HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Oakland

$109+ Cheap flights from Massachusetts 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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — OAK
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Oakland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Massachusetts to Oakland

Cheapest flights from Massachusetts to Oakland
Explore the most affordable flight options available from Massachusetts to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Delta deal was found by Cheapflights users on 12/16. 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 12/303:15 pmBOS - OAK
2 stops11h 43mDelta
Mon 1/55:55 amOAK - BOS
2 stops10h 15mDelta
Deal found 12/16$418
This Delta deal was found by Cheapflights users on 12/16. 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 12/3012:00 pmBOS - OAK
2 stops14h 58mDelta
Tue 1/612:38 pmOAK - BOS
2 stops25h 17mDelta
Deal found 12/16$419
This Delta deal was found by Cheapflights users on 12/16. 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 12/306:10 amBOS - OAK
1 stop8h 44mDelta
Wed 1/712:38 pmOAK - BOS
1 stop8h 18mDelta
Deal found 12/16$455
This Delta deal was found by Cheapflights users on 12/16. 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 12/3012:00 pmBOS - OAK
2 stops14h 58mDelta
Sun 1/412:34 pmOAK - BOS
1 stop8h 50mDelta
Deal found 12/16$472
This Delta deal was found by Cheapflights users on 12/16. 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 12/316:10 amBOS - OAK
1 stop8h 44mDelta
Tue 1/612:38 pmOAK - BOS
2 stops25h 17mDelta
Deal found 12/16$475
This Southwest deal was found by Cheapflights users on 12/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:30 amALB - OAK
2 stops10h 30mSouthwest
Tue 1/67:25 pmOAK - ALB
2 stops9h 50mSouthwest
Deal found 12/15$489
This Delta deal was found by Cheapflights users on 12/15. 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.
Wed 12/244:35 pmBOS - OAK
2 stops22h 19mDelta
Tue 1/612:38 pmOAK - BOS
2 stops18h 24mDelta
Deal found 12/15$512
This Delta deal was found by Cheapflights users on 12/15. 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 12/166:46 pmBOS - OAK
1 stop8h 22mDelta
Mon 12/225:53 amOAK - BOS
1 stop8h 32mDelta
Deal found 12/15$532
This Delta deal was found by Cheapflights users on 12/15. 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 12/166:46 pmBOS - OAK
1 stop8h 22mDelta
Thu 12/2512:34 pmOAK - BOS
2 stops22h 14mDelta
Deal found 12/15$535
This Delta deal was found by Cheapflights users on 12/15. 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 12/166:05 amBOS - OAK
2 stops12h 59mDelta
Wed 12/2412:34 pmOAK - BOS
1 stop8h 50mDelta
Deal found 12/15$537
This Southwest deal was found by Cheapflights users on 12/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:40 pmBDL - OAK
2 stops9h 40mSouthwest
Sun 12/287:25 pmOAK - BDL
2 stops9h 35mSouthwest
Deal found 12/17$652
This Southwest deal was found by Cheapflights users on 12/16. 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.
Tue 12/237:20 pmALB - OAK
1 stop8h 05mSouthwest
Mon 12/298:25 amOAK - ALB
1 stop7h 15mSouthwest
Deal found 12/16$659

Find flight deals from Massachusetts to Oakland

Keep the following information in mind while searching for Massachusetts to Oakland flight deals. Data was last updated December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$267
(Southwest)

One-way from

$109
(Southwest)

Popular in

December

Cheapest in

January

Average price

$447
Provider with most accurate pricing for Boston Logan Intl-San Francisco flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-San Francisco flights.
Search Deals
From Massachusetts to Oakland
Search Deals
One-way flight from Massachusetts to Oakland
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 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 Massachusetts 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 18, 2025.
Use the filters below to find and compare flights from Massachusetts to Oakland that are best for you.

Fly from

Massachusetts

Fly to

Oakland

Route

Depart

Return

Price

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 1/8

4:50 pm-10:15 pm

1 stop8h 25m

Oakland

Wed 1/14

10:30 am-10:30 pm

2 stops9h 00m

$295

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Mon 1/26

5:35 pm-11:53 pm

1 stop9h 18m

Oakland

Fri 1/30

12:33 pm-11:56 pm

1 stop8h 23m

$297

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 1/8

1:40 pm-10:53 pm

2 stops12h 13m

Oakland

Wed 1/14

5:55 am-7:14 pm

2 stops10h 19m

$307

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Thu 2/19

3:10 pm-10:30 pm

1 stop10h 20m

Oakland

Wed 2/25

7:25 pm-8:05 am

2 stops9h 40m

$330

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 1/10

4:55 pm-10:35 pm

1 stop8h 40m

Oakland

Fri 1/16

6:15 am-4:30 pm

1 stop7h 15m

$335

AlbanyOakland

ALB - OAK

ALBOAK

Albany Intl

Wed 1/21

5:30 am-2:05 pm

1 stop11h 35m

Oakland

Sat 1/24

5:30 am-3:35 pm

1 stop7h 05m

$343

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 1/8

1:40 pm-10:53 pm

2 stops12h 13m

Oakland

Tue 1/20

4:54 pm-6:30 pm

2 stops22h 36m

$345

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Mon 3/2

4:36 pm-9:24 am

1 stop19h 48m

Oakland

Thu 3/5

5:31 pm-6:54 am

1 stop10h 23m

$348

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 1/7

6:10 am-11:57 am

1 stop8h 47m

Oakland

Sat 1/17

12:38 pm-11:59 am

2 stops20h 21m

$349

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 2/24

9:02 am-4:37 pm

1 stop10h 35m

Oakland

Sat 2/28

5:31 pm-6:54 am

1 stop10h 23m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 47 results
1
2
3
...
5

Best time to book a flight from Massachusetts to Oakland

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

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

Currently, March is the cheapest month in which you can book a flight from Massachusetts to Oakland, California (average of $103). Flying from Massachusetts 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 MA to OAK?

Find hourly flight availability from Massachusetts 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 18, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 16% on flights from Massachusetts to Oakland, California by exploring options for tickets at noon.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts 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 Massachusetts?

    Oakland (OAK), located 7.0 mi from the city center, is the airport you fly into when you book flights from Massachusetts to Oakland.

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

    Southwest and Delta can get you from Massachusetts to Oakland, California in just under 8h 25m. Your travel time can differ by up to 53m. The distance from Massachusetts to Oakland, California is about 2685 mi. This flight may include one or multiple stops.

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

    One-way options have recently been found by users for as low as $98 on JetBlue. Other airlines that offer cheap prices include Alaska Airlines from $112 and Delta from $144 one-way.

  • What are the most popular routes from Massachusetts to Oakland, California?

    While some choose either Hartford Bradley Intl - Oakland or Albany Intl - Oakland, Boston Logan Intl - Oakland is the most popular route from Massachusetts to Oakland, California.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Massachusetts to Oakland, California (average of $103). Flying from Massachusetts 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.

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.

Alternative routes for Massachusetts to Oakland

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
Newark to Las Vegas flights
Newark to Los Angeles flights
Dallas/Fort Worth to Las Vegas flights
O'Hare Intl to Las Vegas flights
Seattle to Los Angeles flights
San Francisco to Las Vegas flights
Seattle to Las Vegas flights
John F Kennedy Intl to San Francisco flights
O'Hare Intl to Los Angeles flights
Atlanta to Las Vegas flights
Dulles Intl to Las Vegas flights
Dallas/Fort Worth to Los Angeles flights
LaGuardia to Los Angeles flights
Los Angeles to Las Vegas flights
LaGuardia to Las Vegas flights
Boston to Los Angeles flights
Los Angeles to San Francisco flights
Dulles Intl to Los Angeles flights
Denver to Las Vegas flights
Hobby to Las Vegas flights
Reagan-National to Los Angeles flights
Newark to San Francisco flights
Boston to Las Vegas flights
Baltimore to Los Angeles flights
Reagan-National to Las Vegas flights
Dallas/Fort Worth to San Francisco flights
Burbank to Las Vegas flights
Baltimore to Las Vegas flights
Santa Ana to Las Vegas flights
San Francisco to Los Angeles flights
Seattle to San Diego flights
Minneapolis to Las Vegas flights
O'Hare Intl to San Francisco flights
Detroit to Las Vegas flights
San Jose to Las Vegas flights
Orlando to Las Vegas flights
Atlanta to Los Angeles flights
Seattle to Ontario flights
Hobby to Los Angeles flights
Ontario to San Francisco flights
George Bush Intcntl to Las Vegas flights
Philadelphia to Las Vegas flights
San Jose to Los Angeles flights
San Francisco to Ontario flights
John F Kennedy Intl to San Diego flights
Austin to Las Vegas flights
Midway to Los Angeles flights
Denver to Los Angeles flights

Top 3 airlines flying from Massachusetts to Oakland

Discover the top 3 airlines that operate flights from Massachusetts 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 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$171Average$413FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$261Average$302FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$312Average$455FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.