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$119+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BOS
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$246
(Mytrip)

One-way from

$119
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$447
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. 1% potential increase in price ($5 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/10. 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 7/25:30 amOAK - BOS
2 stops31h 07mSpirit Airlines
Tue 7/84:44 pmBOS - OAK
2 stops33h 49mSpirit Airlines
Deal found 6/10$246
This Southwest deal was found by Cheapflights users on 6/11. 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 8/279:25 amOAK - BDL
2 stops9h 35mSouthwest
Wed 9/39:00 amBDL - OAK
1 stop8h 40mSouthwest
Deal found 6/11$256
This Southwest deal was found by Cheapflights users on 6/11. 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 9/912:30 pmOAK - ALB
1 stop6h 50mSouthwest
Tue 9/166:20 amALB - OAK
1 stop14h 10mSouthwest
Deal found 6/11$256
This Alaska Airlines deal was found by Cheapflights users on 6/11. 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 9/37:58 pmOAK - BOS
1 stop9h 02mAlaska Airlines
Sat 9/67:20 amBOS - OAK
1 stop9h 16mAlaska Airlines
Deal found 6/11$257
This Mytrip deal was found by Cheapflights users on 6/10. 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 7/311:59 pmOAK - BDL
1 stop7h 48mMultiple Airlines
Tue 7/83:59 pmBDL - OAK
2 stops19h 29mMultiple Airlines
Deal found 6/10$263
This Southwest deal was found by Cheapflights users on 6/12. 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 7/102:00 pmOAK - BOS
1 stop7h 40mSouthwest
Thu 7/176:45 pmBOS - OAK
1 stop8h 20mSouthwest
Deal found 6/12$279
This Mytrip deal was found by Cheapflights users on 6/12. 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.
Tue 7/85:30 amOAK - BDL
2 stops38h 27mSpirit Airlines
Mon 7/146:20 amBDL - OAK
2 stops29h 08mSpirit Airlines
Deal found 6/12$280
This Mytrip deal was found by Cheapflights users on 6/10. 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 7/311:59 pmOAK - BOS
1 stop7h 38mMultiple Airlines
Tue 7/84:44 pmBOS - OAK
2 stops33h 49mMultiple Airlines
Deal found 6/10$286
This Delta deal was found by Cheapflights users on 6/10. 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 8/1912:35 pmOAK - BOS
1 stop8h 23mDelta
Wed 8/2710:05 amBOS - OAK
1 stop9h 11mDelta
Deal found 6/10$297
This Sun Country Air deal was found by Cheapflights users on 6/11. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/245:53 pmOAK - BOS
1 stop13h 51mSun Country Air
Thu 8/2811:41 amBOS - OAK
1 stop8h 12mSun Country Air
Deal found 6/11$325
This Mytrip deal was found by Cheapflights users on 6/12. 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 8/69:23 amOAK - ALB
3 stops24h 49mMultiple Airlines
Mon 8/1110:43 amALB - OAK
2 stops24h 45mMultiple Airlines
Deal found 6/12$365
This Delta deal was found by Cheapflights users on 6/11. 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.
Wed 7/164:55 pmOAK - BDL
2 stops13h 02mDelta
Wed 8/62:16 pmBDL - OAK
2 stops12h 39mDelta
Deal found 6/11$528

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 June 12, 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

Wed 7/2

5:30 am-3:37 pm

2 stops31h 07m

Boston Logan Intl

Tue 7/8

4:44 pm-11:33 pm

2 stops33h 49m

$246

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Wed 8/27

9:25 am-10:00 pm

2 stops9h 35m

Hartford Bradley Intl

Wed 9/3

9:00 am-2:40 pm

1 stop8h 40m

$256

OaklandAlbany

OAK - ALB

OAKALB

Oakland

Tue 9/9

12:30 pm-10:20 pm

1 stop6h 50m

Albany Intl

Tue 9/16

6:20 am-5:30 pm

1 stop14h 10m

$256

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 9/3

7:58 pm-8:00 am

1 stop9h 02m

Boston Logan Intl

Sat 9/6

7:20 am-1:36 pm

1 stop9h 16m

$257

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Thu 7/3

11:59 pm-10:47 am

1 stop7h 48m

Hartford Bradley Intl

Tue 7/8

3:59 pm-8:28 am

2 stops19h 29m

$263

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 7/10

2:00 pm-12:40 am

1 stop7h 40m

Boston Logan Intl

Thu 7/17

6:45 pm-12:05 am

1 stop8h 20m

$279

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Tue 7/8

5:30 am-10:57 pm

2 stops38h 27m

Hartford Bradley Intl

Mon 7/14

6:20 am-8:28 am

2 stops29h 08m

$280

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 7/3

11:59 pm-10:37 am

1 stop7h 38m

Boston Logan Intl

Tue 7/8

4:44 pm-11:33 pm

2 stops33h 49m

$286

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 8/19

12:35 pm-11:58 pm

1 stop8h 23m

Boston Logan Intl

Sat 8/23

6:10 am-11:55 am

1 stop8h 45m

$297

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sun 8/24

5:53 pm-10:44 am

1 stop13h 51m

Boston Logan Intl

Thu 8/28

11:41 am-4:53 pm

1 stop8h 12m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 35 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 June is currently the most expensive (average of $306). 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 June 12, 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 June 12, 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
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

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
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

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
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

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
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

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
345 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

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 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?

    $119 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 Sun Country Air and Hawaiian Airlines, with prices starting from $120 and $120, 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 June is currently the most expensive (average of $306). 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$148Average$293FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$186Average$262FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$228Average$329FlexibilityNo cancel feeOn-time69%
DeltaCheapest$238Average$446FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$289Average$475FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$324Average$486FlexibilityNo cancel feeOn-time63%

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