OAK

$142 Find Cheap Flights from The Big Island to Oakland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Oakland departing on 3/2. 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
$316
Overall average: $614
Multiple Airlines
Tue 4/21Wed 4/22
ITO - OAK • 1 stop
Cheapest one-way
$142
Typical prices: $157-$224
Delta
Mon 3/2
KOA - OAK • 1 stop
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We hope you love your trip to Oakland!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from The Big Island to Oakland

 
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 Oakland 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 Oakland

Tue, Apr 21 - Wed, Apr 22
Multiple Airlines Logo
8:23 am - 8:00 pm
ITO
-
OAK
8h 37m1 stop
Multiple Airlines Logo
7:00 am - 5:39 pm
OAK
-
ITO
13h 39m2 stops
$316Multiple Airlines
Sun, Feb 1 - Fri, Feb 6
Multiple Airlines Logo
9:00 pm - 10:10 pm
ITO
-
OAK
23h 10m1 stop
Multiple Airlines Logo
11:43 am - 10:34 pm
OAK
-
ITO
12h 51m2 stops
$353Multiple Airlines
Tue, Apr 21 - Wed, Apr 22
Multiple Airlines Logo
8:23 am - 8:00 pm
ITO
-
OAK
8h 37m1 stop
Multiple Airlines Logo
7:00 am - 5:39 pm
OAK
-
ITO
13h 39m2 stops
$361Multiple Airlines
Wed, Apr 8 - Sat, Apr 11
Multiple Airlines Logo
8:00 am - 8:30 pm
KOA
-
OAK
9h 30m1 stop
Multiple Airlines Logo
8:10 pm - 10:59 am
OAK
-
KOA
17h 49m1 stop
$365Multiple Airlines
Thu, Jan 29 - Sat, Feb 28
Delta Logo
9:30 pm - 4:14 pm
KOA
-
OAK
16h 44m2 stops
Delta Logo
5:55 am - 7:39 pm
OAK
-
KOA
15h 44m2 stops
$408Delta
Thu, Jan 29 - Sat, Feb 28
Southwest Logo
6:00 am - 4:20 pm
KOA
-
OAK
8h 20m1 stop
Southwest Logo
12:35 pm - 9:20 pm
OAK
-
KOA
10h 45m1 stop
$418Southwest
Thu, Jan 29 - Sat, Feb 28
Southwest Logo
6:00 am - 6:05 pm
KOA
-
OAK
10h 05m2 stops
Southwest Logo
12:35 pm - 6:10 pm
OAK
-
KOA
7h 35m1 stop
$428Southwest
Mon, Feb 23 - Fri, Mar 20
Delta Logo
10:55 pm - 4:12 pm
KOA
-
OAK
15h 17m2 stops
Delta Logo
5:55 am - 6:38 pm
OAK
-
KOA
15h 43m2 stops
$435Delta
Tue, Apr 21 - Wed, Apr 22
Alaska Airlines Logo
8:23 am - 8:00 pm
ITO
-
OAK
8h 37m1 stop
Alaska Airlines Logo
10:10 am - 5:28 pm
OAK
-
ITO
10h 18m1 stop
$438Alaska Airlines
Tue, Apr 21 - Wed, Apr 22
Alaska Airlines Logo
8:23 am - 8:00 pm
ITO
-
OAK
8h 37m1 stop
Alaska Airlines Logo
10:10 am - 4:14 pm
OAK
-
ITO
9h 04m1 stop
$450Alaska Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$142
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Kailua-Kona to Oakland

FAQs for booking flights from The Big Island to Oakland

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

    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 Oakland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Oakland 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 Oakland?

    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 Oakland 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 Oakland?

    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 Oakland 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 Oakland

 
Need help choosing which airline to fly with from The Big Island to Oakland? 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 11686 reviews
8.1Boarding
7.8Comfort
8.5Crew
7.0Entertainment
7.1Food
Airline reviews

we waited for 50 minutes to check a bag and missed a flight. do better.

2.0 MediocreJoshua, Jan 2026
PDX - SAN
Read more Alaska Airlines reviews

we waited for 50 minutes to check a bag and missed a flight. do better.

The flight crew was very professional and pleasant. Our flight was delayed 3 hours, but Kayak informed me in advance

I really hate the seat assignment at the gate. I understand it is so families can sit together but it caused me and others a lot of unnecessary stress and confusion, enough for me to not fly Alaska again. The app is so awful that it did not even update my seat assignment on the boarding pass but sent me a notification of my seat... it showed in Apple Wallet but not in the Alaska app itself. That only made the stress worse. I think most people like myself prefer to know where they are seated at check in 24 hours before so they don't have to anxiously hang out at the gate the entire time. This is not a good use of your agents time either to be dealing with all of us asking where we are sitting. You should automatically assign the multiple seat purchases to be together before they check in and fill us solo travelers in those gaps as we check in.

Alaska Airlines have beautiful new airplanes that have comfortable seats but tight for a tall person like myself. They do provide upgrades to flyers but at a $140 cost. My flight went smooth and prompt as well as without a hitch. The flight crew were warm and friendly as well as very attentive. I'd recommend this airline over Frontier airlines any day.

Did not have In flight service on my round trip due to turbulence. I did not partake in In flight entertainment. Flight descending into LAX was very turbulent. It would have been nice if the pilot communicated with us during that rough descent into LAX to ease the minds of some of us more nervous flyers.

Before I even boarded this old white man , a fat Samoan lady, and a short brown guy were at the desk. They asked if we could have 15 volunteers to get free checked bags cause it was a full flight. I waited in line, I got up to the short brown guy and he asked for my boarding pass and I showed him, he said that he can’t check my bag because I wasn’t given a seat yet. So he had me go to the next line with the old white guy, but before I switched lines I asked him, well if I go to that line, will I be able to check my bag so I waited in line and he said yeah, it doesn’t matter , I’m good. So I switch lines and wait in the line of the old white man, with every guest before me he was very sweet , making small talk, smiling and had great eye contact( all of the people he was talking to was white) I come up and he doesn’t look at me , then says I’ll be right with you, I wait for him to initiate and when he does he’s like what’s up? I was like the man next to you told me I needed to get checked in before I can check my bag. He’s like what’s your last name and I say Valenzuela , and he said we’re not there yet, all while not smiling, no eye contact like he was with the other guests. He said we’re will call you when I get to you. So I go sit down and I’m sitting down for less than a minute and he calls me and someone else. I go up and say Valenzuela and he’s like who are you and I’m like Valenzuela , he’s like hmm and says don’t go anywhere and calls someone else. I finally get my seat and I go back to the short brown man and ask if I can check my bag and he said there isn’t any room available and I was like? Wait you told me and then the fat Samoan lady said yeah we don’t need anymore bags thank you. I was dumbfounded and just walked away. So rude. Terrible experience and terrible communication on their end.

The ticket I purchased through Kayak did not show up in my Alaska Airlines app, and neither of the codes given to me worked for online check in. I've never had to show up to the airport at 6am wondering if I've been scammed. Cheap flight fare or whatever does not play well with airlines and I will be wary of using Kayak in the future.

Boarding passes could not be received online, even after online check-in. While they appeared on the Alaska.com app, they did not transfer to inbox or messages and were not available at all on the Alaska.com app following the check-in process. There was no choice other than to get boarding passes at the airport counter.

I know airlines have to save money, but a little more legroom would be nice. I’m a small person and I just felt cramped after a few hours. However, I loved everything else! Free Alaska Airlines wifi, free movies, yummy snacks, and the crew was so helpful and accommodating!

I love the flight ✈️ Hawaiian Airlines. All stuffs are fantastic members ♡ sweet hearts and families warm welcome 🙏 I have milage of Hawaiian Airlines members so get points .also I booked kayak agent got cheap price ! I satisfied flight with Hawaiian Airlines ♡ thank you

The flight crew was extremely rude and especially not helpful when our flight was delayed.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Connecting flight is on time and boarding was a breeze!

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

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.

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.

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!

The crew was EXTREMELY helpful And sweet and the flight was smooth!

Flying with Hawaiian Airlines is a treat! They have the best crew, food and drinks! I’ve always enjoyed flying with Hawaiian Airlines and will continue to use them!

Amazing all female crew, including the pilot. Great flight attendants and smooth trip. Food was good. Boarding the plane from back to front would have made things significantly smoother. Took forever to wait for people to clear the alley. A little extra leg room would be nice also. Please thank your flight crew!

We decided to take our mom on vacation but we were worried how well she will do on the flight, she's a senior and required special accommodations such as transport chair since she can't stand for long periods. To our surprise my whole family was given priority boarding, my mom was given chair, we were not standing in line and were given seats in good area next to our mom. A+ experience!

First class ticket. They ran out of food and I sat hungry watching the others eat

I like that you have eliminated plastic cups, bottles and straws. The crew was conscientious about separating the used paper cups from the trash. This change to paper is a great move and makes me want to choose Alaska when I fly.

Attendants seemed un-engaged and indifferent when asked for assistance.

Everything you need to know for your flight to Oakland

Information on the airport you'll fly into in Oakland