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Oakland

$164+ Cheap flights from The Big Island to Oakland, CA (OAK)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
KOA — OAK
May 4 — May 111
Mon 5/4
Mon 5/11
1 adult, Economy
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Cheap flight deals from The Big Island to Oakland

Cheapest flights from The Big Island to Oakland
Explore the most affordable flight options available from The Big Island to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2026.

This Hawaiian Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/239:21 am
KOA
-
OAK
1 stop6h 53m
Alaska Airlines
Mon 4/277:09 am
OAK
-
KOA
1 stop9h 35m
Alaska Airlines
Deal found 3/30$367
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:00 pm
KOA
-
OAK
2 stops9h 35m
Southwest
Sun 5/101:40 pm
OAK
-
KOA
1 stop10h 45m
Southwest
Deal found 3/30$381
This Hawaiian Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/59:21 am
KOA
-
OAK
1 stop6h 53m
Alaska Airlines
Wed 5/67:09 am
OAK
-
KOA
1 stop7h 40m
Alaska Airlines
Deal found 4/1$393
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/309:21 am
KOA
-
OAK
1 stop6h 53m
Alaska Airlines
Sun 5/107:09 am
OAK
-
KOA
1 stop7h 40m
Alaska Airlines
Deal found 3/30$398
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:55 pm
ITO
-
OAK
2 stops12h 00m
Southwest
Fri 5/11:40 pm
OAK
-
ITO
1 stop11h 05m
Southwest
Deal found 3/31$402
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/271:16 pm
KOA
-
OAK
1 stop22h 22m
Multiple Airlines
Mon 5/47:09 am
OAK
-
KOA
1 stop11h 12m
Multiple Airlines
Deal found 3/30$405
This Alaska Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/59:21 am
KOA
-
OAK
1 stop6h 53m
Multiple Airlines
Wed 5/66:46 am
OAK
-
KOA
2 stops29h 50m
Multiple Airlines
Deal found 4/1$407
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2710:00 am
KOA
-
OAK
2 stops10h 55m
Southwest
Mon 5/46:05 am
OAK
-
KOA
2 stops11h 10m
Southwest
Deal found 3/30$409
This CheapOair deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:46 pm
KOA
-
OAK
1 stop21h 45m
Alaska Airlines
Mon 5/47:09 am
OAK
-
KOA
1 stop11h 12m
Alaska Airlines
Deal found 4/3$428
This Alaska Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/231:44 pm
KOA
-
OAK
2 stops21h 54m
Multiple Airlines
Mon 4/277:09 am
OAK
-
KOA
1 stop11h 12m
Multiple Airlines
Deal found 3/30$435
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:51 pm
KOA
-
OAK
1 stop28h 24m
Alaska Airlines
Mon 5/2510:05 am
OAK
-
KOA
1 stop10h 49m
Alaska Airlines
Deal found 4/3$441
This Expedia deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/49:00 pm
ITO
-
OAK
2 stops13h 15m
Multiple Airlines
Sun 5/317:00 am
OAK
-
ITO
2 stops14h 14m
Multiple Airlines
Deal found 3/30$491

Find flight deals from The Big Island to Oakland

Keep the following information in mind while searching for The Big Island to Oakland flight deals. Data was last updated April 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$367
(Hawaiian Airlines)

One-way from

$164
(Southwest)
Provider with most accurate pricing for Hilo Intl-San Francisco flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilo Intl-San Francisco flights.
Search Deals
From The Big Island to Oakland
Search Deals
One-way flight from The Big Island to Oakland
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Cheapflights Fare Finder

 
Customize your flight search to find flights from The Big Island to Oakland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 4, 2026.
Use the filters below to find and compare flights from The Big Island to Oakland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Kailua-KonaOakland

KOA - OAK

KOAOAK

Kona Intl

Thu 4/23

9:21 am-7:14 pm

1 stop6h 53m

Oakland

Mon 4/27

7:09 am-1:44 pm

1 stop9h 35m

$367

Kailua-KonaOakland

KOA - OAK

KOAOAK

Kona Intl

Thu 4/30

7:00 pm-7:35 am

2 stops9h 35m

Oakland

Sun 5/10

1:40 pm-9:25 pm

1 stop10h 45m

$381
Quickest round-trip

Kailua-KonaOakland

KOA - OAK

KOAOAK

Kona Intl

Tue 5/5

9:21 am-7:14 pm

1 stop6h 53m

Oakland

Wed 5/6

7:09 am-11:49 am

1 stop7h 40m

$393

Kailua-KonaOakland

KOA - OAK

KOAOAK

Kona Intl

Tue 5/5

9:21 am-7:14 pm

1 stop6h 53m

Oakland

Wed 5/6

6:46 am-9:36 am

2 stops29h 50m

$407

Kailua-KonaOakland

KOA - OAK

KOAOAK

Kona Intl

Mon 4/27

10:00 am-11:55 pm

2 stops10h 55m

Oakland

Mon 5/4

1:40 pm-6:05 pm

1 stop7h 25m

$421

Kailua-KonaOakland

KOA - OAK

KOAOAK

Kona Intl

Sat 5/2

7:46 pm-8:31 pm

1 stop21h 45m

Oakland

Mon 5/4

7:09 am-3:21 pm

1 stop11h 12m

$428

HiloOakland

ITO - OAK

ITOOAK

Hilo Intl

Tue 4/28

9:59 am-8:31 pm

1 stop7h 32m

Oakland

Sat 5/2

2:09 pm-10:33 pm

2 stops11h 24m

$432

HiloOakland

ITO - OAK

ITOOAK

Hilo Intl

Tue 4/28

6:00 am-8:10 pm

1 stop11h 10m

Oakland

Fri 5/1

1:40 pm-9:45 pm

1 stop11h 05m

$432

Kailua-KonaOakland

KOA - OAK

KOAOAK

Kona Intl

Thu 4/23

1:44 pm-2:38 pm

2 stops21h 54m

Oakland

Mon 4/27

7:09 am-3:21 pm

1 stop11h 12m

$435

Kailua-KonaOakland

KOA - OAK

KOAOAK

Kona Intl

Sat 5/2

6:05 am-4:25 pm

1 stop7h 20m

Oakland

Mon 5/4

6:05 am-2:15 pm

2 stops11h 10m

$471

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 43 resultsSorted by cheapest first
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Best time to book a flight from The Big Island to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from The Big Island with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from The Big Island to Oakland

What is the cheapest month to book a flight from The Big Island to Oakland, California?

Currently, April is the cheapest month in which you can book a flight from The Big Island to Oakland, California (average of $185). Flying from The Big Island to Oakland, California in June is currently the most expensive (average of $370). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Oakland

Get insights into the airlines that provide service to Oakland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oakland. Reviews last updated April 4, 2026.
See what other customers who have flown with Southwest and Alaska Airlines from The Big Island to Oakland have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,343 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,343 reviews
Southwest
8.0
Very good
4,343 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Alaska Airlines
7.9
Good
12,163 reviews
Southwest
8.0
Very good
4,343 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from The Big Island to Oakland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Oakland from The Big Island?

    Located just 7.0 mi from the city center, Oakland (OAK) is the airport most travelers will use when flying to Oakland from The Big Island.

  • How long is the flight from The Big Island to Oakland, California?

    Airlines like Alaska Airlines and Southwest fly from The Big Island to Oakland, California in about 6h 53m. The time it takes to get you to your destination can typically vary by up to 2h 42m. The distance from The Big Island to Oakland, California is about 2375 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from The Big Island to Oakland, California one-way?

    The cheapest airline one-way is Alaska Airlines, with whom users have recently found tickets for as low as $134. However, be on the lookout for offers from Alaska Airlines and Southwest, as they are both options that can get you from The Big Island to Oakland, California for a low price.

  • What are the most popular routes from The Big Island to Oakland, California?

    The most popular flight routes from The Big Island to Oakland, California are Kona Intl - Oakland, Hilo Intl - Oakland and Waimea (Big Island) Waimea Kohala - Oakland.

  • Can I find deals for flights from The Big Island to Oakland that include hotel bookings?

    Yes. In addition to deals on The Big Island to Oakland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from The Big Island to Oakland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from The Big Island to Oakland.

  • Can I find deals for business class flights from The Big Island to Oakland?

    Yes. Cheapflights offers flight deals from The Big Island to Oakland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from The Big Island to Oakland, California?

    Currently, April is the cheapest month in which you can book a flight from The Big Island to Oakland, California (average of $185). Flying from The Big Island to Oakland, California in June is currently the most expensive (average of $370). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from The Big Island to Oakland

Discover the top 2 airlines that operate flights from The Big Island to Oakland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$288Average$362FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$391Average$508FlexibilityNo cancel feeOn-time63%

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