Oakland

$133+ Cheap flights from Boston to Oakland, CA (BOS - OAK)

BOS — OAK
Nov 18 — Nov 251
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Cheap flight deals from Boston to Oakland

Cheapest flights from Boston to Oakland

Mon 11/169:10 am -
2 stops11h 15m
Tue 11/1711:50 pm -
1 stop9h 10m
Deal found 10/18$271
Mon 12/212:20 pm -
2 stops12h 38m
Mon 1/115:05 pm -
1 stop10h 06m
Deal found 10/19$302
Mon 11/169:10 am -
2 stops12h 25m
Wed 11/187:10 am -
1 stop9h 40m
Deal found 10/18$342
Fri 12/46:45 pm -
1 stop8h 18m
Mon 12/75:55 am -
1 stop7h 34m
Deal found 10/19$357
Fri 11/67:03 am -
1 stop10h 01m
Mon 11/96:12 pm -
1 stop8h 34m
Deal found 10/14$360
Thu 12/35:00 am -
2 stops11h 10m
Tue 12/89:25 am -
2 stops9h 30m
Deal found 10/17$367

Find flight deals from Boston to Oakland

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$271
(Southwest)

One-way from

$133
(Southwest)

Popular in

August

Cheapest in

April

Average price

$407
Provider with most accurate pricing for Boston Logan Intl-Oakland flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Oakland flights.
From Boston Logan Intl to Oakland
One-way flight from Boston Logan Intl to Oakland
Highest demand for flights based on searches. 23% potential increase in price ($124 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($23 potential savings vs. average RT price).
Average for round-trip flights in October 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Boston to Oakland that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip

BostonOakland

BOS Boston Logan Intl - OAK Oakland

BOSOAK

Boston Logan Intl

Mon 12/14

8:25 am-3:15 pm

1 stop9h 50m

Oakland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$179

BostonOakland

BOS Boston Logan Intl - OAK Oakland

BOSOAK

Boston Logan Intl

Tue 11/10

7:03 am-2:04 pm

1 stop10h 01m

Oakland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$179
Quickest round-trip

BostonOakland

BOS Boston Logan Intl - OAK Oakland

BOSOAK

Boston Logan Intl

Wed 12/16

6:45 pm-12:03 am

1 stop8h 18m

Oakland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$179

BostonOakland

BOS Boston Logan Intl - OAK Oakland

BOSOAK

Boston Logan Intl

Wed 12/16

4:40 pm-10:05 pm

1 stop8h 25m

Oakland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$179

BostonOakland

BOS Boston Logan Intl - OAK Oakland

BOSOAK

Boston Logan Intl

Mon 1/11

6:25 pm-11:56 pm

1 stop8h 31m

Oakland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$205

BostonOakland

BOS Boston Logan Intl - OAK Oakland

BOSOAK

Boston Logan Intl

Thu 11/19

7:03 am-2:04 pm

1 stop10h 01m

Oakland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$205

BostonOakland

BOS Boston Logan Intl - OAK Oakland

BOSOAK

Boston Logan Intl

Sun 1/10

6:25 pm-11:56 pm

1 stop8h 31m

Oakland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$205

BostonOakland

BOS Boston Logan Intl - OAK Oakland

BOSOAK

Boston Logan Intl

Fri 11/6

6:09 pm-10:42 am

1 stop19h 33m

Oakland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$209

BostonOakland

BOS Boston Logan Intl - OAK Oakland

BOSOAK

Boston Logan Intl

Tue 11/3

6:05 am-12:01 pm

1 stop8h 56m

Oakland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$209

BostonOakland

BOS Boston Logan Intl - OAK Oakland

BOSOAK

Boston Logan Intl

Wed 10/28

2:59 pm-11:56 pm

2 stops11h 57m

Oakland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$214

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/17

Showing 1-10 of 21 resultsSorted by cheapest first
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Compare providers for flights from Boston to Oakland

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Oakland in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Oakland, California flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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

Cheapflights Insights

Everything you need to know about your flight from Boston to Oakland

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 $243). Flying from Boston to Oakland, California in August is currently the most expensive (average of $656). 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.

How much does it cost to fly round-trip from Boston to Oakland, California?

Airfare is below average for this route at the moment.

Boston to Oakland, California flights typically cost between $342 and $407 in November.
The cheapest round-trip price found within the last 5 days was $271 on Southwest (Nov 16-Nov 17).

Reviews of airlines servicing Oakland

Read reviews from past customers who have flown Alaska Airlines,Southwest, andDelta 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.

Entertainment

7.0

Overall

7.9

Crew

8.5

Food

7.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Entertainment

7.0

Overall

7.9

Crew

8.5

Food

7.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Entertainment

7.0

Overall

7.9

Crew

8.5

Food

7.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Entertainment

7.0

Overall

7.9

Crew

8.5

Food

7.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Entertainment

7.0

Overall

7.9

Crew

8.5

Food

7.0

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Related info for your journey

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

    Airlines like Southwest and Delta fly from Boston to Oakland, California in about 8h 35m. The time it takes to get you to your destination can typically vary by up to 4h 03m. 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 ($157), JetBlue ($217), and Southwest ($276) offers the cheapest pricing from Boston to Oakland, California. Delta is 61% 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 Delta ($157), JetBlue ($168), and Southwest ($168).

  • 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 $243). Flying from Boston to Oakland, California in August is currently the most expensive (average of $656). 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

Top 4 airlines flying from Boston to Oakland

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$157Average$407FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$217Average$393FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$276Average$457FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$286Average$486FlexibilityNo cancel feeOn-time75%

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