OAK

$183 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 5/20. 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

Thu, Apr 23 - Mon, Apr 27
Alaska Airlines Logo
9:21 am - 7:14 pm
KOA
-
OAK
6h 53m
1 stop
Alaska Airlines Logo
7:09 am - 1:44 pm
OAK
-
KOA
9h 35m
1 stop
$367Alaska Airlines
Tue, May 5 - Wed, May 6
Alaska Airlines Logo
9:21 am - 7:14 pm
KOA
-
OAK
6h 53m
1 stop
Alaska Airlines Logo
7:09 am - 11:49 am
OAK
-
KOA
7h 40m
1 stop
$393Alaska Airlines
Tue, Apr 28 - Fri, May 1
Southwest Logo
6:55 pm - 9:55 am
ITO
-
OAK
12h 00m
2 stops
Southwest Logo
1:40 pm - 9:45 pm
OAK
-
ITO
11h 05m
1 stop
$402Southwest
Mon, Apr 27 - Mon, May 4
Multiple Airlines Logo
1:16 pm - 2:38 pm
KOA
-
OAK
22h 22m
1 stop
Multiple Airlines Logo
7:09 am - 3:21 pm
OAK
-
KOA
11h 12m
1 stop
$405Multiple Airlines
Tue, May 5 - Wed, May 6
Multiple Airlines Logo
9:21 am - 7:14 pm
KOA
-
OAK
6h 53m
1 stop
Multiple Airlines Logo
6:46 am - 9:36 am
OAK
-
KOA
29h 50m
2 stops
$407Multiple Airlines
Mon, Apr 27 - Mon, May 4
Southwest Logo
10:00 am - 11:55 pm
KOA
-
OAK
10h 55m
2 stops
Southwest Logo
6:05 am - 2:15 pm
OAK
-
KOA
11h 10m
2 stops
$409Southwest
Tue, May 5 - Wed, May 6
Multiple Airlines Logo
9:21 am - 7:14 pm
KOA
-
OAK
6h 53m
1 stop
Multiple Airlines Logo
6:46 am - 9:36 am
OAK
-
KOA
29h 50m
2 stops
$413Multiple Airlines
Mon, Apr 27 - Mon, May 4
Southwest Logo
10:00 am - 11:55 pm
KOA
-
OAK
10h 55m
2 stops
Southwest Logo
1:40 pm - 6:05 pm
OAK
-
KOA
7h 25m
1 stop
$421Southwest
Tue, Apr 28 - Fri, May 1
Southwest Logo
6:00 am - 8:10 pm
ITO
-
OAK
11h 10m
1 stop
Southwest Logo
1:40 pm - 9:45 pm
OAK
-
ITO
11h 05m
1 stop
$432Southwest
Wed, May 20 - Mon, May 25
Alaska Airlines Logo
1:51 pm - 9:15 pm
KOA
-
OAK
28h 24m
1 stop
Alaska Airlines Logo
10:05 am - 5:54 pm
OAK
-
KOA
10h 49m
1 stop
$441Alaska Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$183
Best time to beat the crowds but there is an average 6% 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.
8.0
SouthwestOverall score based on 4342 reviews
8.1Boarding
8.0Comfort
7.5Entertainment
7.0Food
8.6Crew
Airline reviews

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

4.0 Okaysangeetha, Apr 2026
AUS - SJC
Read more Southwest reviews

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

Mediocre. Boarding is now unpleasant. The employees, once friendly and nice, are now regularly speaking sternly to passengers, badgering them to do things right so they can take off on time and gate check bags because they don't have enough overhead bin space. The pretzel snack was crushed flat and broken into even smaller pieces, which happens frequently lately. Drink service was suspended before they reached my row.

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.

No issues and clear sailing. What a preferred to have sat in one of empty seats other than my assigned seat that would be my only complaint if it was to complain.

Perpetually delayed, flight out was delayed almost 2 hours, flight home was delayed an hour and a half. On the way back no refreshments as an option, yet they gave it out to 1st class. No apology or notice of the delay going out both ways. Seats are nice feature wise, but the adjustable headrests don't stay up anymore. Feels more like a budget airline

The ticketing counter in SD was a mess. The lady handling the First-Class check-in seemed overwhelmed until a supervisor replaced her. It took almost 20 minutes to get once couple checked in, and then she started walking around the counters while 7 people just stood in line. Once her supervisor arrived, she announced she was going on break, never to engage with customers again.

It was a bumpy flight but the crew was very attentive and made it a safe and enjoyable experience.

Fine for a short flight. All went well. Snacks are lacking and I couldn’t hook up to wifi through the app, but it was fine.

Aircraft was freezing, cold air blowing on me the entire time and the individual fans were turned off.

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.

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!

Everything you need to know for your flight to Oakland

Information on the airport you'll fly into in Oakland