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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 5 days
Kailua-Kona
Kailua-Kona1 stop$390
Hilo
Hilo1 stop$433
Kailua-Kona
Kailua-Kona1 stop$390
Hilo
Hilo1 stop$433
Booking Insights

Price, demand and travel trends for Oakland to The Big Island flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Are flights from Oakland to The Big Island cheaper or more expensive than last year?

Fares from Oakland to The Big Island are about the same as they were in November last year, averaging $636 round-trip.

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

August is typically the cheapest month to fly from Oakland to The Big Island, with round-trip fares averaging $473. November and July are usually the most expensive, averaging $694 and $611, respectively.

How do fares from Oakland to The Big Island vary by day of the week?

On average, Wednesday is the cheapest day to fly from Oakland to The Big Island and Sunday is the most expensive. Looking at the past 12 months of KAYAK data, it's 37% more expensive to fly on a Sunday compared to Wednesday.

What's the best time of day to fly from Oakland to The Big Island?

It's cheapest to fly to The Big Island in the morning with average prices of $557. The afternoon is the most expensive time to fly, with average prices of $622.

Key details for Oakland to The Big Island flights

Low season

May
Beat the crowds with an average 44% drop in travelers.
The most popular month to fly with an average 34% increase in travelers.

Your Oakland to The Big Island flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • How much should I budget for a flight from Oakland to The Big Island?

    Over the past 12 months, round-trip fares from Oakland to The Big Island have typically cost between $478 and $647.

  • Which airlines fly nonstop from Oakland to The Big Island?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Oakland to The Big Island. However, Southwest offers a one-stop option.

  • Which cabin classes are available from Oakland to The Big Island?

    On flights from Oakland to The Big Island you can book Economy Class or First Class.

  • What are some popular landmarks around The Big Island?

    The Big Island is home to many popular sights. KAYAK travelers' favorites include:

    • Kohala
    • Nahuku
    • Hapuna Beach State Park
    • Hawaii Volcanoes National Park

Your guide to booking Oakland to The Big Island flights

Get tips on when to book, when to fly and what to know before your trip.
  • Flexible with your dates? Fly in August to save some money. It's typically the cheapest month on this route, while flights in November will cost you the most.
  • Fly out on a Wednesday to get the cheapest fares. Avoid Sunday flights, which are about 37% more expensive.
  • Start your trip in Kailua-Kona, the most popular destination in The Big Island. From there, it's easy to continue on to other popular spots such as Waikoloa Village, Hilo and Waimea (Big Island).

Reviews of the top 3 airlines serving from Oakland to The Big Island

 
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
SouthwestOverall score based on 4223 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
7.0Food
Airline reviews

Friendly crew. Snacks were carb-heavy. Flight was quite delaye

6.0 GoodChris, Oct 2026
Read more Southwest reviews

Friendly crew. Snacks were carb-heavy. Flight was quite delaye

Flight boarded 2.5 hours late (my second southwest flight of the day with late departure), the gate agent was grumpy and unhelpful. Said she was "tired so we aren't going to follow normal boarding order". No complaints about the actual flight crew.

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!!

I always have flown Alaska Airlines because I never had an issues. Their customers service is incredible and an amazing communication.

Flight was canceled in good weather due to mechanical issue. Rebooked to flight to different airport in area that landed 7 hours after initially planned arrival. We had to jump through hoops to get taxi reimbursement given flight landed in different airport at 12:45 am.

My travel mate needed wheel chair assistance getting on and off, and it was excellent. Thank you!

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!

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.

My return flight to Honolulu (UA 1170) was on a 777-200. I’d forgotten the weird seating arrangement in first-class (2-2-2); I was in 1B, so I faced the passenger in 1C. Unfortunately, there was a problem with the flight computer, so we left LA an hour late (6:05pm). The meal I chose was Korean BBQ Glazed short rib. It was served with a nice salad and fried rice. This meal was better than breakfast on the outgoing leg. All in all, a decent flying experience. Ratings: 777: 3.75, food: 3.5, service: 5 (out of 5).

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.

More options for your flight to The Big Island

Complete your trip to The Big Island with a hotel stay or car rental