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Oakland

$84+ 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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — OAK
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheap flight deals from Massachusetts to Oakland

Keep the following information in mind while searching for Massachusetts to Oakland flight deals. Data was last updated April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$250
(Mytrip)

One-way from

$84
(CheapOair)

Popular in

June

Cheapest in

September

Average price

$382
Provider with most accurate pricing for Boston Logan Intl-San Francisco flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-San Francisco flights.
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From Massachusetts to Oakland
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One-way flight from Massachusetts to Oakland
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Highest demand for flights based on searches. 7% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find 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 April 24, 2025.

This Mytrip deal was found by Cheapflights users on 4/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/213:49 pmBOS - OAK
2 stops22h 07mSpirit Airlines
Wed 5/285:45 amOAK - BOS
2 stops29h 59mSpirit Airlines
Deal found 4/22$250
This Alaska Airlines deal was found by Cheapflights users on 4/22. 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.
Wed 5/287:30 amBOS - OAK
1 stop9h 06mAlaska Airlines
Tue 6/36:52 pmOAK - BOS
1 stop8h 18mAlaska Airlines
Deal found 4/22$257
This Hawaiian Airlines deal was found by Cheapflights users on 4/22. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/287:30 amBOS - OAK
1 stop9h 06mHawaiian Airlines
Mon 6/26:52 pmOAK - BOS
1 stop8h 18mHawaiian Airlines
Deal found 4/22$277
This Expedia deal was found by Cheapflights users on 4/22. 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.
Thu 5/297:30 amBOS - OAK
1 stop9h 06mMultiple Airlines
Tue 6/311:51 amOAK - BOS
2 stops25h 33mMultiple Airlines
Deal found 4/22$283
This Delta deal was found by Cheapflights users on 4/22. 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 5/306:47 pmBOS - OAK
1 stop8h 02mDelta
Tue 6/34:55 pmOAK - BOS
1 stop10h 25mDelta
Deal found 4/22$297
This Southwest deal was found by Cheapflights users on 4/22. 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 8/155:05 pmALB - OAK
1 stop8h 30mSouthwest
Mon 8/186:40 pmOAK - ALB
2 stops10h 25mSouthwest
Deal found 4/22$325
This Southwest deal was found by Cheapflights users on 4/23. 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.
Sat 9/139:10 amBOS - OAK
2 stops12h 40mSouthwest
Sun 9/216:50 amOAK - BOS
1 stop8h 05mSouthwest
Deal found 4/23$333
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2211:41 amBOS - OAK
1 stop8h 35mSun Country Air
Mon 5/265:40 pmOAK - BOS
1 stop14h 02mSun Country Air
Deal found 4/22$387
This Mytrip deal was found by Cheapflights users on 4/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/78:34 amBDL - OAK
3 stops29h 22mSpirit Airlines
Fri 6/135:30 amOAK - BDL
2 stops30h 09mSpirit Airlines
Deal found 4/22$442
This Southwest deal was found by Cheapflights users on 4/22. 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.
Sat 6/76:15 amBDL - OAK
1 stop7h 40mSouthwest
Fri 6/136:55 pmOAK - BDL
2 stops10h 25mSouthwest
Deal found 4/22$452
This Delta deal was found by Cheapflights users on 4/23. 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 5/145:35 amBDL - OAK
2 stops9h 21mDelta
Sat 5/176:00 amOAK - BDL
2 stops12h 31mDelta
Deal found 4/23$461
This Booking.com deal was found by Cheapflights users on 4/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1910:58 amBDL - OAK
1 stop8h 17mSun Country Air
Thu 6/265:39 pmOAK - BDL
1 stop14h 08mSun Country Air
Deal found 4/23$465

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 April 24, 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

Wed 5/21

3:49 pm-10:56 am

2 stops22h 07m

Oakland

Wed 5/28

5:45 am-2:44 pm

2 stops29h 59m

$250

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 5/28

7:30 am-1:36 pm

1 stop9h 06m

Oakland

Tue 6/3

6:52 pm-6:10 am

1 stop8h 18m

$257

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 5/28

7:30 am-1:36 pm

1 stop9h 06m

Oakland

Mon 6/2

6:52 pm-6:10 am

1 stop8h 18m

$277

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 5/29

7:30 am-1:36 pm

1 stop9h 06m

Oakland

Tue 6/3

11:51 am-4:24 pm

2 stops25h 33m

$283

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 5/30

6:47 pm-11:49 pm

1 stop8h 02m

Oakland

Tue 6/3

4:55 pm-6:20 am

1 stop10h 25m

$297

AlbanyOakland

ALB - OAK

ALBOAK

Albany Intl

Fri 8/15

5:05 pm-10:35 pm

1 stop8h 30m

Oakland

Mon 8/18

6:40 pm-8:05 am

2 stops10h 25m

$325

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 5/22

11:41 am-5:16 pm

1 stop8h 35m

Oakland

Mon 5/26

5:40 pm-10:42 am

1 stop14h 02m

$387

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 7/17

9:55 pm-11:00 am

2 stops16h 05m

Oakland

Wed 7/23

11:00 am-12:15 am

2 stops10h 15m

$403

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Sat 6/7

8:34 am-10:56 am

3 stops29h 22m

Oakland

Fri 6/13

5:30 am-2:39 pm

2 stops30h 09m

$442

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Sat 6/7

6:15 am-10:55 am

1 stop7h 40m

Oakland

Fri 6/13

6:55 pm-8:20 am

2 stops10h 25m

$452

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 27 results
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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, April is the cheapest month in which you can book a flight from Massachusetts to Oakland, California (average of $183). Flying from Massachusetts 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 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 April 24, 2025.

When flying from Massachusetts to Oakland, California, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Oakland by month

Plan your trip to Oakland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Oakland, California ranges from 0.0 - 4.8 inches per month. January is typically the wettest month, when rainfall can reach 4.8 in. July is typically the driest time to visit Oakland, California when rainfall is around 0.0 in.

Temperature in Oakland by month

Plan your trip to Oakland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Oakland, California, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 66.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

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 April 24, 2025.
Read through reviews of airlines operating flights from Massachusetts to Oakland, such as Alaska Airlines, Southwest and Delta. 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
9,918 reviews

Entertainment

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,918 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,286 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Hawaiian Airlines
7.9
Good
2,393 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Sun Country Air
6.9
Okay
348 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.

  • 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 $84 on Spirit Airlines. Other airlines that offer cheap prices include Hawaiian Airlines from $129 and Alaska Airlines from $148 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, April is the cheapest month in which you can book a flight from Massachusetts to Oakland, California (average of $183). Flying from Massachusetts 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Massachusetts to Oakland

Discover the top 5 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$99Average$256FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$184Average$291FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$261Average$405FlexibilityNo cancel feeOn-time75%
DeltaCheapest$277Average$432FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$348Average$559FlexibilityNo cancel feeOn-time63%

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