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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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — OAK
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$268
(Alaska Airlines)

One-way from

$129
(Southwest)

Popular in

December

Cheapest in

September

Average price

$390
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. 2% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 18, 2025.

This Alaska Airlines deal was found by Cheapflights users on 6/18. 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 9/44:00 pmBOS - OAK
1 stop10h 59mAlaska Airlines
Tue 9/97:58 pmOAK - BOS
1 stop9h 02mAlaska Airlines
Deal found 6/18$268
This FlightHub deal was found by Cheapflights users on 6/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/49:15 amBDL - OAK
2 stops17h 24mSpirit Airlines
Sun 9/77:48 pmOAK - BDL
2 stops9h 22mSpirit Airlines
Deal found 6/16$277
This Southwest deal was found by Cheapflights users on 6/16. 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.
Fri 7/116:45 pmBOS - OAK
1 stop8h 20mSouthwest
Sun 7/135:30 amOAK - BOS
1 stop11h 10mSouthwest
Deal found 6/16$297
This Delta deal was found by Cheapflights users on 6/16. 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 9/168:00 amBOS - OAK
2 stops11h 31mDelta
Tue 9/305:05 pmOAK - BOS
1 stop10h 04mDelta
Deal found 6/16$302
This Mytrip deal was found by Cheapflights users on 6/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/308:35 pmBOS - OAK
2 stops27h 08mSpirit Airlines
Wed 7/96:00 amOAK - BOS
3 stops23h 37mSpirit Airlines
Deal found 6/17$308
This Mytrip deal was found by Cheapflights users on 6/18. 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.
Thu 7/312:22 pmBDL - OAK
1 stop13h 36mMultiple Airlines
Mon 7/710:31 amOAK - BDL
3 stops19h 43mMultiple Airlines
Deal found 6/18$312
This Sun Country Air deal was found by Cheapflights users on 6/18. 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 7/312:22 pmBDL - OAK
1 stop13h 36mSun Country Air
Sun 7/611:59 pmOAK - BDL
1 stop7h 04mSun Country Air
Deal found 6/18$315
This Southwest deal was found by Cheapflights users on 6/18. 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 10/142:45 pmALB - OAK
2 stops11h 15mSouthwest
Wed 10/225:30 amOAK - ALB
1 stop7h 30mSouthwest
Deal found 6/18$322
This Mytrip deal was found by Cheapflights users on 6/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/116:00 amBOS - OAK
2 stops29h 28mMultiple Airlines
Sun 7/136:09 pmOAK - BOS
1 stop13h 28mMultiple Airlines
Deal found 6/16$324
This Southwest deal was found by Cheapflights users on 6/17. 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.
Thu 9/181:40 pmBDL - OAK
1 stop10h 25mSouthwest
Mon 9/226:55 pmOAK - BDL
2 stops10h 10mSouthwest
Deal found 6/17$340
This Delta deal was found by Cheapflights users on 6/18. 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 7/3011:29 amBDL - OAK
2 stops15h 26mDelta
Sat 8/24:55 pmOAK - BDL
2 stops13h 02mDelta
Deal found 6/18$492
This Mytrip deal was found by Cheapflights users on 6/18. 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 7/25:01 pmALB - OAK
3 stops32h 57mMultiple Airlines
Thu 11/137:30 amOAK - ALB
3 stops23h 36mMultiple Airlines
Deal found 6/18$517

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 June 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 9/4

4:00 pm-11:59 pm

1 stop10h 59m

Oakland

Tue 9/9

7:58 pm-8:00 am

1 stop9h 02m

$268

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Thu 9/4

9:15 am-11:39 pm

2 stops17h 24m

Oakland

Sun 9/7

7:48 pm-8:10 am

2 stops9h 22m

$277

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 7/11

6:45 pm-12:05 am

1 stop8h 20m

Oakland

Sun 7/13

5:30 am-7:40 pm

1 stop11h 10m

$297

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 9/16

8:00 am-4:31 pm

2 stops11h 31m

Oakland

Tue 9/30

5:05 pm-6:09 am

1 stop10h 04m

$302

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Mon 6/30

8:35 pm-8:43 pm

2 stops27h 08m

Oakland

Wed 7/9

6:00 am-8:37 am

3 stops23h 37m

$308

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Thu 7/3

12:22 pm-10:58 pm

1 stop13h 36m

Oakland

Mon 7/7

10:31 am-9:14 am

3 stops19h 43m

$312

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Thu 7/3

12:22 pm-10:58 pm

1 stop13h 36m

Oakland

Sun 7/6

11:59 pm-10:03 am

1 stop7h 04m

$315

AlbanyOakland

ALB - OAK

ALBOAK

Albany Intl

Tue 10/14

2:45 pm-11:00 pm

2 stops11h 15m

Oakland

Wed 10/22

5:30 am-4:00 pm

1 stop7h 30m

$322

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 7/11

6:00 am-8:28 am

2 stops29h 28m

Oakland

Sun 7/13

6:09 pm-10:37 am

1 stop13h 28m

$324

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Thu 9/18

1:40 pm-9:05 pm

1 stop10h 25m

Oakland

Mon 9/22

6:55 pm-8:05 am

2 stops10h 10m

$340

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 31 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 June 18, 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 June 18, 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
10,000 reviews

Overall

8.0

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,964 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Sun Country Air
6.9
Okay
345 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Spirit Airlines
6.3
Okay
8,065 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 $129 on Southwest. Other airlines that offer cheap prices include Spirit Airlines from $131 and Sun Country Air from $143 one-way.

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

    While some choose either Albany Intl - Oakland or Hartford Bradley 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$99Average$256FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$164Average$324FlexibilityNo cancel feeOn-time65%
Alaska AirlinesCheapest$261Average$334FlexibilityNo cancel feeOn-time75%
DeltaCheapest$268Average$417FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$348Average$518FlexibilityNo cancel feeOn-time63%

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