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Massachusetts

$118+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BOS
Mar 3 — Mar 101
Tue 3/3
Tue 3/10
1 adult, Economy
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Cheap 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 February 1, 2026.

This Alaska Airlines deal was found by Cheapflights users on 1/30. 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.
Tue 3/35:31 pm
OAK
-
BOS
1 stop10h 23m
Alaska Airlines
Wed 3/49:02 am
BOS
-
OAK
1 stop10h 35m
Alaska Airlines
Deal found 1/30$229
This CheapOair deal was found by Cheapflights users on 1/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:04 am
OAK
-
BOS
1 stop26h 32m
Alaska Airlines
Wed 3/49:02 am
BOS
-
OAK
1 stop10h 35m
Alaska Airlines
Deal found 1/31$235
This CheapOair deal was found by Cheapflights users on 1/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:15 am
OAK
-
BOS
1 stop14h 44m
Alaska Airlines
Tue 3/39:02 am
BOS
-
OAK
1 stop10h 35m
Alaska Airlines
Deal found 1/29$256
This CheapOair deal was found by Cheapflights users on 1/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:15 am
OAK
-
BOS
1 stop14h 44m
Alaska Airlines
Sat 2/286:24 pm
BOS
-
OAK
1 stop17h 50m
Alaska Airlines
Deal found 1/31$261
This CheapOair deal was found by Cheapflights users on 1/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:15 am
OAK
-
BOS
1 stop14h 44m
Alaska Airlines
Mon 3/24:36 pm
BOS
-
OAK
1 stop19h 48m
Alaska Airlines
Deal found 1/29$277
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:15 am
OAK
-
BOS
1 stop14h 44m
Alaska Airlines
Mon 2/234:36 pm
BOS
-
OAK
1 stop19h 48m
Alaska Airlines
Deal found 1/30$287
This Alaska Airlines deal was found by Cheapflights users on 1/30. 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.
Wed 9/98:00 am
OAK
-
BOS
1 stop19h 02m
Alaska Airlines
Wed 9/169:20 am
BOS
-
OAK
1 stop12h 13m
Alaska Airlines
Deal found 1/30$297
This Delta deal was found by Cheapflights users on 1/29. 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.
Thu 2/265:55 am
OAK
-
BOS
2 stops11h 16m
Delta
Mon 3/26:37 pm
BOS
-
OAK
1 stop8h 14m
Delta
Deal found 1/29$302
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:04 am
OAK
-
BOS
2 stops27h 32m
Alaska Airlines
Sat 2/286:24 pm
BOS
-
OAK
1 stop17h 50m
Alaska Airlines
Deal found 1/30$305
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/85:03 pm
OAK
-
BOS
1 stop19h 33m
Alaska Airlines
Wed 3/119:02 am
BOS
-
OAK
1 stop10h 35m
Alaska Airlines
Deal found 1/30$311
This Southwest deal was found by Cheapflights users on 1/31. 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 9/111:55 pm
OAK
-
BDL
1 stop9h 05m
Southwest
Sun 9/67:50 am
BDL
-
OAK
1 stop8h 25m
Southwest
Deal found 1/31$398
This Southwest deal was found by Cheapflights users on 1/31. 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 3/26:20 pm
OAK
-
ALB
2 stops10h 50m
Southwest
Thu 3/57:05 pm
ALB
-
OAK
1 stop8h 05m
Southwest
Deal found 1/31$404

Find flight deals from Oakland to Massachusetts

Keep the following information in mind while searching for Oakland to Massachusetts flight deals. Data was last updated February 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$229
(Alaska Airlines)

One-way from

$118
(Alaska Airlines)

Popular in

December

Cheapest in

February

Average price

$322
Provider with most accurate pricing for San Francisco-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Francisco-Boston Logan Intl flights.
Search Deals
From Oakland to Massachusetts
Search Deals
One-way flight from Oakland to Massachusetts
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
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 February 1, 2026.
Use the filters below to find and compare flights from Oakland to Massachusetts that are best for you.

Fly from

Oakland

Fly to

Massachusetts

Route

Depart

Return

Price

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 3/3

5:31 pm-6:54 am

1 stop10h 23m

Boston Logan Intl

Wed 3/4

9:02 am-4:37 pm

1 stop10h 35m

$229

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 2/24

6:15 am-11:59 pm

1 stop14h 44m

Boston Logan Intl

Sat 2/28

6:24 pm-9:14 am

1 stop17h 50m

$261

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 2/26

5:55 am-8:11 pm

2 stops11h 16m

Boston Logan Intl

Mon 3/2

6:37 pm-11:51 pm

1 stop8h 14m

$302

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 3/9

4:49 pm-11:28 am

2 stops15h 39m

Boston Logan Intl

Tue 3/10

6:44 pm-11:46 pm

1 stop8h 02m

$302

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 3/4

10:04 am-11:59 pm

2 stops10h 55m

Boston Logan Intl

Thu 3/5

7:00 am-4:37 pm

1 stop12h 37m

$305

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 3/11

5:31 pm-6:54 am

1 stop10h 23m

Boston Logan Intl

Thu 3/12

9:02 am-4:37 pm

1 stop10h 35m

$308

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 3/9

5:31 pm-6:54 am

1 stop10h 23m

Boston Logan Intl

Wed 3/11

7:00 am-4:37 pm

1 stop12h 37m

$311

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 3/10

5:31 pm-6:54 am

1 stop10h 23m

Boston Logan Intl

Wed 3/11

6:24 pm-9:24 am

2 stops18h 00m

$324

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 2/24

6:15 am-11:59 pm

1 stop14h 44m

Boston Logan Intl

Wed 2/25

9:02 am-4:37 pm

1 stop10h 35m

$325

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sun 2/15

5:55 am-4:25 pm

1 stop7h 30m

Boston Logan Intl

Fri 2/20

6:37 pm-11:51 pm

1 stop8h 14m

$328

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/31

Showing 1-10 of 46 results
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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.

Cheapflights Insights

Everything you need to know about your flight from Oakland to Massachusetts

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

Currently, December is the cheapest month in which you can book a flight from Oakland, California to Massachusetts (average of $118). Flying from Oakland, California to Massachusetts in June is currently the most expensive (average of $205). 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.

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 February 1, 2026.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and Delta from Oakland to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,821 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,821 reviews
Alaska Airlines
8.0
Very good
11,821 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Southwest
8.0
Very good
4,270 reviews
Alaska Airlines
8.0
Very good
11,821 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Delta
7.9
Good
8,130 reviews
Alaska Airlines
8.0
Very good
11,821 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
JetBlue
7.2
Good
2,892 reviews
Alaska Airlines
8.0
Very good
11,821 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Comfort

7.8

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

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.

  • How long is the flight from Oakland, California to Massachusetts?

    A quick flight from Oakland, California to Massachusetts can take about 9h 25m. Alaska Airlines provides one of the quickest options available for as low as $412. The distance from Oakland, California to Massachusetts is about 2606 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    $98 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on Delta and Alaska Airlines, with prices starting from $118 and $144, 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 - Albany Intl and Oakland - Hartford Bradley 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, December is the cheapest month in which you can book a flight from Oakland, California to Massachusetts (average of $118). Flying from Oakland, California to Massachusetts in June is currently the most expensive (average of $205). 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.

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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 4 airlines flying from Oakland to Massachusetts

Discover the top 4 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 February 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$149Average$293FlexibilityNo cancel feeOn-time62%
DeltaCheapest$171Average$396FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$287Average$457FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$305Average$461FlexibilityNo cancel feeOn-time63%

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