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$129+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BOS
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$241
(Booking.com)

One-way from

$129
(Alaska Airlines)

Popular in

June

Cheapest in

January

Average price

$397
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 ($53 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 April 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 April 17, 2025.

This Booking.com deal was found by Cheapflights users on 4/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1911:51 amOAK - BOS
2 stops25h 33mSpirit Airlines
Wed 5/2110:04 amBOS - OAK
2 stops15h 21mSpirit Airlines
Deal found 4/17$241
This Expedia deal was found by Cheapflights users on 4/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/196:52 pmOAK - BOS
1 stop8h 18mMultiple Airlines
Wed 5/2110:04 amBOS - OAK
2 stops15h 21mMultiple Airlines
Deal found 4/17$279
This Hawaiian Airlines deal was found by Cheapflights users on 4/17. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/97:11 pmOAK - BOS
1 stop7h 49mHawaiian Airlines
Thu 9/187:20 amBOS - OAK
1 stop9h 19mHawaiian Airlines
Deal found 4/17$289
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/176:00 amOAK - BOS
1 stop7h 49mDelta
Sat 5/244:25 pmBOS - OAK
1 stop9h 05mDelta
Deal found 4/17$297
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/265:40 pmOAK - BOS
1 stop14h 02mSun Country Air
Thu 5/2911:41 amBOS - OAK
1 stop8h 05mSun Country Air
Deal found 4/17$309
This Alaska Airlines deal was found by Cheapflights users on 4/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/16:00 amOAK - BOS
1 stop8h 30mAlaska Airlines
Sat 5/35:20 pmBOS - OAK
1 stop9h 24mAlaska Airlines
Deal found 4/17$311
This Southwest deal was found by Cheapflights users on 4/17. 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 10/25:50 amOAK - BDL
1 stop8h 10mSouthwest
Tue 10/712:55 pmBDL - OAK
1 stop8h 55mSouthwest
Deal found 4/17$334
This Southwest deal was found by Cheapflights users on 4/17. 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.
Tue 9/168:45 amOAK - BOS
2 stops10h 45mSouthwest
Wed 9/177:05 amBOS - OAK
2 stops10h 05mSouthwest
Deal found 4/17$338
This Southwest deal was found by Cheapflights users on 4/16. 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.
Wed 7/165:15 amOAK - ALB
1 stop7h 40mSouthwest
Wed 9/171:55 pmALB - OAK
1 stop9h 45mSouthwest
Deal found 4/16$375
This Delta deal was found by Cheapflights users on 4/16. 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 4/295:10 pmOAK - BDL
2 stops14h 12mDelta
Tue 5/62:25 pmBDL - OAK
2 stops12h 18mDelta
Deal found 4/16$436
This Mytrip deal was found by Cheapflights users on 4/17. 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.
Thu 10/21:08 pmOAK - BDL
3 stops16h 02mSpirit Airlines
Tue 10/79:15 amBDL - OAK
3 stops29h 58mSpirit Airlines
Deal found 4/17$470
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/214:58 pmOAK - ALB
2 stops13h 05mDelta
Fri 8/86:00 amALB - OAK
2 stops20h 43mDelta
Deal found 4/17$512

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 April 17, 2025.
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

Mon 5/19

11:51 am-4:24 pm

2 stops25h 33m

Boston Logan Intl

Wed 5/21

10:04 am-10:25 pm

2 stops15h 21m

$241

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 5/19

6:52 pm-6:10 am

1 stop8h 18m

Boston Logan Intl

Wed 5/21

10:04 am-10:25 pm

2 stops15h 21m

$279

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 9/9

7:11 pm-6:00 am

1 stop7h 49m

Boston Logan Intl

Thu 9/18

7:20 am-1:39 pm

1 stop9h 19m

$289

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sat 5/17

6:00 am-4:49 pm

1 stop7h 49m

Boston Logan Intl

Sat 5/24

4:25 pm-10:30 pm

1 stop9h 05m

$297

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 5/26

5:40 pm-10:42 am

1 stop14h 02m

Boston Logan Intl

Thu 5/29

11:41 am-4:46 pm

1 stop8h 05m

$309

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 5/1

6:00 am-5:30 pm

1 stop8h 30m

Boston Logan Intl

Sat 5/3

5:20 pm-11:44 pm

1 stop9h 24m

$311

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Thu 10/2

5:50 am-5:00 pm

1 stop8h 10m

Hartford Bradley Intl

Tue 10/7

12:55 pm-6:50 pm

1 stop8h 55m

$334

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 9/16

8:45 am-10:30 pm

2 stops10h 45m

Boston Logan Intl

Wed 9/17

7:05 am-2:10 pm

2 stops10h 05m

$338

OaklandAlbany

OAK - ALB

OAKALB

Oakland

Wed 7/16

5:15 am-3:55 pm

1 stop7h 40m

Albany Intl

Wed 9/17

1:55 pm-8:40 pm

1 stop9h 45m

$375

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Tue 4/29

5:10 pm-10:22 am

2 stops14h 12m

Hartford Bradley Intl

Tue 5/6

2:25 pm-11:43 pm

2 stops12h 18m

$436

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 26 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, 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 April 17, 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 April 17, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest 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.
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Hawaiian Airlines
7.9
Good
2,380 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Sun Country Air
6.9
Okay
349 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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?

    $129 is the cheapest one-way deal found within the past few days, from Alaska Airlines. You may also be able to find cheap deals on Spirit Airlines and Hawaiian Airlines, with prices starting from $134 and $141, 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

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Top 6 airlines flying from Oakland to Massachusetts

Discover the top 6 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$145Average$291FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$182Average$274FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$228Average$329FlexibilityNo cancel feeOn-time69%
DeltaCheapest$255Average$477FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$311Average$476FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$324Average$483FlexibilityNo cancel feeOn-time63%

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