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$96+ Cheap flights from Oakland, CA (OAK) to Massachusetts

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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BOS
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
1 adult, Economy
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Cheap flight deals from Oakland to Massachusetts

Keep the following information in mind while searching for Oakland to Massachusetts flight deals. Data was last updated febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$207
(Expedia)

One-way from

$96
(CheapOair)

Popular in

June

Cheapest in

January

Average price

$324
Provider with most accurate pricing for San Francisco-Boston Logan Intl flight deals.
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From Oakland to Massachusetts
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One-way flight from Oakland to Massachusetts
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Highest demand for flights based on searches. 12% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 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 Oakland to Massachusetts

Cheapest flights from Oakland to Massachusetts
Explore the most affordable flight options available from Oakland to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febrero 20, 2025.

This Expedia deal was found by Cheapflights users on 2/20. 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.
mar. 3/185:52 pmOAK - BOS
2 stops16h 19mMultiple Airlines
mar. 3/255:30 pmBOS - OAK
1 stop9h 13mMultiple Airlines
Deal found 2/20$207
This Mytrip deal was found by Cheapflights users on 2/19. 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.
mar. 4/112:11 pmOAK - BOS
3 stops26h 03mSpirit Airlines
sáb. 4/52:10 pmBOS - OAK
3 stops43h 26mSpirit Airlines
Deal found 2/19$237
This Alaska Airlines deal was found by Cheapflights users on 2/18. 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.
mié. 3/199:23 amOAK - BOS
1 stop19h 29mAlaska Airlines
mié. 3/265:30 pmBOS - OAK
1 stop9h 13mAlaska Airlines
Deal found 2/18$260
This Southwest deal was found by Cheapflights users on 2/19. 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.
jue. 2/275:20 amOAK - BOS
1 stop7h 10mSouthwest
mié. 3/58:30 amBOS - OAK
1 stop9h 15mSouthwest
Deal found 2/19$262
This Mytrip deal was found by Cheapflights users on 2/19. 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.
lun. 3/34:14 pmOAK - BDL
1 stop26h 00mMultiple Airlines
lun. 3/101:59 pmBDL - OAK
3 stops22h 36mMultiple Airlines
Deal found 2/19$277
This Delta deal was found by Cheapflights users on 2/19. 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.
mié. 9/101:15 pmOAK - BOS
1 stop7h 43mDelta
sáb. 9/131:55 pmBOS - OAK
1 stop10h 37mDelta
Deal found 2/19$297
This Delta deal was found by Cheapflights users on 2/18. 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.
lun. 7/710:45 pmOAK - ALB
1 stop10h 14mDelta
mié. 7/1612:30 pmALB - OAK
2 stops12h 02mDelta
Deal found 2/18$392
This Mytrip deal was found by Cheapflights users on 2/18. 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.
jue. 3/65:52 pmOAK - ALB
3 stops21h 34mMultiple Airlines
lun. 3/105:56 pmALB - OAK
3 stops42h 39mMultiple Airlines
Deal found 2/18$433
This Southwest deal was found by Cheapflights users on 2/18. 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.
vie. 6/65:10 amOAK - ALB
1 stop9h 00mSouthwest
dom. 6/85:25 amALB - OAK
2 stops10h 00mSouthwest
Deal found 2/18$453
This Southwest deal was found by Cheapflights users on 2/19. 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.
lun. 6/236:55 pmOAK - BDL
2 stops9h 55mSouthwest
mié. 6/254:50 pmBDL - OAK
2 stops9h 30mSouthwest
Deal found 2/19$467
This FlightHub deal was found by Cheapflights users on 2/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 3/306:55 pmOAK - BDL
2 stops11h 55mSpirit Airlines
mié. 4/210:45 amBDL - OAK
2 stops22h 51mSpirit Airlines
Deal found 2/18$486
This Delta deal was found by Cheapflights users on 2/19. 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.
jue. 3/206:00 amOAK - BDL
2 stops14h 29mDelta
mar. 4/13:05 pmBDL - OAK
2 stops11h 54mDelta
Deal found 2/19$510

Find flights from Oakland to Massachusetts within your budget

Customize your flight search to find flights from Oakland to Massachusetts 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 febrero 20, 2025.

Fly from

Oakland

Fly to

Massachusetts

Route

Depart

Return

Price

OaklandBoston

OAK - BOS

OAKBOS

Oakland

mar. 3/18

5:52 pm-1:11 pm

2 stops16h 19m

Boston Logan Intl

mar. 3/25

5:30 pm-11:43 pm

1 stop9h 13m

$207

OaklandBoston

OAK - BOS

OAKBOS

Oakland

mar. 4/1

12:11 pm-5:14 pm

3 stops26h 03m

Boston Logan Intl

sáb. 4/5

2:10 pm-6:36 am

3 stops43h 26m

$237

OaklandBoston

OAK - BOS

OAKBOS

Oakland

mié. 3/19

9:23 am-7:52 am

1 stop19h 29m

Boston Logan Intl

mié. 3/26

5:30 pm-11:43 pm

1 stop9h 13m

$260

OaklandHartford

OAK - BDL

OAKBDL

Oakland

lun. 3/3

4:14 pm-9:14 pm

1 stop26h 00m

Hartford Bradley Intl

lun. 3/10

1:59 pm-9:35 am

3 stops22h 36m

$277

OaklandBoston

OAK - BOS

OAKBOS

Oakland

mar. 3/18

5:15 pm-6:31 am

1 stop10h 16m

Boston Logan Intl

dom. 3/23

6:15 am-12:13 pm

1 stop8h 58m

$328

OaklandBoston

OAK - BOS

OAKBOS

Oakland

vie. 6/6

8:25 pm-1:30 pm

1 stop14h 05m

Boston Logan Intl

dom. 6/8

10:30 pm-11:00 am

2 stops15h 30m

$353

OaklandAlbany

OAK - ALB

OAKALB

Oakland

lun. 7/7

10:45 pm-11:59 am

1 stop10h 14m

Albany Intl

mié. 7/16

12:30 pm-9:32 pm

2 stops12h 02m

$392

OaklandAlbany

OAK - ALB

OAKALB

Oakland

jue. 3/6

5:52 pm-6:26 pm

3 stops21h 34m

Albany Intl

lun. 3/10

5:56 pm-9:35 am

3 stops42h 39m

$433

OaklandAlbany

OAK - ALB

OAKALB

Oakland

vie. 6/6

5:10 am-5:10 pm

1 stop9h 00m

Albany Intl

dom. 6/8

5:25 am-12:25 pm

2 stops10h 00m

$453

OaklandHartford

OAK - BDL

OAKBDL

Oakland

lun. 6/23

6:55 pm-7:50 am

2 stops9h 55m

Hartford Bradley Intl

mié. 6/25

4:50 pm-11:20 pm

2 stops9h 30m

$467

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 24 results
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2
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Best time to book a flight from Oakland to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Oakland 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 Oakland to Massachusetts

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

What is the cheapest month to book a flight from Oakland, California to Massachusetts?

Currently, January is the cheapest month in which you can book a flight from Oakland, California to Massachusetts (average of $218). Flying from Oakland, California to Massachusetts in July is currently the most expensive (average of $311). 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 OAK to MA?

Find hourly flight availability from Oakland to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated febrero 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oakland, California to Massachusetts as you normally would.

Rainfall in Massachusetts by month

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

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

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

If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated febrero 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines and Delta from Oakland to Massachusetts to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Bhoopal,Nov 2024

STL - BOS

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Bhoopal,Nov 2024

STL - BOS

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Bhoopal,Nov 2024

STL - BOS

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Bhoopal,Nov 2024

STL - BOS

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Sun Country Air
7.0
Good
374 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Bhoopal,Nov 2024

STL - BOS

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Spirit Airlines
6.3
Okay
8,013 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Bhoopal,Nov 2024

STL - BOS

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Related info for your journey

Find useful and relevant information for your journey from Oakland to Massachusetts. 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 from for flights from Oakland to Massachusetts?

    Located just 7.0 mi from the city center, Oakland (OAK) is the airport most travelers will use when flying to Massachusetts from Oakland.

  • What are the cheapest airlines to fly from Oakland, California to Massachusetts one-way?

    $96 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Alaska Airlines and Delta, with prices starting from $114 and $149, respectively.

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

    The most popular flight routes from Oakland, California to Massachusetts are Oakland - Boston Logan Intl, Oakland - Hartford Bradley Intl and Oakland - Albany Intl.

  • Can I find deals for flights from Oakland to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Oakland to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oakland to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to Massachusetts.

  • Can I find deals for business class flights from Oakland to Massachusetts?

    Yes. Cheapflights offers flight deals from Oakland to Massachusetts 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 Oakland, California to Massachusetts?

    Currently, January is the cheapest month in which you can book a flight from Oakland, California to Massachusetts (average of $218). Flying from Oakland, California to Massachusetts in July is currently the most expensive (average of $311). 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 Oakland to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Oakland to Massachusetts

Discover the top 5 airlines that operate flights from Oakland to Massachusetts. 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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$145Average$296FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$186Average$276FlexibilityNo cancel feeOn-time65%
DeltaCheapest$224Average$482FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$306Average$481FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$311Average$491FlexibilityNo cancel feeOn-time75%
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