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$96+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — OAK
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
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 February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$191
(FlightHub)

One-way from

$96
(CheapOair)

Popular in

June

Cheapest in

September

Average price

$342
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. 8% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 22, 2025.

This FlightHub deal was found by Cheapflights users on 2/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/299:05 pmBOS - OAK
2 stops16h 32mSpirit Airlines
Mon 5/56:29 pmOAK - BOS
2 stops13h 51mSpirit Airlines
Deal found 2/21$191
This Expedia deal was found by Cheapflights users on 2/21. 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.
Sat 3/295:30 pmBOS - OAK
1 stop9h 13mMultiple Airlines
Thu 4/36:55 pmOAK - BOS
2 stops18h 30mMultiple Airlines
Deal found 2/21$249
This Mytrip deal was found by Cheapflights users on 2/21. 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.
Mon 4/710:45 amBDL - OAK
2 stops27h 31mSpirit Airlines
Thu 4/106:40 pmOAK - BDL
2 stops12h 00mSpirit Airlines
Deal found 2/21$254
This Mytrip deal was found by Cheapflights users on 2/21. 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.
Mon 4/77:00 amBDL - OAK
3 stops31h 16mMultiple Airlines
Thu 4/106:40 pmOAK - BDL
2 stops12h 00mMultiple Airlines
Deal found 2/21$263
This Alaska Airlines deal was found by Cheapflights users on 2/22. 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.
Thu 9/187:35 pmBOS - OAK
1 stop16h 33mAlaska Airlines
Mon 9/221:10 pmOAK - BOS
1 stop15h 46mAlaska Airlines
Deal found 2/22$279
This Delta deal was found by Cheapflights users on 2/21. 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 5/611:30 amBOS - OAK
2 stops15h 13mDelta
Sat 5/105:15 pmOAK - BOS
1 stop9h 57mDelta
Deal found 2/21$302
This Southwest deal was found by Cheapflights users on 2/21. 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 4/73:40 pmBDL - OAK
1 stop11h 50mSouthwest
Thu 4/101:00 pmOAK - BDL
1 stop7h 25mSouthwest
Deal found 2/21$342
This Sun Country Air deal was found by Cheapflights users on 2/22. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2611:42 amBDL - OAK
1 stop8h 09mSun Country Air
Sun 7/65:50 pmOAK - BDL
1 stop13h 57mSun Country Air
Deal found 2/22$345
This Southwest deal was found by Cheapflights users on 2/21. 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 3/58:30 amBOS - OAK
1 stop9h 15mSouthwest
Sun 3/96:00 pmOAK - BOS
1 stop13h 50mSouthwest
Deal found 2/21$397
This Delta deal was found by Cheapflights users on 2/22. 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.
Thu 9/42:20 pmBDL - OAK
1 stop10h 12mDelta
Sun 9/710:45 pmOAK - BDL
1 stop9h 07mDelta
Deal found 2/22$417
This Southwest deal was found by Cheapflights users on 2/22. 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 3/156:45 amALB - OAK
1 stop11h 30mSouthwest
Mon 3/1712:30 pmOAK - ALB
1 stop8h 55mSouthwest
Deal found 2/22$422
This Delta deal was found by Cheapflights users on 2/22. 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.
Thu 6/261:05 pmALB - OAK
1 stop11h 27mDelta
Tue 7/85:15 pmOAK - ALB
2 stops12h 46mDelta
Deal found 2/22$432

Find flights from Massachusetts to Oakland within your budget

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 February 22, 2025.

Fly from

Massachusetts

Fly to

Oakland

Route

Depart

Return

Price

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 4/29

9:05 pm-10:37 am

2 stops16h 32m

Oakland

Mon 5/5

6:29 pm-11:20 am

2 stops13h 51m

$191

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 3/29

5:30 pm-11:43 pm

1 stop9h 13m

Oakland

Thu 4/3

6:55 pm-4:25 pm

2 stops18h 30m

$249

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Mon 4/7

10:45 am-11:16 am

2 stops27h 31m

Oakland

Thu 4/10

6:40 pm-9:40 am

2 stops12h 00m

$254

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Mon 4/7

7:00 am-11:16 am

3 stops31h 16m

Oakland

Thu 4/10

6:40 pm-9:40 am

2 stops12h 00m

$263

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 5/6

11:30 am-11:43 pm

2 stops15h 13m

Oakland

Sat 5/10

5:15 pm-6:12 am

1 stop9h 57m

$302

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 3/28

5:30 pm-11:43 pm

1 stop9h 13m

Oakland

Thu 4/3

6:43 am-7:52 am

1 stop22h 09m

$317

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Mon 4/7

3:40 pm-12:30 am

1 stop11h 50m

Oakland

Thu 4/10

1:00 pm-11:25 pm

1 stop7h 25m

$342

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Thu 6/26

11:42 am-4:51 pm

1 stop8h 09m

Oakland

Sun 7/6

5:50 pm-10:47 am

1 stop13h 57m

$345

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 3/5

8:30 am-2:45 pm

1 stop9h 15m

Oakland

Sun 3/9

6:00 pm-10:50 am

1 stop13h 50m

$397

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Mon 6/30

2:20 pm-9:32 pm

1 stop10h 12m

Oakland

Tue 7/8

10:45 pm-10:52 am

1 stop9h 07m

$417

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

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.

Travel insights for flights from Massachusetts to Oakland

Get recent, data-driven insights about flights from Massachusetts to Oakland including ideal travel times, pricing trends, and more.

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 February 22, 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 February 22, 2025.
Read through reviews of airlines operating flights from Massachusetts to Oakland, such as Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,395 reviews

Entertainment

7.6

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Reviews

1 / 20

8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

Southwest
8.1
Very good
4,395 reviews
Southwest
8.1
Very good
4,395 reviews

Entertainment

7.6

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Reviews

1 / 20

8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

Alaska Airlines
8.0
Very good
9,700 reviews
Southwest
8.1
Very good
4,395 reviews

Entertainment

7.6

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Reviews

1 / 20

8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

Delta
8.0
Very good
8,203 reviews
Southwest
8.1
Very good
4,395 reviews

Entertainment

7.6

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Reviews

1 / 20

8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

Sun Country Air
7.0
Good
374 reviews
Southwest
8.1
Very good
4,395 reviews

Entertainment

7.6

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Reviews

1 / 20

8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

Spirit Airlines
6.3
Okay
8,012 reviews
Southwest
8.1
Very good
4,395 reviews

Entertainment

7.6

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Reviews

1 / 20

8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

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 $96 on Spirit Airlines. Other airlines that offer cheap prices include Alaska Airlines from $129 and Delta from $149 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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Alternative routes for Massachusetts to Oakland

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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$99Average$256FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$184Average$324FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$261Average$578FlexibilityNo cancel feeOn-time75%
DeltaCheapest$295Average$452FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$348Average$516FlexibilityNo cancel feeOn-time63%
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