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$61+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — OAK
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$223
(Booking.com)

One-way from

$99
(Booking.com)

Popular in

June

Cheapest in

September

Average price

$361
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. 6% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Booking.com deal was found by Cheapflights users on 4/30. 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.
Wed 6/410:04 amBOS - OAK
2 stops15h 21mSpirit Airlines
Mon 6/911:51 amOAK - BOS
2 stops25h 33mSpirit Airlines
Deal found 4/30$223
This Southwest deal was found by Cheapflights users on 4/30. 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 9/256:40 amBOS - OAK
1 stop7h 55mSouthwest
Mon 9/295:15 amOAK - BOS
1 stop7h 05mSouthwest
Deal found 4/30$294
This Delta deal was found by Cheapflights users on 4/30. 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 8/266:00 amBOS - OAK
1 stop9h 23mDelta
Sat 8/305:15 pmOAK - BOS
1 stop9h 53mDelta
Deal found 4/30$297
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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.
Sat 6/76:00 amBOS - OAK
1 stop16h 14mAlaska Airlines
Tue 6/106:52 pmOAK - BOS
1 stop8h 18mAlaska Airlines
Deal found 4/30$300
This Mytrip deal was found by Cheapflights users on 5/1. 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 5/2911:41 amBOS - OAK
1 stop8h 05mMultiple Airlines
Thu 6/511:51 amOAK - BOS
2 stops32h 38mMultiple Airlines
Deal found 5/1$310
This Southwest deal was found by Cheapflights users on 4/29. 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 9/99:00 amBDL - OAK
1 stop8h 40mSouthwest
Tue 9/2311:00 amOAK - BDL
1 stop7h 20mSouthwest
Deal found 4/29$315
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 5/2911:41 amBOS - OAK
1 stop8h 05mSun Country Air
Thu 6/55:45 pmOAK - BOS
1 stop13h 52mSun Country Air
Deal found 4/29$329
This Mytrip deal was found by Cheapflights users on 5/1. 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 6/193:59 pmBDL - OAK
3 stops34h 27mSpirit Airlines
Mon 6/239:38 pmOAK - BDL
2 stops32h 36mSpirit Airlines
Deal found 5/1$363
This Delta deal was found by Cheapflights users on 4/29. 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 7/86:00 amBDL - OAK
2 stops13h 14mDelta
Tue 8/125:15 pmOAK - BDL
2 stops14h 37mDelta
Deal found 4/29$366
This Southwest deal was found by Cheapflights users on 4/29. 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.
Sun 6/87:00 pmALB - OAK
1 stop7h 45mSouthwest
Sat 6/145:10 amOAK - ALB
1 stop7h 05mSouthwest
Deal found 4/29$378
This Orbitz deal was found by Cheapflights users on 5/1. 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.
Thu 8/211:37 pmBDL - OAK
2 stops13h 02mMultiple Airlines
Sun 8/245:53 pmOAK - BDL
1 stop13h 59mMultiple Airlines
Deal found 5/1$405
This Hawaiian Airlines deal was found by Cheapflights users on 5/1. 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.
Sat 5/107:00 amBOS - OAK
1 stop11h 48mHawaiian Airlines
Sat 5/1712:48 pmOAK - BOS
1 stop8h 18mHawaiian Airlines
Deal found 5/1$468

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 May 1, 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 6/4

10:04 am-10:25 pm

2 stops15h 21m

Oakland

Mon 6/9

11:51 am-4:24 pm

2 stops25h 33m

$223

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 9/25

6:40 am-11:35 am

1 stop7h 55m

Oakland

Mon 9/29

5:15 am-3:20 pm

1 stop7h 05m

$294

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 8/26

6:00 am-12:23 pm

1 stop9h 23m

Oakland

Sat 8/30

5:15 pm-6:08 am

1 stop9h 53m

$297

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 6/7

6:00 am-7:14 pm

1 stop16h 14m

Oakland

Tue 6/10

6:52 pm-6:10 am

1 stop8h 18m

$300

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 5/29

11:41 am-4:46 pm

1 stop8h 05m

Oakland

Thu 6/5

11:51 am-11:29 pm

2 stops32h 38m

$310

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Tue 9/9

9:00 am-2:40 pm

1 stop8h 40m

Oakland

Tue 9/23

11:00 am-9:20 pm

1 stop7h 20m

$315

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 5/29

11:41 am-4:46 pm

1 stop8h 05m

Oakland

Thu 6/5

5:45 pm-10:37 am

1 stop13h 52m

$329

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Thu 6/19

3:59 pm-11:26 pm

3 stops34h 27m

Oakland

Mon 6/23

9:38 pm-9:14 am

2 stops32h 36m

$363

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Tue 7/8

6:00 am-4:14 pm

2 stops13h 14m

Oakland

Tue 8/12

5:15 pm-10:52 am

2 stops14h 37m

$366

AlbanyOakland

ALB - OAK

ALBOAK

Albany Intl

Sun 6/8

7:00 pm-11:45 pm

1 stop7h 45m

Oakland

Sat 6/14

5:10 am-3:15 pm

1 stop7h 05m

$378

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

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 May 1, 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 May 1, 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
9,972 reviews

Overall

8.0

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

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
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Overall

8.0

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

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
4,293 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Overall

8.0

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

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
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Overall

8.0

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,409 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Overall

8.0

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

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
346 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Overall

8.0

Boarding

8.1

Comfort

7.9

Food

7.1

Entertainment

7.1

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 $99 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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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 May 1, 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$433FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$348Average$559FlexibilityNo cancel feeOn-time63%

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