdays.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Portland to The Big Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Portland to The Big Island, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.


Good to know

Low seasonOctober
High seasonMarch
Cheapest flight$154
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 36% increase in price.
Flight from Portland to Hilo

FAQs - booking The Big Island flights

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

    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 Portland to The Big Island.

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

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

    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 Portland to The Big Island 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 Portland to The Big Island?

    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 Portland to The Big Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to The Big Island?

    The cheapest time of day to fly to The Big Island is generally at night, when round-trip flights cost $288 on average. Morning departures are around 9% cheaper than evening flights, on average. The most expensive time of day to fly to The Big Island is generally in the evening, which is peak travel time and where the average cost of a ticket is $608.

Top 5 airlines serving from Portland to The Big Island

 
See real verified KAYAK customer reviews for airlines flying from Portland to The Big Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Portland to The Big Island? 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

On time, smooth take off and landing, efficient boarding. Gate staff excellent, stewardess grumpy, but civil enough.

10.0 Excellentmarlene, Jun 2025PDX - SMF
Read more Alaska Airlines reviews

On time, smooth take off and landing, efficient boarding. Gate staff excellent, stewardess grumpy, but civil enough.

No WiFi available. It was too late to order food also. Guy next to me was huge (not fat) so had his shoulder & thigh next to me the whole way. Plane was delayed leaving PDX due to 8 other planes waiting. Not my best Alaska airlines flight.

Check in, they should have told me that upon arrival i needed to exit the secure area and re-check in with Eva Air. I wasn't sure what to do upon arrival at S.F.

The direct service from Logan to PDX made travel so easy, I really appreciate this route. Pilots were very communicative with passengers about conditions and expectations. Everyone on staff was pleasant and helpful. Boarding was easy and efficient.

Flight last minute delayed 2 hours for crew calling out sick

Husband was new to the wheelchair accommodations this trip. What a blessing that was. All employees were helpful and customer service was excellent

Seats are still too crowded and uncomfortable on long flights like this cross country one.

Laney was very helpful. I am computer illiterate. She helped me obtain a boarding pass and preferred seat. She was warm, friendly, helpful, and smiled. I was impressed.

The actual flight I was rescheduled onto was from Seattle to Bozeman. The flight itself was fine, but due to delays/air traffic issues i spent the day hanging out at the Seattle airport and had to miss a day of work.

OUr pilot was very good and also a good landing in a very gusting Phoenix. Most important.

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.

It was very pleasant. The staff and crew are very polite.

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

Customer service by Susan of Alaskan Air was outstanding. We missed our flight out of JFK. She got us rebooked the following day. Way to go Susan.

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.

I booked through Hawaiian which was supposed to have merged with Alaskan but offered free checked bags and said there would be seat selection at the airport. This was not honored by Alaskan Airlines and they even went out of their way to say “we are not Hawaiian and Hawaiian cannot pick seats on our airline ”. They told us that we could not change seats and that all tickets booked through Hawaiian were “saver fares”. The staff was rude and said that we would be helped last after they take care of the customers that booked through Alaskan. Once we got on the flight in our middle seats they played a message that said they have merged with Hawaiian and you can book on either website which would have been funny if we were not so uncomfortable. All in all it was a terrible experience and I do not recommend that anyone fly Alaskan unless they absolutely have to.

Checking baggage at Honolulu was a real mess. No signs directing where to go.

We boarded an hour and a half late because a coffee maker leaked in the plane. Then we had to wait for awhile to get off the plane because another plane was in our spot at the terminal. I had plans when I landed that I had to skip so it was pretty disappointing.

We moved from the international terminal to a new location. I think there are still some bugs to work out . We didn’t receive check in notification and had to scramble to find it but i think it will work out

Not so good. The takeoff was aborted after reaching 100 knots due to a problem with the front tires. I do commend the pilot for a quick decision and preventing a potential disaster. We returned to the gate to put fresh tires on the front. Our flight was delayed for over 3 hours. The rest of the flight was okay. We were reimbursed by Hawaiian Airlines for only $50. Not too generous

Arrived at the gate with no seats assigned. Was told by gate agent the flight was full and we would not be on it. I asked the gate agent how could I be sold tickets when the flight was full. She replied, “Thats just how they do it.” I was able to get seats once I arrived at the gate. The flight itself was great. I’ll never purchase tickets without seat assignments from kayak or anyone again. Shame on kayak or Hawaiian airlines or all of you.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

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!

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