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$125+ Cheap flights from Boston to Oakland, CA (BOS - 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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — OAK
Jan 28 — Feb 41
Wed 1/28
Wed 2/4
1 adult, Economy
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Cheap flight deals from Boston to Oakland

Cheapest flights from Boston to Oakland
Explore the most affordable flight options available from Boston to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 29, 2025.

This Delta deal was found by Cheapflights users on 12/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:46 pmBOS - OAK
1 stop8h 12mDelta
Wed 1/1412:38 pmOAK - BOS
1 stop8h 18mDelta
Deal found 12/27$457
This Delta deal was found by Cheapflights users on 12/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:30 pmBOS - OAK
1 stop9h 17mDelta
Wed 1/1412:38 pmOAK - BOS
1 stop8h 18mDelta
Deal found 12/27$538
This Southwest deal was found by Cheapflights users on 12/28. 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 12/304:40 pmBOS - OAK
1 stop10h 40mSouthwest
Thu 1/111:00 amOAK - BOS
1 stop7h 35mSouthwest
Deal found 12/28$617
This Southwest deal was found by Cheapflights users on 12/26. 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 12/296:40 amBOS - OAK
2 stops11h 30mSouthwest
Wed 12/315:45 amOAK - BOS
1 stop7h 20mSouthwest
Deal found 12/26$622
This Delta deal was found by Cheapflights users on 12/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:30 pmBOS - OAK
1 stop9h 17mDelta
Tue 1/65:55 amOAK - BOS
2 stops10h 19mDelta
Deal found 12/27$648
This Delta deal was found by Cheapflights users on 12/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:10 amBOS - OAK
1 stop8h 44mDelta
Mon 1/512:38 pmOAK - BOS
1 stop8h 18mDelta
Deal found 12/27$689
This Delta deal was found by Cheapflights users on 12/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/294:35 pmBOS - OAK
2 stops10h 23mDelta
Thu 1/112:34 pmOAK - BOS
1 stop8h 50mDelta
Deal found 12/27$703

Find flight deals from Boston to Oakland

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Oakland (OAK). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$255
(Southwest)

One-way from

$125
(SmartFares)

Popular in

June

Cheapest in

September

Average price

$598
Provider with most accurate pricing for Boston Logan Intl-Oakland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Oakland flights.
Search Deals
From Boston Logan Intl to Oakland
Search Deals
One-way flight from Boston Logan Intl to Oakland
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($62 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston 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 December 29, 2025.
Use the filters below to find and compare flights from Boston to Oakland that are best for you.

Fly from

Boston

Fly to

Oakland

Route

Depart

Return

Price

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 1/28

7:00 am-4:23 pm

1 stop12h 23m

Oakland

Thu 1/29

11:43 am-11:54 pm

1 stop9h 11m

$257

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 1/21

7:00 am-4:23 pm

1 stop12h 23m

Oakland

Tue 1/27

11:43 am-11:54 pm

1 stop9h 11m

$257

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 1/30

5:20 pm-9:46 am

1 stop19h 26m

Oakland

Sun 2/1

8:10 am-11:54 pm

1 stop12h 44m

$257

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 1/27

7:00 am-4:23 pm

1 stop12h 23m

Oakland

Wed 1/28

11:08 am-11:54 pm

1 stop9h 46m

$257

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 1/28

4:50 pm-10:15 pm

1 stop8h 25m

Oakland

Fri 1/30

9:30 am-10:05 pm

2 stops9h 35m

$282

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 1/17

7:00 am-4:28 pm

1 stop12h 28m

Oakland

Sat 2/7

11:08 am-11:54 pm

1 stop9h 46m

$287

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 1/21

7:00 am-4:23 pm

1 stop12h 23m

Oakland

Sun 1/25

11:08 am-11:54 pm

1 stop9h 46m

$287

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sun 1/18

7:00 am-4:23 pm

1 stop12h 23m

Oakland

Sat 2/7

11:08 am-11:54 pm

1 stop9h 46m

$287

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sun 1/18

7:00 am-4:23 pm

1 stop12h 23m

Oakland

Wed 1/28

11:08 am-11:54 pm

1 stop9h 46m

$287

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 1/23

5:35 pm-11:53 pm

1 stop9h 18m

Oakland

Wed 1/28

12:33 pm-11:56 pm

1 stop8h 23m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/28

Showing 1-10 of 22 results
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Compare providers for flights from Boston to Oakland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Oakland in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Boston-Oakland, California flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Boston-Oakland, California flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Boston-Oakland, California flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Oakland, California flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Oakland, California flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Boston to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from Boston 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 Boston to Oakland

How far ahead should I book a flight from Boston to Oakland, California?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Oakland. Price data was last updated on December 26, 2025.

The best time to book flights from Boston to Oakland, California is 33 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Boston to Oakland, California?

Currently, March is the cheapest month in which you can book a flight from Boston to Oakland, California (average of $103). Flying from Boston to Oakland, California in May is currently the most expensive (average of $179). 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.

What is the cheapest time of day to fly from BOS to OAK?

Find hourly flight availability from Boston to Oakland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 29, 2025.

One of the essential ways to save on airfare from Boston to Oakland, California is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 16% on airfare.

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 December 29, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and Delta from Boston to Oakland. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,565 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,565 reviews
Alaska Airlines
8.0
Very good
11,565 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Southwest
8.0
Very good
4,251 reviews
Alaska Airlines
8.0
Very good
11,565 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
8,012 reviews
Alaska Airlines
8.0
Very good
11,565 reviews

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

Related info for your journey

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

  • How long is the flight from Boston to Oakland, California?

    Airlines like Alaska Airlines and Southwest fly from Boston to Oakland, California in about 8h 25m. The time it takes to get you to your destination can typically vary by up to 3h 58m. The distance between Boston and Oakland, California is about 2685 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 flying from Boston to Oakland, California round-trip?

    According to our current data, Delta ($158), Alaska Airlines ($261), and Southwest ($312) offers the cheapest pricing from Boston to Oakland, California. Delta is 65% cheaper than the average price of flights available within the next 90 days to this destination.

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

    The cheapest airlines for a one-way flight from Boston to Oakland, California are JetBlue ($98), Alaska Airlines ($112), and Delta ($144).

  • Can I find deals for flights from Boston to Oakland that include hotel bookings?

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

  • How can I find direct flights from Boston to Oakland?

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

  • Can I find deals for business class flights from Boston to Oakland?

    Yes. Cheapflights offers flight deals from Boston 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 Boston to Oakland, California?

    Currently, March is the cheapest month in which you can book a flight from Boston to Oakland, California (average of $103). Flying from Boston to Oakland, California in May is currently the most expensive (average of $179). 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.

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Top 3 airlines flying from Boston to Oakland

Discover the top 3 airlines that operate flights from Boston 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 December 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$171Average$405FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$261Average$286FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$312Average$455FlexibilityNo cancel feeOn-time63%

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