$183 Find Cheap Flights from Oakland to The Big Island - 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 from Oakland to The Big Island departing on 8/9. 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 The Big Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to The Big Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to The Big Island, as well as popular online travel agencies
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Cheap Flights from Oakland to The Big Island

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kailua-Kona
Kailua-Kona1 stop$341
Hilo
Hilo1 stop$346
Kailua-Kona
Kailua-Kona1 stop$341
Hilo
Hilo1 stop$346

Book Cheap Oakland to The Big Island Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to The Big Island 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 Oakland to The Big Island

Tue, Sep 22 - Tue, Sep 29
Southwest Logo
11:25 am - 6:05 pm
OAK
-
KOA
9h 40m
1 stop
Southwest Logo
7:05 pm - 5:30 am
KOA
-
OAK
7h 25m
1 stop
$341Southwest
Mon, Aug 24 - Fri, Aug 28
Southwest Logo
5:05 am - 12:35 pm
OAK
-
ITO
10h 30m
1 stop
Southwest Logo
8:45 pm - 11:05 am
ITO
-
OAK
11h 20m
1 stop
$346Southwest
Fri, Aug 21 - Mon, Aug 24
Southwest Logo
5:05 am - 12:25 pm
OAK
-
KOA
10h 20m
2 stops
Southwest Logo
7:05 pm - 5:30 am
KOA
-
OAK
7h 25m
1 stop
$347Southwest
Tue, Oct 27 - Thu, Nov 5
Southwest Logo
11:25 am - 6:05 pm
OAK
-
KOA
9h 40m
1 stop
Southwest Logo
9:30 pm - 10:10 am
KOA
-
OAK
10h 40m
2 stops
$351Southwest
Thu, Aug 20 - Thu, Aug 27
Alaska Airlines Logo
7:00 am - 1:38 pm
OAK
-
KOA
9h 38m
1 stop
Alaska Airlines Logo
6:00 am - 8:30 pm
KOA
-
OAK
11h 30m
1 stop
$352Alaska Airlines
Mon, Aug 24 - Fri, Aug 28
Southwest Logo
6:05 am - 12:35 pm
OAK
-
ITO
9h 30m
1 stop
Southwest Logo
8:45 pm - 10:10 am
ITO
-
OAK
10h 25m
2 stops
$352Southwest
Thu, Aug 6 - Thu, Aug 13
Alaska Airlines Logo
7:00 am - 2:39 pm
OAK
-
KOA
10h 39m
1 stop
Alaska Airlines Logo
6:00 am - 8:25 pm
KOA
-
OAK
11h 25m
1 stop
$354Alaska Airlines
Fri, Aug 21 - Mon, Aug 24
Southwest Logo
5:05 am - 12:25 pm
OAK
-
KOA
10h 20m
2 stops
Southwest Logo
8:35 pm - 10:10 am
KOA
-
OAK
10h 35m
2 stops
$357Southwest
Tue, Aug 11 - Tue, Aug 18
Alaska Airlines Logo
8:25 am - 9:50 pm
OAK
-
KOA
16h 25m
1 stop
Alaska Airlines Logo
8:00 am - 9:16 pm
KOA
-
OAK
10h 16m
1 stop
$365Alaska Airlines
Mon, Aug 24 - Tue, Aug 25
Multiple Airlines Logo
8:30 am - 1:14 pm
OAK
-
ITO
7h 44m
1 stop
Multiple Airlines Logo
6:49 pm - 1:13 pm
ITO
-
OAK
15h 24m
2 stops
$375Multiple Airlines
Booking Insights

KAYAK's insights & trends for Oakland to The Big Island flights

Get data-powered insights and trends into flights from Oakland to The Big Island to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Oakland to The Big Island?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $406, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Oakland to The Big Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oakland to The Big Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Oakland to The Big Island is January, when tickets cost $227 (return) on average. On the other hand, the most expensive months are May and July, when the average cost of round-trip tickets is $387 and $376 respectively.

How far in advance should I book a flight from Oakland to The Big Island?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Oakland to The Big Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Oakland to The Big Island, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonMay
Cheapest flight$183
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Oakland to Kailua-Kona

FAQs - booking The Big Island flights

  • How does KAYAK find such low prices on flights from Oakland to The Big Island?

    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 Oakland to The Big Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oakland to The Big Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Oakland to 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 Oakland to The Big Island?

    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 from Oakland to The Big Island with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oakland to The Big Island?

    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 from Oakland to 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 4 airlines serving from Oakland to The Big Island

 
See real verified KAYAK customer reviews for airlines flying from Oakland to The Big Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Oakland to The Big Island? 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 12593 reviews
8.1Boarding
7.8Comfort
7.0Entertainment
7.0Food
8.5Crew
Airline reviews

Comfortable seats, good drinks with lots of water refills, staff was kind and understanding of my disabled mother!

10.0 ExcellentSummer, May 2026
LAX - OGG
Read more Alaska Airlines reviews

Comfortable seats, good drinks with lots of water refills, staff was kind and understanding of my disabled mother!

Affirmed my disability by allowing me to board when most accessible. Very parable, helpful and friendly staff. Smooth flight overall! I always fly Alaska when possible! Thank you!

Boarding was easy and quick. Staff was very friendly. Service of snacks and drinks by staff was outstanding.

In both halves of the trip (going and returning) there were problems. Not exactly Alaska's fault, but still really difficult. Outgoing flight was canceled and rebooked twice due to a total ground stop of all Alaska's flights. This required me to change airports with minimal notice and I almost missed my flight transferring to the other airport (which was roughly an hour and a half away). On the return, the first leg was delayed by an hour, and the second leg was delayed by nearly 3 hours. This was a rough set of flights and the communication about all of these changes was minimal. Crew did their best however, so no fault there. Other thing to remember is there is no food on Alaska flights unless you pre-order. Take that into account when you choose airlines.

The setting on the loudspeaker was painful and the crew member who did the talking spoke very quickly and repetitively, with extra little jokes that were distracting and mostly unfunny. I doubt that the main messages penetrated the noise.

The Alaska app and website were not fully operational. I had to spend about 15 minutes at the counter doing things that should have been completed online. The agent was very nice and helpful, however.

Good. They checked my bag FOR FREE so I didnt have to try to hoist it up into the overhead compartment. Also, they served free beverages, which I appreciated.

From my interactions with the Oakland airport staff through TSA through the gate agents to the flight crew on Hawaiian they were just so kind professional and helpful.. the only thing I would add would be the they need more help and TSA and on the Hawaiian airlines flight it would be so much nicer for them to play beautiful Hawaiian music on the way over there.. they didn't start playing it until right before we landed..

Staff was very friendly. Flight was on time and arrived early. Flight was comfortable.

1). You should probably add the option of N/A to your list of choices. I really can't rate the food on the trip because it was a two hour flight that I mostly slept through. 2). Alaska airlines did a great job with communicating that the flight has been delayed due to fog in Seattle (safety first), and with getting us to our destination safely and smoothly. Something that is really appreciated by a person who is terrified of flying 😅

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.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Southwest Airlines is behind the times with a woefully inefficient service animal policy that leads to major inconsistency and stress for passengers and crew alike. Despite so many attempts to share feedback and request better support, they bungled it once again and provoked a panic attack in the process, with no apologies or acknowledgment that their crew was failing to adhere to their own inadequate policies. WiFi didn’t work, flight was delayed by an hour, it was about what I’ve come to expect from Southwest these days.

Flights were full but SWA still managed to get everyone loaded and depart on time. No snack or beverage service on the first leg due to turbulance. Seats were clean but very little cushioning. Reasonable amount of leg room.

Our flight to Oakland was great bc the plane was new but it was delayed by 15min not bad at all. Over all it was an 8/10

Our flight to Vegas was delayed by almost two hours - I appreciated the updates but it was a bummer of a start to a celebratory trip. The delays meant we missed our dinner reservations we made a month ago so that was disappointing. Once we got to the gate, though, the crew did all they could to make up for the lost time and to keep it efficient and enjoyable, so I appreciate their efforts!!

There was a problem that delayed boarding for more than 20 min. and once everyone was on board, the plane did not take off for another 30 min. which then made our arrival in Phoenix 1 hour late.

Our two flights from GRR to MDW and MDW to OAK were both delayed due to weather. Be sure to build in a sufficient buffer in the transfer time to account for this type of problem. SW recommends connections as short as 40 min. Don't do this. We had to change concourses in MDW, a pretty long walk, to make our connection. Rule of thumb I use when traveling on flights with multiple legs is for connections of 80 min or more, unless there is no plane change, in which case it doesn't matter.

Loved the leg room, usb charging, outlet, food, staff. The seats were very uncomfortable for some reason and made my buttocks ache and would have liked to be seated together from the time of purchasing tickets without having to pay extra.

Friendly & on Time .Need to make sure the Hana Hou magazine is in front of each seat

Boarding was efficient and everyone helped with putting luggage in the over head compartments. The crew distributed food and drinks well.

Allowing passengers to move to empty seats if flight isn't full.

Friendly crew, flight left on time and arrived early. Had problems with using in flight entertainment on my iPhone, could not get it to work, with WiFi available. Liked being able to charge my phone. Overall a good experience!

Loved free internet connectivity for email, text and web browsing. Entertainment setup was not intuitive and I didn’t bother trying to figure it out. Left on time and arrived on time. Plane was fine.extra legroom seat was a plus but seat cushiness was lacking

Overall good experience. I'm just over 6ft with long legs and legroom could be better, but is on par with other airlines. Only real negative was turbulence but that's not the airlines fault.

Our flight to Lihue was cancelled two times so after paying for baggage etc we had to go to seattle wait a couple of hours and then to Lihue. What should have been a five hour trip took over 10 with two kids and four adults, frankly it wasn't fun. The trip home was ok but seats are very cramped . I just wish we could have spoken to somebody who would understand what a hardship this was on our family vacation

The airline cancelled the flight for my wife, forcing us to leave at separate times from different airports. They did not tell her or me, or rebook her until we insisted. Luckily they did not force cancel my 80 year old mother. Also, both my mother and I upgraded our seats to get a power outlet - Alaska took the money for both of us and the entire plane did not have an outlet or any internet. The entertainment was about twelve bad movies, only streamable from your own device.

I received an email within 24hrs that was overlooked, that notified me of my flight cancellation. When I arrived at the airport they didn’t have a seat for me on the flight that they shifted passengers in. I was delayed back and rerouted to another airport. Although the delay was an hour, it had impacts on my arrival, transformation, immediate plans. I’ve used Kayak multiple times for many flights, however, this experience gives me concerns. And it happened both going and coming.

Great staff. Clean plane, but we were delayed for more than an hour due to maintenance issues and had to board another plane.

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

Older aircraft, no meal, only food was for purchase. Not impressed United.

Stuck on tarmac for two hours plus a 5.5 hour flight. Rude flight attendant. And no meals, not even for purchase!

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

Boarding seemed to be organized bedlam. For what ever reason, preboarding took longer than 20 minutes. Made the plane 20 minutes late taking off. Luckily we arrived on time. Flight crew seemed very friendly. Only slight turbulence.

The personnel were professional and friendly. The Boeing 737 Max 9 is too claustrophobic and was very warm at both airport gates, and still warm in the air.

Terrible! The plane was old and you are required to connect your own device to their Wi-Fi rather than have entertainment options in the back of the seat in front of you. The Wi-Fi went out during the flight and there was only one plug for the devices every two seats. Three out of five surrounding my family did not work. The seats and spaces under them were so small I could not fit my backpack, which I’ve always brought on flights and fit before no problem. The crew were unpleasant and patronizing.

Left 2 hours later for delayed I had to take care a kid with special need since people don’t want to move to accommodate the rest of the family. . It wasn’t bad but that made me upset that people can be that selfish.

Everything was great, only problem was that flights were delayed

Everything you need to know for your flight to The Big Island

Information on your arrival and departure airports