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$129+ Cheap flights from Oakland, CA to Boston (OAK - BOS)

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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BOS
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Oakland to Boston

Cheapest flights from Oakland to Boston
Explore the most affordable flight options available from Oakland to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:53 amOAK - BOS
1 stop8h 32mDelta
Tue 1/66:10 amBOS - OAK
1 stop8h 47mDelta
Deal found 12/26$562
This Southwest deal was found by Cheapflights users on 12/25. 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 12/297:50 pmOAK - BOS
2 stops9h 20mSouthwest
Sun 1/44:40 pmBOS - OAK
1 stop8h 15mSouthwest
Deal found 12/25$567
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 12/295:40 amOAK - BOS
1 stop9h 45mSouthwest
Tue 12/302:00 pmBOS - OAK
1 stop12h 35mSouthwest
Deal found 12/26$622
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/285:53 amOAK - BOS
1 stop8h 32mDelta
Tue 1/68:55 pmBOS - OAK
2 stops18h 02mDelta
Deal found 12/26$646
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/285:53 amOAK - BOS
1 stop8h 32mDelta
Mon 1/58:30 pmBOS - OAK
2 stops18h 27mDelta
Deal found 12/26$676
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:53 amOAK - BOS
2 stops10h 54mDelta
Mon 1/58:30 pmBOS - OAK
2 stops18h 27mDelta
Deal found 12/26$681
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/285:53 amOAK - BOS
1 stop8h 32mDelta
Fri 1/26:46 pmBOS - OAK
1 stop8h 12mDelta
Deal found 12/26$708
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:53 amOAK - BOS
2 stops10h 54mDelta
Fri 1/26:46 pmBOS - OAK
1 stop8h 12mDelta
Deal found 12/26$713

Find flight deals from Oakland to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Boston (BOS). 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 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$242
(Southwest)

One-way from

$129
(Alaska Airlines)

Popular in

December

Cheapest in

January

Average price

$539
Provider with most accurate pricing for Oakland-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Oakland-Boston Logan Intl flights.
Search Deals
From Oakland to Boston Logan Intl
Search Deals
One-way flight from Oakland to Boston Logan Intl
Search Deals
High demand for flights, 2% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 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 Oakland to Boston 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 28, 2025.
Use the filters below to find and compare flights from Oakland to Boston that are best for you.

Fly from

Oakland

Fly to

Boston

Route

Depart

Return

Price

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 1/21

11:08 am-11:54 pm

1 stop9h 46m

Boston Logan Intl

Wed 1/28

6:44 pm-11:03 am

1 stop19h 19m

$257

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 1/21

9:20 am-10:30 pm

2 stops10h 10m

Boston Logan Intl

Tue 1/27

4:50 pm-10:15 pm

1 stop8h 25m

$272

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 2/3

11:43 am-11:54 pm

1 stop9h 11m

Boston Logan Intl

Wed 3/4

9:02 am-4:37 pm

1 stop10h 35m

$275

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 1/22

11:43 am-11:54 pm

1 stop9h 11m

Boston Logan Intl

Sun 1/25

7:00 am-4:23 pm

1 stop12h 23m

$287

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 3/3

5:31 pm-6:54 am

1 stop10h 23m

Boston Logan Intl

Wed 3/4

9:02 am-4:37 pm

1 stop10h 35m

$287

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 1/28

11:08 am-11:54 pm

1 stop9h 46m

Boston Logan Intl

Sun 2/1

7:00 am-4:23 pm

1 stop12h 23m

$287

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 1/21

5:55 am-4:30 pm

1 stop7h 35m

Boston Logan Intl

Wed 1/28

5:50 am-4:14 pm

2 stops13h 24m

$302

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 1/21

5:55 am-7:10 pm

2 stops10h 15m

Boston Logan Intl

Tue 1/27

9:00 am-4:14 pm

2 stops10h 14m

$307

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 1/22

11:43 am-11:54 pm

1 stop9h 11m

$129

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 2/4

11:08 am-11:54 pm

1 stop9h 46m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 20 results
1
2

Compare providers for flights from Oakland to Boston

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 Oakland to Boston in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust 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 Oakland, California-Boston flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Oakland, California-Boston flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Oakland, California-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Oakland, California-Boston 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 Oakland, California-Boston 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 Oakland to Boston

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

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

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

Booking 74 days in advance of your planned departure date is, on average, the best time to get cheap flights from Oakland, California to Boston. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, December is the cheapest month in which you can book a flight from Oakland, California to Boston (average of $118). Flying from Oakland, California to Boston in June is currently the most expensive (average of $219). 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 OAK to BOS?

Find hourly flight availability from Oakland to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 28, 2025.

When flying from Oakland, California to Boston, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 23% versus a flight in the afternoon.

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

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

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

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

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated December 28, 2025.
Read through reviews of airlines operating flights from Oakland to Boston, such as Alaska Airlines, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,551 reviews

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,551 reviews
Alaska Airlines
8.0
Very good
11,551 reviews

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Southwest
8.0
Very good
4,256 reviews
Alaska Airlines
8.0
Very good
11,551 reviews

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,019 reviews
Alaska Airlines
8.0
Very good
11,551 reviews

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
JetBlue
7.2
Good
2,901 reviews
Alaska Airlines
8.0
Very good
11,551 reviews

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Related info for your journey

Find useful and relevant information for your journey from Oakland to Boston. 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 Oakland, California to Boston?

    A quick flight from Oakland, California to Boston can take about 9h 46m. Alaska Airlines provides one of the quickest options available for as low as $257. The distance between Oakland, California and Boston is about 2685 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Oakland, California to Boston round-trip?

    Currently priced at $149, JetBlue will fly you from Oakland, California to Boston and back. In addition to JetBlue, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and Alaska Airlines - these airlines can fly you to your destination from $171 and $287, respectively. JetBlue is priced at 63% lower than the current average price of a flight leaving 3 months from now.

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

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $98. Users have also found prices from $118 and $144 on Delta and Alaska Airlines, respectively.

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

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

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

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

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

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

    Currently, December is the cheapest month in which you can book a flight from Oakland, California to Boston (average of $118). Flying from Oakland, California to Boston in June is currently the most expensive (average of $219). 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Brockton
Cranston
Lincoln
Lowell
Smithfield
Peabody
Quincy
York Beach
Warwick
Londonderry
Swansea
Old Orchard Beach
Waltham
Chelsea

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Top 4 airlines flying from Oakland to Boston

Discover the top 4 airlines that operate flights from Oakland to Boston. 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 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$149Average$292FlexibilityNo cancel feeOn-time62%
DeltaCheapest$208Average$386FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$289Average$458FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$326Average$468FlexibilityNo cancel feeOn-time63%

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