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$142+ 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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — OAK
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Oakland are usually found in August or September, booked 33 days in advance, depart on a Thursday or Wednesday and return on a Saturday

Cheap 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 September 17, 2025.

Round-trip from

$288
(Southwest)

One-way from

$142
(KAYAK)

Popular in

June

Cheapest in

August

Average price

$357
From Boston Logan Intl to Oakland
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One-way flight from Boston Logan Intl to Oakland
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Highest demand for flights based on searches. 14% potential increase in price ($77 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 17, 2025.

This Southwest deal was found by Cheapflights users on 9/16. 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 11/106:20 pmBOS - OAK
1 stop8h 50mSouthwest
Tue 11/185:45 amOAK - BOS
1 stop7h 20mSouthwest
Deal found 9/16$288
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 11/47:00 amBOS - OAK
1 stop9h 55mAlaska Airlines
Sat 11/86:30 amOAK - BOS
1 stop14h 50mAlaska Airlines
Deal found 9/15$295
This Delta deal was found by Cheapflights users on 9/16. 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 11/186:10 amBOS - OAK
1 stop8h 38mDelta
Tue 12/24:54 pmOAK - BOS
1 stop10h 36mDelta
Deal found 9/16$297
This Delta deal was found by Cheapflights users on 9/16. 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 12/36:10 amBOS - OAK
1 stop8h 40mDelta
Mon 1/55:05 pmOAK - BOS
1 stop10h 08mDelta
Deal found 9/16$298
This Delta deal was found by Cheapflights users on 9/15. 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 11/410:25 amBOS - OAK
1 stop8h 46mDelta
Sat 11/85:55 amOAK - BOS
2 stops8h 57mDelta
Deal found 9/15$303
This Southwest deal was found by Cheapflights users on 9/16. 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.
Fri 10/313:55 pmBOS - OAK
1 stop8h 15mSouthwest
Mon 11/37:10 pmOAK - BOS
2 stops10h 05mSouthwest
Deal found 9/16$304
This Delta deal was found by Cheapflights users on 9/17. 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 12/106:10 amBOS - OAK
1 stop8h 40mDelta
Tue 1/65:55 amOAK - BOS
1 stop7h 49mDelta
Deal found 9/17$307
This Delta deal was found by Cheapflights users on 9/16. 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 10/286:50 pmBOS - OAK
1 stop8h 03mDelta
Sat 11/15:55 amOAK - BOS
1 stop7h 17mDelta
Deal found 9/16$308
This Delta deal was found by Cheapflights users on 9/16. 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.
Fri 10/316:30 amBOS - OAK
2 stops12h 41mDelta
Mon 11/34:51 pmOAK - BOS
2 stops14h 41mDelta
Deal found 9/16$309

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 September 17, 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

Mon 11/10

6:20 pm-12:10 am

1 stop8h 50m

Oakland

Tue 11/18

5:45 am-4:05 pm

1 stop7h 20m

$288

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 12/3

2:35 pm-12:08 am

2 stops12h 33m

Oakland

Mon 1/5

5:05 pm-6:13 am

1 stop10h 08m

$303

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 10/31

3:55 pm-9:10 pm

1 stop8h 15m

Oakland

Mon 11/3

9:00 am-10:45 pm

1 stop10h 45m

$304

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 12/10

6:10 am-11:50 am

1 stop8h 40m

Oakland

Tue 1/6

5:55 am-4:44 pm

1 stop7h 49m

$307

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 10/28

6:50 pm-11:53 pm

1 stop8h 03m

Oakland

Sat 11/1

5:55 am-4:12 pm

1 stop7h 17m

$308

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 11/4

5:40 am-4:11 pm

2 stops13h 31m

Oakland

Sat 11/8

5:55 am-5:52 pm

2 stops8h 57m

$308

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 10/25

6:15 am-11:50 am

1 stop8h 35m

Oakland

Tue 10/28

12:30 pm-11:48 pm

1 stop8h 18m

$329

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 10/22

5:00 am-12:00 pm

2 stops10h 00m

Oakland

Sun 10/26

1:10 pm-12:25 am

1 stop8h 15m

$362

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 12/2

6:10 am-11:50 am

1 stop8h 40m

Oakland

Sat 12/6

12:30 pm-11:40 pm

1 stop8h 10m

$368

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 10/31

7:00 am-11:59 pm

1 stop19h 59m

Oakland

Sun 11/2

5:30 am-6:29 am

1 stop21h 59m

$373

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 22 results
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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 September 12, 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, April is the cheapest month in which you can book a flight from Boston to Oakland, California (average of $183). Flying from Boston to Oakland, California in November is currently the most expensive (average of $259). 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 September 17, 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 17% on airfare.

What is the cheapest day to fly from Boston to Oakland, California?

Use this chart to determine the cheapest time to fly round-trip from Boston to Oakland. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Boston to Oakland, California flight should consider departing on Thursday mornings when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 September 17, 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
10,000 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Southwest
8.0
Very good
4,242 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,961 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
JetBlue
7.2
Good
2,914 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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 Southwest and Delta fly from Boston to Oakland, California in about 8h 50m. The time it takes to get you to your destination can typically vary by up to 3h 43m. 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, JetBlue ($138), Delta ($257), and Alaska Airlines ($261) offers the cheapest pricing from Boston to Oakland, California. JetBlue is 68% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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, April is the cheapest month in which you can book a flight from Boston to Oakland, California (average of $183). Flying from Boston to Oakland, California in November is currently the most expensive (average of $259). 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

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Top 4 airlines flying from Boston to Oakland

Discover the top 4 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$138Average$256FlexibilityNo cancel feeOn-time62%
DeltaCheapest$257Average$426FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$261Average$302FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$320Average$482FlexibilityNo cancel feeOn-time63%

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