OAK

$147 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 5/21. 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 Oakland

Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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

Mon, May 4 - Tue, May 12
Multiple Airlines Logo
8:00 am - 10:32 pm
KOA
-
OAK
11h 32m
1 stop
Multiple Airlines Logo
7:09 am - 1:44 pm
OAK
-
KOA
9h 35m
1 stop
$254Multiple Airlines
Thu, May 7 - Mon, May 11
Multiple Airlines Logo
1:16 pm - 10:17 am
KOA
-
OAK
18h 01m
1 stop
Multiple Airlines Logo
7:09 am - 3:21 pm
OAK
-
KOA
11h 12m
1 stop
$281Multiple Airlines
Mon, May 4 - Tue, May 12
Multiple Airlines Logo
6:41 pm - 6:39 pm
KOA
-
OAK
20h 58m
2 stops
Multiple Airlines Logo
7:09 am - 1:44 pm
OAK
-
KOA
9h 35m
1 stop
$309Multiple Airlines
Tue, Apr 7 - Tue, Apr 14
Alaska Airlines Logo
8:00 am - 8:30 pm
KOA
-
OAK
9h 30m
1 stop
Alaska Airlines Logo
9:10 am - 5:52 pm
OAK
-
KOA
11h 42m
1 stop
$313Alaska Airlines
Thu, May 7 - Mon, May 11
Multiple Airlines Logo
1:44 pm - 10:17 am
KOA
-
OAK
17h 33m
2 stops
Multiple Airlines Logo
7:09 am - 3:21 pm
OAK
-
KOA
11h 12m
1 stop
$336Multiple Airlines
Thu, May 7 - Sun, May 10
Multiple Airlines Logo
1:16 pm - 10:17 am
KOA
-
OAK
18h 01m
1 stop
Multiple Airlines Logo
7:09 am - 3:21 pm
OAK
-
KOA
11h 12m
1 stop
$345Multiple Airlines
Tue, Mar 10 - Wed, Mar 11
Alaska Airlines Logo
6:00 am - 8:37 pm
KOA
-
OAK
11h 37m
1 stop
Alaska Airlines Logo
7:00 am - 4:07 pm
OAK
-
KOA
12h 07m
1 stop
$353Alaska Airlines
Mon, May 4 - Tue, May 12
Multiple Airlines Logo
6:41 pm - 8:53 am
KOA
-
OAK
11h 12m
2 stops
Multiple Airlines Logo
6:46 am - 7:52 pm
OAK
-
KOA
16h 06m
2 stops
$378Multiple Airlines
Wed, Apr 22 - Wed, Apr 29
Southwest Logo
6:00 am - 8:10 pm
ITO
-
OAK
11h 10m
1 stop
Southwest Logo
1:40 pm - 6:10 pm
OAK
-
ITO
7h 30m
1 stop
$417Southwest
Fri, Apr 3 - Tue, Apr 7
Alaska Airlines Logo
1:19 pm - 9:03 am
KOA
-
OAK
16h 44m
1 stop
Alaska Airlines Logo
8:10 pm - 10:59 am
OAK
-
KOA
17h 49m
1 stop
$444Alaska Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$147
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly and prices are also 4% 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 11937 reviews
8.5Crew
8.1Boarding
7.1Food
7.8Comfort
7.0Entertainment
Airline reviews

The boarding process could be clearer, there's never a call for group f

8.0 ExcellentCarlos, Feb 2026
JFK - SAN
Read more Alaska Airlines reviews

The boarding process could be clearer, there's never a call for group f

I bought tickets MONTHS ago for a flight that left SAN at 14:30. That is what it says on our tickets. I was never notified of any time changes. During online check-in. I discovered the flight time had been changed to 15:45. This was unacceptable and had I been notified, I would have changed flights, or airlines. That departure time was unworkable with our plans. We called Alaska and asked for an explanation. They said flight time was changed 11/08/25. No proof of notification could be offered. We asked to be moved to an earlier flight. After much pleading, the rep said she would allow a “one time exception..” While I appreciate being moved, this was YOUR fault Alaska Airlines.

Representatives both at the gate and on the plane have zero interest in helping you! It’s really unfortunate…

The planes were in very nice condition. Comfortable enough leg room. I had a very quick connection on my return home I made it just fine and so did my luggage!!

We left late; had to land in Minneapolis unscheduled to refuel and then landed in interior instead of lax at 2am......

I was in economy class and there was plenty of leg room. New interior which was nice and they served various kinds of chips and sodas on the red eye. You couldn't get a bottle of water but they instead served it in a medium paper cup from a reinforced structured paper container, environmental friendly.

good, no complaints but nothing to rave about. It was fine

I love Alaska! We arrived on the later side without seat assignments only to find the had oversold the flight by 1. The attendants worked extra hard to find a way for our party of 7 to stay together and we made it on the flight! Loved the free WiFi also!

I paid for the WiFi and it didn’t work during the whole flight

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.

The charges were ridiculous for an hour flight and the turbulence was very scary.

3 hour delay. Had to change plans and was still delayed.

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!

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