$169 Find Cheap Flights from Oakland to The Big Island

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 8/25. 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

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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Best The Big Island Flight Deals from Oakland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kailua-Kona
Kailua-Kona1 stop$288
Hilo
Hilo1 stop$288
Kailua-Kona
Kailua-Kona1 stop$288
Hilo
Hilo1 stop$288

Cheap Flights from Oakland to The Big Island

 
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

Mon, Oct 20 - Thu, Oct 30
Alaska Airlines Logo
7:00 am - 11:42 amOAK-KOA
7h 42m1 stop
Alaska Airlines Logo
8:20 am - 7:21 pmKOA-OAK
8h 01m1 stop
$288Alaska Airlines
Find Deal
Thu, Sep 11 - Thu, Sep 18
Alaska Airlines Logo
7:01 am - 5:39 pmOAK-ITO
13h 38m1 stop
Alaska Airlines Logo
7:47 am - 7:56 pmITO-OAK
9h 09m1 stop
$288Alaska Airlines
Find Deal
Tue, Aug 12 - Wed, Aug 20
Alaska Airlines Logo
2:38 pm - 10:04 pmOAK-KOA
10h 26m1 stop
Alaska Airlines Logo
8:10 am - 7:27 pmKOA-OAK
8h 17m1 stop
$293Alaska Airlines
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Mon, Aug 25 - Thu, Sep 4
Southwest Logo
5:30 am - 1:05 pmOAK-KOA
10h 35m2 stops
Southwest Logo
6:05 am - 7:50 pmKOA-OAK
10h 45m1 stop
$298Southwest
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Thu, Sep 11 - Mon, Sep 15
Southwest Logo
6:20 am - 12:10 pmOAK-KOA
8h 50m1 stop
Southwest Logo
9:15 am - 10:35 pmKOA-OAK
10h 20m2 stops
$322Southwest
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Tue, Aug 26 - Wed, Sep 3
Southwest Logo
8:35 pm - 1:05 pmOAK-KOA
19h 30m2 stops
Southwest Logo
8:10 am - 7:50 pmKOA-OAK
8h 40m1 stop
$324Southwest
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Sat, Aug 23 - Tue, Sep 2
Southwest Logo
5:00 am - 1:05 pmOAK-KOA
11h 05m2 stops
Southwest Logo
8:30 pm - 1:40 pmKOA-OAK
14h 10m1 stop
$332Southwest
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Sat, Aug 23 - Sun, Aug 31
Hawaiian Airlines Logo
7:01 am - 12:25 pmOAK-KOA
8h 24m1 stop
Hawaiian Airlines Logo
8:49 am - 9:23 pmKOA-OAK
9h 34m1 stop
$368Hawaiian Airlines
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Sat, Aug 16 - Sat, Aug 23
Hawaiian Airlines Logo
2:38 pm - 10:04 pmOAK-KOA
10h 26m1 stop
Hawaiian Airlines Logo
8:49 am - 9:23 pmKOA-OAK
9h 34m1 stop
$373Hawaiian Airlines
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Thu, Sep 11 - Thu, Sep 18
Hawaiian Airlines Logo
7:22 am - 11:51 amOAK-ITO
7h 29m1 stop
Hawaiian Airlines Logo
7:47 am - 7:56 pmITO-OAK
9h 09m1 stop
$396Hawaiian Airlines
Find Deal
Useful Info

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.

What is the cheapest Oakland to The Big Island flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Oakland to The Big Island.

The cheapest ticket to The Big Island from Oakland found in the last 72 hours was to Kailua-Kona, at $630 round-trip. The most popular route is from Oakland (OAK) to Kailua-Kona (KOA), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $630.

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 $570, 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 October, when tickets cost $334 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $616 and $586 respectively.

What’s the cheapest day of the week to fly from Oakland to The Big Island?

The average price of all round-trip flights from Oakland to The Big Island clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to The Big Island on a Sunday and more expensive on a Saturday. On your return trip to Oakland, you should consider flying back on a Monday, and avoid Wednesdays for better deals.

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 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.


Good to know

Low seasonSeptember
High seasonJanuary
Cheapest flight$169
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly and prices are also 20% 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.

  • What is the cheapest time of day to fly to The Big Island?

    The cheapest time of day to fly to The Big Island is generally at night, when round-trip flights cost $236 on average. Morning departures are around 3% cheaper than evening flights, on average. The most expensive time of day to fly to The Big Island is generally in the evening, which is peak travel time and where the average cost of a ticket is $493.

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.
8.0
Alaska AirlinesOverall score based on 10000 reviews
8.1Boarding
7.1Entertainment
8.5Crew
7.1Food
7.8Comfort
Airline reviews

Wonderful respectful staff for a short flight late at night...lots of considerations all met!

10.0 ExcellentAnonymous, Jun 2025ITO - HNL
Read more Alaska Airlines reviews

Wonderful respectful staff for a short flight late at night...lots of considerations all met!

Flight was delayed which led to missed connection, but rebooked on a more direct flight at the last minute and arrived in Juneau on time with all our luggage. Little stressful and our family seating got split, but it all worked out in the end.

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.

Only issue was the 2 hr delay after an 8 hr layover. Very long day.

Very bad, terrible food and late by 2 hours. Then no to open aircraft doors

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.

Flying on Hawaiian Airlines was good. But, getting a boarding pass was a hassle. I booked what I thought was an Alaska Airlines flight that was actually a Hawaiian Airlines flight. I couldn't check in online. I had to wait for the Hawaiian Airlines counter to open so I could get my boarding pass which was a requirement for me to get in The Club or the Centurion Lounge. (I had no check in luggage so I didn't expect to have to physically check in.) The Alaska Airlines staff blamed the FAA for the problem.

Terrible check in experience, and they ended up losing our bag.

they didn't fix a plane and we were delayed travelling an extra 12 hours.

This flight was how a flight should be. The flight from Hawaii to Seattle was terrible

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.

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

It was a perfect flight in all aspects! Both legs!

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

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

Nothing. Fare didn’t allow seat allocations. So we were stuck in the middle . Not good for 77 to 80 year olds. I was stick on plane. Taken off the plane before take off and ground staff told me to google where a hospital was to get a clearance to travel again. Left on own at airport ti fend for our selves. Also was charged for baggage, also I was not aware. I think booking through a third party, such as yourselves, doesn’t allow any for considerations when allocating seats.

Check in process was a mess. Long lines, equipment malfuctioning. One line for baggage tags then a second line for bag checkin.

It was very pleasant. The staff and crew are very polite.

Hawaiian Airlines staff is always professional & quick & easy check in & boarding process

We moved from the international terminal to a new location. I think there are still some bugs to work out . We didn’t receive check in notification and had to scramble to find it but i think it will work out

Not so good. The takeoff was aborted after reaching 100 knots due to a problem with the front tires. I do commend the pilot for a quick decision and preventing a potential disaster. We returned to the gate to put fresh tires on the front. Our flight was delayed for over 3 hours. The rest of the flight was okay. We were reimbursed by Hawaiian Airlines for only $50. Not too generous

Arrived at the gate with no seats assigned. Was told by gate agent the flight was full and we would not be on it. I asked the gate agent how could I be sold tickets when the flight was full. She replied, “Thats just how they do it.” I was able to get seats once I arrived at the gate. The flight itself was great. I’ll never purchase tickets without seat assignments from kayak or anyone again. Shame on kayak or Hawaiian airlines or all of you.

The temperature on the plane was too cold and the food was not very good. Everything else was good.

Hawaiian airlines canceled my flight the night before my a due to weather. This is fine, I know this happens. In the email alerting me to the cancellation they said they would reach out to reschedule. I got this email at dinner time the night before the trip. I didn’t hear back so I called and was on hold for hours, I tried their texting questions option and never heard back. I tried to chat with a representative online, the website says you can chat and have questions answered but there is no link to a chat option anywhere on the site. After hours trying to get someone to communicate with me about the details of the cancellation and my rescheduling options I have up, got the flight refunded and booked a much more expensive last minute flight. Nonexistent customer service, I’ll never fly Hawaiian again.

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

Boarded plane and then delayed 1.5 hours while on the plane

Horrific. They missed my connecting flight to San Diego. I didn’t get there until Monday at 9am when I had a mandatory court settlement conference scheduled at 6am since we had parties on the east coast. This caused many issues. All because United apparently forgot to hold the doors open until my flight landed that only had a 10 minute delay. This was the last flight to Southern California. So I couldn’t even rent a car to finish the trip. United cannot be trusted when traveling on specific days and times since weather didn’t have anything to do with the delays.

Really good 😊 the woman at the gate entrance was a little rude checking in our carry-on but i dont think she worked for the airline, she worked for the airport at sacramento, other than that amazing.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

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.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

get E+, a must for 5 hours flight if you are tall

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