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Massachusetts

$86+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BOS
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$198
(Booking.com)

One-way from

$86
(Mytrip)

Popular in

June

Cheapest in

January

Average price

$385
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 ($51 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 May 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 May 1, 2025.

This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2711:51 amOAK - BOS
2 stops25h 33mSpirit Airlines
Tue 6/310:04 amBOS - OAK
2 stops15h 21mSpirit Airlines
Deal found 4/29$198
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/285:45 amOAK - BOS
2 stops24h 55mMultiple Airlines
Mon 6/23:49 pmBOS - OAK
2 stops22h 07mMultiple Airlines
Deal found 4/29$218
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2911:51 amOAK - BDL
2 stops20h 31mSpirit Airlines
Thu 6/512:27 pmBDL - OAK
2 stops25h 29mSpirit Airlines
Deal found 4/30$271
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.
Tue 5/2012:48 pmOAK - BOS
1 stop8h 18mAlaska Airlines
Wed 5/287:30 amBOS - OAK
1 stop9h 06mAlaska Airlines
Deal found 4/30$277
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.
Thu 5/295:50 pmOAK - BDL
1 stop15h 11mMultiple Airlines
Thu 6/512:27 pmBDL - OAK
2 stops25h 29mMultiple Airlines
Deal found 4/30$288
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.
Sat 5/314:55 pmOAK - BOS
1 stop10h 30mDelta
Sat 6/76:50 amBOS - OAK
1 stop8h 06mDelta
Deal found 4/29$297
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/265:39 pmOAK - BDL
1 stop14h 08mSun Country Air
Sun 6/2911:22 amBDL - OAK
1 stop8h 17mSun Country Air
Deal found 4/30$309
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/295:50 pmOAK - BOS
1 stop13h 52mSun Country Air
Thu 6/511:38 amBOS - OAK
1 stop8h 07mSun Country Air
Deal found 4/29$350
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.
Wed 10/295:50 amOAK - BDL
1 stop7h 20mSouthwest
Sun 11/25:15 amBDL - OAK
1 stop8h 10mSouthwest
Deal found 4/30$372
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.
Tue 6/177:05 pmOAK - ALB
2 stops9h 50mSouthwest
Thu 6/264:25 pmALB - OAK
1 stop8h 50mSouthwest
Deal found 4/30$377
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 7/111:00 amOAK - BOS
2 stops10h 15mSouthwest
Tue 7/228:30 amBOS - OAK
1 stop12h 35mSouthwest
Deal found 4/29$378
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.
Thu 5/296:00 amOAK - BDL
2 stops13h 16mDelta
Wed 6/112:23 pmBDL - OAK
2 stops12h 34mDelta
Deal found 4/29$388

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 May 1, 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

Tue 5/27

11:51 am-4:24 pm

2 stops25h 33m

Boston Logan Intl

Tue 6/3

10:04 am-10:25 pm

2 stops15h 21m

$198

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 5/28

5:45 am-9:40 am

2 stops24h 55m

Boston Logan Intl

Mon 6/2

3:49 pm-10:56 am

2 stops22h 07m

$218

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Thu 5/29

11:51 am-11:22 am

2 stops20h 31m

Hartford Bradley Intl

Thu 6/5

12:27 pm-10:56 am

2 stops25h 29m

$271

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 5/20

12:48 pm-12:06 am

1 stop8h 18m

Boston Logan Intl

Wed 5/28

7:30 am-1:36 pm

1 stop9h 06m

$277

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Thu 5/29

5:50 pm-12:01 pm

1 stop15h 11m

Hartford Bradley Intl

Thu 6/5

12:27 pm-10:56 am

2 stops25h 29m

$288

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sat 5/31

4:55 pm-6:25 am

1 stop10h 30m

Boston Logan Intl

Sat 6/7

6:50 am-11:56 am

1 stop8h 06m

$297

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Thu 6/26

5:39 pm-10:47 am

1 stop14h 08m

Hartford Bradley Intl

Sun 6/29

11:22 am-4:39 pm

1 stop8h 17m

$309

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 5/29

5:50 pm-10:42 am

1 stop13h 52m

Boston Logan Intl

Thu 6/5

11:38 am-4:45 pm

1 stop8h 07m

$350

OaklandAlbany

OAK - ALB

OAKALB

Oakland

Tue 6/17

7:05 pm-7:55 am

2 stops9h 50m

Albany Intl

Thu 6/26

4:25 pm-10:15 pm

1 stop8h 50m

$377

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 7/1

11:00 am-12:15 am

2 stops10h 15m

Boston Logan Intl

Tue 7/22

8:30 am-6:05 pm

1 stop12h 35m

$378

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 37 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 $310). 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 May 1, 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 May 1, 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
9,968 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

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
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

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
4,294 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

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
9,968 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

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
9,968 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

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
9,968 reviews

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.1

Crew

8.5

Entertainment

7.1

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 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?

    $86 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 Sun Country Air, with prices starting from $129 and $140, 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, 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 $310). 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 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$145Average$294FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$182Average$266FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$228Average$329FlexibilityNo cancel feeOn-time69%
DeltaCheapest$255Average$474FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$289Average$474FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$324Average$480FlexibilityNo cancel feeOn-time63%

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