HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Oakland

$129+ 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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — OAK
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:00 am
BOS
-
OAK
1 stop12h 37m
Alaska Airlines
Tue 3/105:31 pm
OAK
-
BOS
1 stop10h 23m
Alaska Airlines
Deal found 1/28$257
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:24 pm
BOS
-
OAK
1 stop17h 50m
Alaska Airlines
Wed 3/116:15 am
OAK
-
BOS
1 stop14h 44m
Alaska Airlines
Deal found 1/28$267
This Orbitz deal was found by Cheapflights users on 1/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
BOS
-
OAK
1 stop12h 37m
Alaska Airlines
Wed 3/410:04 am
OAK
-
BOS
1 stop26h 32m
Alaska Airlines
Deal found 1/28$275
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
BOS
-
OAK
1 stop12h 37m
Alaska Airlines
Fri 2/276:15 am
OAK
-
BOS
1 stop14h 44m
Alaska Airlines
Deal found 1/28$277
This Expedia deal was found by Cheapflights users on 1/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/274:36 pm
BOS
-
OAK
1 stop19h 48m
Alaska Airlines
Tue 3/35:31 pm
OAK
-
BOS
1 stop10h 23m
Alaska Airlines
Deal found 1/27$285
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/234:36 pm
BOS
-
OAK
1 stop19h 48m
Alaska Airlines
Fri 2/276:15 am
OAK
-
BOS
1 stop14h 44m
Alaska Airlines
Deal found 1/28$287
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/117:00 am
BOS
-
OAK
1 stop12h 23m
Alaska Airlines
Sun 2/156:15 am
OAK
-
BOS
1 stop14h 44m
Alaska Airlines
Deal found 1/28$292
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/274:36 pm
BOS
-
OAK
1 stop19h 48m
Alaska Airlines
Mon 3/25:31 pm
OAK
-
BOS
1 stop10h 23m
Alaska Airlines
Deal found 1/27$295
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/135:59 pm
BOS
-
OAK
1 stop8h 38m
Alaska Airlines
Tue 5/197:00 am
OAK
-
BOS
1 stop19h 49m
Alaska Airlines
Deal found 1/27$297
This Alaska Airlines deal was found by Cheapflights users on 1/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:02 am
BOS
-
OAK
1 stop10h 35m
Alaska Airlines
Mon 3/96:15 am
OAK
-
BOS
1 stop31h 21m
Alaska Airlines
Deal found 1/28$300
This Southwest deal was found by Cheapflights users on 1/28. 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.
Wed 2/256:50 am
BOS
-
OAK
1 stop11h 05m
Southwest
Wed 3/49:20 am
OAK
-
BOS
2 stops9h 45m
Southwest
Deal found 1/28$302
This CheapOair deal was found by Cheapflights users on 1/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:24 pm
BOS
-
OAK
2 stops18h 00m
Alaska Airlines
Mon 3/25:31 pm
OAK
-
BOS
1 stop10h 23m
Alaska Airlines
Deal found 1/27$305

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$257
(CheapOair)

One-way from

$129
(Expedia)

Popular in

December

Cheapest in

March

Average price

$342
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. 3% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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

Wed 3/4

9:02 am-4:37 pm

1 stop10h 35m

Oakland

Tue 3/10

5:31 pm-6:54 am

1 stop10h 23m

$257

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 3/5

7:00 am-4:37 pm

1 stop12h 37m

Oakland

Tue 3/10

5:31 pm-6:54 am

1 stop10h 23m

$285

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 3/4

7:00 am-4:37 pm

1 stop12h 37m

Oakland

Mon 3/9

6:15 am-4:36 pm

1 stop31h 21m

$300

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 3/6

2:35 pm-11:51 pm

2 stops12h 16m

Oakland

Tue 3/10

4:49 pm-6:10 am

1 stop10h 21m

$302

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 2/25

6:50 am-2:35 pm

2 stops10h 45m

Oakland

Wed 3/4

7:25 pm-8:10 am

2 stops9h 45m

$307

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 2/28

5:45 pm-11:50 pm

1 stop9h 05m

Oakland

Mon 3/2

6:20 pm-8:50 am

2 stops11h 30m

$327

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 2/11

5:30 am-2:05 pm

1 stop11h 35m

Oakland

Tue 2/17

6:15 am-4:30 pm

1 stop7h 15m

$332

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 3/6

2:35 pm-11:51 pm

2 stops12h 16m

Oakland

Mon 3/9

4:49 pm-6:10 am

1 stop10h 21m

$333

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 3/7

7:00 am-11:54 pm

1 stop19h 54m

Oakland

Tue 3/10

5:31 pm-6:54 am

1 stop10h 23m

$335

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 3/4

12:50 pm-11:51 pm

2 stops14h 01m

Oakland

Mon 3/9

5:55 am-8:14 pm

2 stops11h 19m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 44 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 $101). Flying from Massachusetts to Oakland, California in July is currently the most expensive (average of $188). 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.

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?

    Alaska Airlines, Delta, and Southwest can get you from Massachusetts to Oakland, California in just under 10h 35m. Your travel time can differ by up to 1h 41m. 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 $112 on Alaska Airlines. Other airlines that offer cheap prices include JetBlue from $113 and Southwest from $139 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 $101). Flying from Massachusetts to Oakland, California in July is currently the most expensive (average of $188). 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
O'Hare Intl to Las Vegas flights
Seattle to Los Angeles flights
Seattle to Las Vegas flights
John F Kennedy Intl to San Francisco flights
Newark to Los Angeles flights
San Francisco to Las Vegas flights
Dallas/Fort Worth to Las Vegas flights
Minneapolis to Las Vegas flights
O'Hare Intl to Los Angeles flights
Newark to San Francisco flights
Dulles Intl to Las Vegas flights
San Francisco to Los Angeles flights
San Francisco to Ontario flights
Boston to San Francisco flights
San Jose to Los Angeles flights
LaGuardia to Los Angeles flights
Los Angeles to San Francisco flights
Ontario to San Francisco flights
San Francisco to Santa Ana flights
Atlanta to Las Vegas flights
LaGuardia to Las Vegas flights
Seattle to San Francisco flights
Seattle to San Diego flights
Los Angeles to Las Vegas flights
Denver to Las Vegas flights
Seattle to Ontario flights
Los Angeles to San Jose flights
Boston to Los Angeles flights
Boston to Las Vegas flights
Reagan-National to Las Vegas flights
Reagan-National to Los Angeles flights
O'Hare Intl to San Francisco flights
Baltimore to Las Vegas flights
Santa Ana to San Francisco flights
Dallas/Fort Worth to San Francisco flights
Dallas/Fort Worth to Los Angeles flights
Atlanta to Los Angeles flights
Baltimore to Los Angeles flights
Burbank to Las Vegas flights
Dulles Intl to Los Angeles flights
Hobby to Los Angeles flights
Orlando to Las Vegas flights
Seattle to Santa Ana flights
Seattle to San Jose flights
Reagan-National to San Francisco flights
Santa Ana to Las Vegas flights
San Francisco to Burbank flights

Top 4 airlines flying from Massachusetts to Oakland

Discover the top 4 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$98Average$243FlexibilityNo cancel feeOn-time62%
DeltaCheapest$158Average$392FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$216Average$405FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$312Average$446FlexibilityNo 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.