$138 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 5/25. 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

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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to The Big Island.
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Cheap Flights from Portland to The Big Island

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kailua-Kona
Kailua-Kona1 stop$276
Hilo
Hilo1 stop$450
Kailua-Kona
Kailua-Kona1 stop$276
Hilo
Hilo1 stop$450

Book Cheap Portland to The Big Island Plane Tickets

 
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, May 26 - Tue, Jun 2
United Airlines Logo
5:15 am - 10:40 am
PDX
-
KOA
8h 25m
1 stop
United Airlines Logo
10:50 pm - 10:20 am
KOA
-
PDX
8h 30m
1 stop
$276United Airlines
Tue, May 26 - Tue, Jun 2
United Airlines Logo
7:00 am - 12:37 pm
PDX
-
KOA
8h 37m
1 stop
United Airlines Logo
10:50 pm - 10:20 am
KOA
-
PDX
8h 30m
1 stop
$286United Airlines
Tue, May 26 - Tue, Jun 2
United Airlines Logo
11:16 am - 7:47 pm
PDX
-
KOA
11h 31m
2 stops
United Airlines Logo
10:50 pm - 10:20 am
KOA
-
PDX
8h 30m
1 stop
$292United Airlines
Mon, May 25 - Wed, Jun 3
United Airlines Logo
5:15 am - 10:40 am
PDX
-
KOA
8h 25m
1 stop
United Airlines Logo
1:52 pm - 12:50 am
KOA
-
PDX
7h 58m
1 stop
$319United Airlines
Wed, Sep 2 - Wed, Sep 16
Alaska Airlines Logo
8:20 am - 3:13 pm
PDX
-
ITO
9h 53m
1 stop
Alaska Airlines Logo
7:44 pm - 6:14 am
ITO
-
PDX
7h 30m
1 stop
$450Alaska Airlines
Tue, Aug 18 - Tue, Aug 25
Multiple Airlines Logo
7:46 am - 3:13 pm
PDX
-
ITO
10h 27m
1 stop
Multiple Airlines Logo
8:45 pm - 1:10 pm
ITO
-
PDX
13h 25m
2 stops
$459Multiple Airlines
Tue, Aug 18 - Tue, Aug 25
Multiple Airlines Logo
7:46 am - 3:13 pm
PDX
-
ITO
10h 27m
1 stop
Multiple Airlines Logo
6:49 pm - 11:13 am
ITO
-
PDX
13h 24m
2 stops
$461Multiple Airlines
Sun, Sep 20 - Fri, Sep 25
Southwest Logo
7:20 am - 9:45 pm
PDX
-
ITO
17h 25m
2 stops
Southwest Logo
8:45 pm - 11:50 am
ITO
-
PDX
12h 05m
1 stop
$464Southwest
Wed, May 27 - Wed, Jun 3
Alaska Airlines Logo
8:00 am - 2:31 pm
PDX
-
ITO
9h 31m
1 stop
Alaska Airlines Logo
8:45 pm - 4:19 pm
ITO
-
PDX
16h 34m
1 stop
$477Alaska Airlines
Sun, Aug 16 - Fri, Aug 21
Southwest Logo
7:20 am - 6:10 pm
PDX
-
ITO
13h 50m
2 stops
Southwest Logo
8:45 pm - 11:50 am
ITO
-
PDX
12h 05m
1 stop
$485Southwest
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to The Big Island from Portland found in the last 72 hours was to Kailua-Kona, at $496 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 $496.

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

The average price for all round-trip flights from Portland to The Big Island depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to The Big Island is generally in the morning, when round-trip flights cost $560 on average. The most expensive time of day to fly to The Big Island is generally in the morning, which is peak travel time and where the average cost of a ticket is $560.

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 $392, 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 March, when tickets cost $128 (return) on average. On the other hand, the most expensive months are July and September, when the average cost of round-trip tickets is $378 and $288 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 Monday and avoid Saturdays if you are looking for the best rates. For your return to Portland, you’ll find the best rates on Fridays and the most expensive ones on Thursdays.

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, which saves you about 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low seasonJuly
Cheapest flight$138
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly with an average 3% increase in price.
Flight from Portland to Kailua-Kona

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.

Reviews of the 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
SouthwestOverall score based on 4314 reviews
8.6Crew
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

very nice blankets and comfortable seats. great service. Great flights.

great experience just at the end, we got in early and there wasn't anyone at the gate for 30 min so we had to just sit on the tarmac

Generally Good. Outbound flight was marred by a continuously s creaming baby. Fortunately the flight was only 90 mins long it would be nice if people traveling with small childres could be centered in one part of the plane. Also, you need to adapt your servey to include a "not applicable " option for things like food and entertainment, which are not offered on shorter flights. I fily Alaska by choice as given all the cirumstances, I fel\el you do a good job.

I was seating in 26A and the children in 27A and B were kicking me non-stop. They kicked me for hours nonstop and the parents refused to get off their phones or correct them. I kindly asked multiple times and got screamed at by the mom that her son is disabled. I told her I get it, but that I matter too and she is responsible for her child. He then kicked me so hard my drink spilled. Not one crew member or other passenger said or did a thing. It was so horrible.

Birding was slow. extremely slow; please do experiments on efficient plane boarding experiences; especially regarding passengers that pass their seat number…

Pretty smooth ride!… a little tight in the back and would’ve loved to had a movie screen… couldn’t beat the price to the West Coast!

I like not much people. Could tell the kids to be quiet.

I liked everything except, I left a brand new Switch 2 on the plane and talking to anybody about it is nearly impossible. I had to fill out a form and hope they get back to me in the next 2 weeks. I really hope they contact me. I saved for that thing for over a year and my son is heart broken.

Fight attendant excellent Food very good, not great Seats were stiff and uncomfortable Flight was overall very nice. Last three flights were burdened with miserably uncomfortable seats. Hard stiff no padding.

The ground crew was very good. They communicated clearly and continued updating. The flight crew was fine. The flight crew on the March 20th flight from MCI to Portland was excellent.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Omg the disaster at the security was on another level! “Go to this end, sorry closed now, go to that end”. Ridiculous! This took over an hour! As far as the airline was concerned although I booked nearly a year ago I couldn’t get my bag tag - stand in another 15 minute line or my seat on Hawaiian Airlines- 5 more minutes! Then my TSA status was denied. Like what the heck! Makes a person not want to travel with this amount of incompetence

Fabulous if you have a portable wheelchair. They can store it in the galley and you can just walk out with it. Really nice and the flat seats are just incredible, very nice. iPads for movies, also pretty nice,

No charging outlets worked. Other than collecting trash attendants didn’t come around. No one could hear flight attendants announcements during the flight. Seat pads were horrible. Sitting on a board for 5 hours. What happened to Hawaiian airlines comfort, hospitality, and extras? Our pilots did an excellent job trying to minimize turbulence and incredible job in landing in windy conditions.

The crew at Hawaiian Airlines was fantastic. Kind and hard working. The pilots were great with giving us all the updates to make sure we were informed.

Very good. Nice plane and we sat in economy plus - bigger seats, more room. They served a meal and snacks, and the meal was an apple stuffed pancake that was very good! The snack for us was a hummus sandwich - also very good. The flight attendants were helpful and nice. They have plenty of movies and shows to watch. My only negative -- they changed our flights around and did not adjust the layovers, so we ended up with a very long and unnecessary layover in Honolulu.

Flight scheduled to take off at 5.55pm but it did not take off until 7pm due to some food delivery delay.

The crew was quite good, they came by often with drinks or to collect trash. But what wasn't nice was the flight was over weigh and several people had to be rebooked. I was questioned whether I should have a seat when I was getting to it. The in-flight entertainment kept buffering and interrupting. And the route took the airplane through high winds which caused us a longer flight

Wasn’t on the flight due to Alaska cancellation…also after all the rerouting, I was going to be on a later flight that left SFO at 7:47pm, which meant an almost 6 hour layover. That same Hawaiian flight was delayed for another 2hours.

I always love flying Hawaii and I have nothing to add

Everything was great and smooth. Given the short flight there was no entertainment but the rating does not give this option. My first flight with Hawaiian was a success all around.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

The flight crew on this leg of my trip was very friendly and pleasant. Every one of them was humorous, as well as helpful and accommodating. This group was BY FAR the best crew I’ve flown with. They deserve kudos.

Everything you need to know for your flight to The Big Island

Information on your arrival and departure airports