OAK

$124 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 4/15. 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
$288
Southwest
Thu 1/15Thu 1/22
KOA - OAK • 1 stop
Cheapest one-way
$124
Typical prices: $174-$348
Alaska Airlines
Wed 4/15
KOA - OAK • 1 stop
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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

Thu, Jan 15 - Thu, Jan 22
Southwest Logo
6:00 am - 4:20 pm
KOA
-
OAK
8h 20m1 stop
Southwest Logo
12:35 pm - 6:10 pm
OAK
-
KOA
7h 35m1 stop
$288Southwest
Thu, Jan 15 - Thu, Jan 22
Southwest Logo
6:00 am - 4:20 pm
KOA
-
OAK
8h 20m1 stop
Southwest Logo
6:25 am - 6:10 pm
OAK
-
KOA
13h 45m2 stops
$298Southwest
Wed, Jan 21 - Thu, Jan 22
Alaska Airlines Logo
9:54 am - 7:33 pm
KOA
-
OAK
7h 39m1 stop
Alaska Airlines Logo
7:00 am - 2:14 pm
OAK
-
KOA
9h 14m1 stop
$308Alaska Airlines
Wed, Jan 21 - Thu, Jan 22
Alaska Airlines Logo
9:54 am - 7:33 pm
KOA
-
OAK
7h 39m1 stop
Alaska Airlines Logo
7:00 am - 12:54 pm
OAK
-
KOA
7h 54m1 stop
$319Alaska Airlines
Thu, Jan 15 - Mon, Jan 19
Multiple Airlines Logo
12:09 pm - 10:10 pm
ITO
-
OAK
8h 01m1 stop
Multiple Airlines Logo
8:10 am - 5:45 pm
OAK
-
ITO
11h 35m2 stops
$381Multiple Airlines
Thu, Jan 15 - Thu, Jan 22
Delta Logo
8:45 pm - 11:57 am
KOA
-
OAK
13h 12m2 stops
Delta Logo
5:55 am - 6:30 pm
OAK
-
KOA
14h 35m2 stops
$385Delta
Wed, Jan 21 - Thu, Jan 22
Multiple Airlines Logo
9:54 am - 7:33 pm
KOA
-
OAK
7h 39m1 stop
Multiple Airlines Logo
5:17 pm - 10:44 am
OAK
-
KOA
19h 27m2 stops
$387Multiple Airlines
Wed, Jan 21 - Thu, Jan 22
Multiple Airlines Logo
9:54 am - 7:33 pm
KOA
-
OAK
7h 39m1 stop
Multiple Airlines Logo
8:10 am - 9:30 pm
OAK
-
KOA
15h 20m2 stops
$392Multiple Airlines
Tue, Mar 24 - Sun, Mar 29
Delta Logo
7:40 pm - 11:55 am
KOA
-
OAK
13h 15m1 stop
Delta Logo
5:55 am - 6:38 pm
OAK
-
KOA
15h 43m2 stops
$410Delta
Mon, Jan 12 - Mon, Jan 19
Hawaiian Airlines Logo
9:10 pm - 11:03 am
KOA
-
OAK
11h 53m1 stop
Hawaiian Airlines Logo
7:00 am - 2:14 pm
OAK
-
KOA
9h 14m1 stop
$413Hawaiian Airlines
Useful Info

Good to know

Low seasonNovember
Cheapest flight$124
Best time to beat the crowds but there is an average 21% increase in price.
Most popular time to fly and prices are also 2% 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 11479 reviews
7.8Comfort
7.1Food
7.0Entertainment
8.1Boarding
8.5Crew
Airline reviews

I don’t think Alaska coordinates with Kayak. I did not get a “check-in” email inviting me to check in 24 hours in advance. Had to wait 20+ minutes to get a wheel chair.

8.0 ExcellentAnonymous, Dec 2025
JFK - SFO
Read more Alaska Airlines reviews

I don’t think Alaska coordinates with Kayak. I did not get a “check-in” email inviting me to check in 24 hours in advance. Had to wait 20+ minutes to get a wheel chair.

The plane was delayed which was annoying. No seat back screens is a bummer. Staff if great

Poor, the last leg of our trip was cancelled and we didn't know about it until we arrived at the airport. Another flight on the same airline was not available until three days later which would have ruined our vacation. Luckily we were able to get re-blooked on another airline after spending hours at the airport.

I wish you would have just canceled the Saturday flight from sea to rdd on Dec 13. the diversion cost me more time and money than if I had just rebooked to Sacramento. It was a huge headache and cost.

I liked that I made it onto the flight rather than “missing” the connection. We left PDX early in the morning along with half of Portland arriving at about the same time as we did- 2 hours prior to our flight leaving. The layover was for less than an hour and we were concerned that we would not make the connection, but as it turns out, the flight leaving LAX was even more delayed in departure due to needing some maintenance repair for the a/c of the plane. As for the food- it seems not so very nice that you are not feeding people and offering complementary alcohol on the international flights any more.

I was standing in line to use the restroom. A First Class passenger wanted to use the restroom after me, but Jaques made me wait on Flight 3418 from BOI to SJC on December 12, 2025. I felt this was inappropriate and rude.

The flight was fine. The connecting flight was a nightmare. Gate change without text or email notification was super frustrating and I ended up missing my connecting flight. Return flight was delayed and had I not quadruple checked flight time, gate and refreshed the Alaska Airlines app every 5 minutes, I would have taken a flight that would not arrive in time for my connecting flight. Ended up flying Delta home.

The flight was delayed so we didn’t get into San Diego until almost 1 AM. Otherwise, it was lovely.

1. Denial of Basic Needs (SEA): Upon arrival in Seattle, the wheelchair attendant refused my urgent request to use the restroom, insisting on scanning documents first. She eventually took me to a restroom but then abandoned me and my autistic son at an unstaffed, deserted gate for over four hours. When I called the accommodation line for help, I was told to "get someone's attention," which was impossible. My son, traumatized by the prospect of me yelling for help, was forced to wander the terminal to find assistance. 2. Revocation of Accommodations & Threats: At the gate, an agent stated I had no accommodations on file, despite my previous leg having them. When I showed the app (where my bulkhead seat was erased and replaced with Row 14), he denied the evidence. When I attempted to advocate for my immobilized leg, he threatened to "yank me from the flight" if I said one more word. He coerced me into agreeing that I was "asking for accommodations for the first time" before he would allow assistance, effectively forcing me to falsify the situation under duress. I complied only out of fear of being stranded in a strange city. 3. On-Board Negligence and Injury: Because my bulkhead seat was revoked, I was forced into Row 14. With my leg immobilized and unable to bend, it extended into the aisle. During boarding and the flight: 16 different passengers tripped over my injured leg. 6 rolled luggage bags were pulled over my injured leg. The Flight Attendant (FA) was one of the people who tripped and drove luggage over me. I reported the issue to the FA after 10 trips and 3 luggage impacts. He ignored me. He only addressed me later to ask me to move my immobilized leg for beverage service. I informed him again: "16 people have tripped, 6 luggage runovers, I cannot bend it." He provided no medical aid and no incident report. 4. Resolution and Trauma: Eventually, a different employee noticed my distress and my original paper boarding pass showing the correct bulkhead assignment. He asked me to move up. I broke down in tears, terrified that moving would cause the gate agent to remove me from the plane as threatened. We were eventually moved to the bulkhead, but the damage was done. My autistic son was traumatized by watching his mother be trampled and threatened. 5. Post-Flight: I called to report these injuries, but was disconnected after a 45-minute hold. I require a formal record of this injury and these violations.

The food selections were not good, and entertainment was non existent.

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.

It was a perfect flight in all aspects! Both legs!

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