OAK

$154 Find Cheap Flights from The Big Island to Oakland - Compare and Save

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 9/22. 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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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, Sep 10 - Thu, Sep 17
Southwest Logo
8:45 pm - 11:20 am
ITO
-
OAK
11h 35m
1 stop
Southwest Logo
6:05 am - 12:35 pm
OAK
-
ITO
9h 30m
1 stop
$316Southwest
Thu, Sep 10 - Thu, Sep 17
Southwest Logo
8:45 pm - 10:25 am
ITO
-
OAK
10h 40m
2 stops
Southwest Logo
6:05 am - 12:35 pm
OAK
-
ITO
9h 30m
1 stop
$362Southwest
Tue, Nov 3 - Wed, Nov 4
Alaska Airlines Logo
9:19 am - 9:13 pm
KOA
-
OAK
9h 54m
1 stop
Alaska Airlines Logo
8:40 am - 1:36 pm
OAK
-
KOA
6h 56m
1 stop
$370Alaska Airlines
Thu, Aug 20 - Wed, Aug 26
Alaska Airlines Logo
6:00 am - 8:30 pm
KOA
-
OAK
11h 30m
1 stop
Alaska Airlines Logo
7:00 am - 2:39 pm
OAK
-
KOA
10h 39m
1 stop
$375Alaska Airlines
Thu, Aug 20 - Wed, Aug 26
Alaska Airlines Logo
6:00 am - 8:30 pm
KOA
-
OAK
11h 30m
1 stop
Alaska Airlines Logo
7:00 am - 2:39 pm
OAK
-
KOA
10h 39m
1 stop
$376Alaska Airlines
Tue, Nov 3 - Wed, Nov 4
Alaska Airlines Logo
9:19 am - 9:13 pm
KOA
-
OAK
9h 54m
1 stop
Alaska Airlines Logo
8:40 am - 1:36 pm
OAK
-
KOA
6h 56m
1 stop
$382Alaska Airlines
Wed, Oct 7 - Wed, Oct 28
Alaska Airlines Logo
7:35 am - 8:35 pm
ITO
-
OAK
10h 00m
1 stop
Alaska Airlines Logo
7:00 am - 6:17 pm
OAK
-
ITO
14h 17m
1 stop
$387Alaska Airlines
Wed, Oct 7 - Wed, Oct 28
Southwest Logo
6:55 pm - 8:35 am
ITO
-
OAK
10h 40m
2 stops
Southwest Logo
11:25 am - 6:10 pm
OAK
-
ITO
9h 45m
1 stop
$397Southwest
Fri, Aug 14 - Sun, Aug 16
Multiple Airlines Logo
9:19 pm - 9:26 am
KOA
-
OAK
9h 07m
1 stop
Multiple Airlines Logo
7:00 am - 4:28 pm
OAK
-
KOA
12h 28m
1 stop
$417Multiple Airlines
Thu, Aug 20 - Wed, Aug 26
Southwest Logo
10:00 am - 11:20 pm
KOA
-
OAK
10h 20m
2 stops
Southwest Logo
11:25 am - 9:25 pm
OAK
-
KOA
13h 00m
1 stop
$419Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$154
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 12% 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 airlines flying 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.
7.9
Alaska AirlinesOverall score based on 12606 reviews
8.1Boarding
7.0Entertainment
8.5Crew
7.1Food
7.8Comfort
Airline reviews

Part of the first class package is luggage. We checked our luggage in easily but our luggage should be one of the first bags off when we land. On both flights this was not the case. The lounge in Kauai is awful. Food and drinks were excellent on the flight. Service was attentive. On the flight over we arrived 45 minutes early. Like last time the same thing happened in a previous flight. The problem both times was waiting in the plane for 30 minutes so that a spot to unload could open.

6.0 GoodTom, Jun 2026
LIH - OAK
Read more Alaska Airlines reviews

Part of the first class package is luggage. We checked our luggage in easily but our luggage should be one of the first bags off when we land. On both flights this was not the case. The lounge in Kauai is awful. Food and drinks were excellent on the flight. Service was attentive. On the flight over we arrived 45 minutes early. Like last time the same thing happened in a previous flight. The problem both times was waiting in the plane for 30 minutes so that a spot to unload could open.

Great trip. No complaints. Impressed with the crew’s response to various challenges pre-boarding.

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.

I would like if it had happened already. I'm still waiting for it.

Everything except for the lack of a choice of the snack provided was great.

I was in the middle seat in the last row but that wasn’t their fault. It is why I rated the flight as mediocre, also the landing was a little rough. The good was really good. The self service luggage belt at SEATAC stopped working right when I reached it. I was literally placing my bag on the small belt when the main belt stopped. I understand that it wasn’t just Alaska but the entire side of the terminal. It took the agents about 20 minutes to arrive at a game plan and it certainly wasn’t flawless but they arranged for our luggage to be taken to the plane the old fashioned way by hand. Understandably, the plane was late in leaving. The flight took the proper amount of time and instead of arriving at OAK at 1:45, we got there at 2:30. I took my time getting to baggage claim because I knew it would be late if it was there at all. Sure enough it wasn’t but there was an agent there to greet me and inform me about my luggage. Long story longer, they delivered my luggage to where I was staying which was an hour away from the airport. Alaska has instituted a delivery type tracking system through my email that kept me informed of where my luggage was the whole time. WELL DONE!!

Cramped, crowded aircraft. Poorly organized boarding. Tasteless crackers to eat. 40 minutes late. A standard US air travel experience.

Lots of turbulence in last 45 minutes, but captain kept us very well informed, which was a big help to a nervous flyer.

Smooth and quick, no wait and no hassle. Everything was on time and even the pretzels were good. Thank you!

The staff was friendly. The flight was fine and the food service was fine. We found the Seattle Airport to be very confusing. And not user friendly. Not enough directional signs -- it was hard to figure out where to go. As we entered the line to get to where they checked our ID before we went through the bag check, the staff member wanted us to get out of the line to walk for much longer to get to that area. It was nuts. One of our party spoke up and insisted that we stay where we were. She let us proceed.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

Boarding was easy. The seats are small and fairly uncomfortable

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.

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

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

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

Fine, but how to board on SW versus othrr airlines, is just lame. Goood staff though and all was solid otherwise.

Everything went well, but the flight was delayed multiple times. The delays were only minutes, but it was without information on why it was delayed.

Multiple delays, poor communication of information and a 4 hour delay with multiple gate changes ...

No problems with the flight, my issue is with the terminal at SAN airport. I’ve never seen a dirtier, worse equipped terminal. No power plugs worked, but you could of course buy a fuel rod battery from the kiosk (seemingly the only thing that worked).

Everything you need to know for your flight to Oakland

Information on the airport you'll fly into in Oakland