OAK

$188 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 8/19. 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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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

man., nov. 9 - ons., nov. 11
Alaska Airlines Logo
11:31 am - 8:09 pm
KOA
-
OAK
6h 38m
1 stop
Alaska Airlines Logo
8:10 am - 6:16 pm
OAK
-
KOA
12h 06m
1 stop
$375Alaska Airlines
tir., sep. 1 - søn., sep. 6
Southwest Logo
7:05 pm - 5:30 am
KOA
-
OAK
7h 25m
1 stop
Southwest Logo
6:25 am - 12:40 pm
OAK
-
KOA
9h 15m
1 stop
$384Southwest
man., sep. 28 - tir., okt. 20
Southwest Logo
8:35 pm - 10:10 am
KOA
-
OAK
10h 35m
2 stops
Southwest Logo
11:25 am - 9:25 pm
OAK
-
KOA
13h 00m
1 stop
$385Southwest
tir., sep. 1 - søn., sep. 6
Southwest Logo
7:05 pm - 5:30 am
KOA
-
OAK
7h 25m
1 stop
Southwest Logo
8:35 pm - 12:25 pm
OAK
-
KOA
18h 50m
2 stops
$387Southwest
tir., okt. 13 - ons., okt. 14
Alaska Airlines Logo
9:26 am - 8:35 pm
ITO
-
OAK
8h 09m
1 stop
Alaska Airlines Logo
8:35 am - 2:27 pm
OAK
-
ITO
8h 52m
1 stop
$397Alaska Airlines
tir., juli 28 - tir., sep. 1
Southwest Logo
3:35 pm - 5:35 am
KOA
-
OAK
11h 00m
1 stop
Southwest Logo
11:25 am - 6:05 pm
OAK
-
KOA
9h 40m
1 stop
$401Southwest
ons., sep. 2 - søn., sep. 6
Alaska Airlines Logo
9:48 am - 8:30 pm
KOA
-
OAK
7h 42m
1 stop
Alaska Airlines Logo
8:30 am - 1:19 pm
OAK
-
KOA
7h 49m
1 stop
$402Alaska Airlines
tir., sep. 1 - søn., sep. 6
Alaska Airlines Logo
7:35 am - 8:30 pm
ITO
-
OAK
9h 55m
1 stop
Alaska Airlines Logo
8:30 am - 1:14 pm
OAK
-
ITO
7h 44m
1 stop
$408Alaska Airlines
tir., juli 28 - tir., sep. 1
Southwest Logo
8:25 pm - 9:35 am
KOA
-
OAK
10h 10m
2 stops
Southwest Logo
11:25 am - 9:25 pm
OAK
-
KOA
13h 00m
1 stop
$411Southwest
tor., aug. 27 - lør., aug. 29
Multiple Airlines Logo
9:26 am - 8:30 pm
ITO
-
OAK
8h 04m
1 stop
Multiple Airlines Logo
8:04 am - 5:26 pm
OAK
-
ITO
12h 22m
2 stops
$442Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$188
Best time to beat the crowds but there is an average 9% 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 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.
8.0
SouthwestOverall score based on 4256 reviews
8.0Comfort
8.1Boarding
7.5Entertainment
8.6Crew
7.0Food
Airline reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

4.0 OkayAnonymous, May 2026
MDW - LAX
Read more Southwest reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

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

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

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

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

Boarding was easy. The seats are small and fairly uncomfortable

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

Wish there were more complimentary drinks available - only had water and apple juice. Also - no snacks were provided during the flight, but we were offered some items as we exited the plane.

My boarding passes were pulled from my Apple wallet and my 3 family members who were all sitting together in the same row all got put middle seats and were one of the last to board and barely were able to get our bags in the luggage bins.

Everything went smoothly from the transfer from Orlando to a quick board. Flight was not full and we were able to get underway a little early. My only critique is that in Orlando, they offered active duty service members and veterans to board ahead of their zones in the initial boarding process. They did not offer to veterans in San Diego. Both flights were comfortable

Terrible experience with an extremely obese passenger seated directly behind me - who snored and gagged so loudly, even throughout takeoff, that no one within ten rows could have gotten any rest even with earplugs! I get that this poor person has a serious health issue, and that Alaska (maybe) had no way to prepare in advance (though he did occupy two seats). Still there must be a way to take a six-hour flight without feeling like I'm next to a roaring grizzly bear.

It might not have been their fault, but there was a two hour delay due to weather. Then we boarded and were about to leave when they said there were more problems at the destination, took us back to the gate where we had to fully deplane. But then five minutes later, they said everything was fine and to get back on the plane. This was the part that pissed everybody off.

Good flight overall. Lots of bumps during flight but pilot kept searching for smooth air

I wasn’t aware that we needed to supply our own screens for entertainment

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.

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.

Everything you need to know for your flight to Oakland

Information on the airport you'll fly into in Oakland