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

One-way options have recently been found by users for as low as $116 on Spirit Airlines. Other airlines that offer cheap prices include Southwest from $131 and Delta from $223 one-way.

In terms of precipitation, rainfall in Oakland, California ranges from 0.0 - 4.8 inches per month. January is typically the wettest month, when rainfall can reach 4.8 in. July is typically the driest time to visit Oakland, California when rainfall is around 0.0 in.

If weather is an important factor for your trip to Oakland, California, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 66.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

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

While some choose either Hartford Bradley Intl - Oakland or Albany Intl - Oakland, Boston Logan Intl - Oakland is the most popular route from Massachusetts to Oakland, California.

What are the most popular airlines that fly from Massachusetts to Oakland, California?

Before booking your flight from Massachusetts to Oakland, California check out the most popular airlines for this route: Alaska Airlines, JetBlue or Delta.

How far in advance should I book a flight from Massachusetts to Oakland, California?

Users have found that booking a flight from Massachusetts to Oakland, California at least 57 days early can save you up to 79% on average compared to booking a flight this week. If booking 57 days before your flight isn’t an option for you, users have found flights from Massachusetts to Oakland, California for as little as $432 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $561 for flights departing within the next 3 days.

What is the cheapest month to fly from Massachusetts to Oakland, California?

The best pricing can be found in the month of September. Prices to Oakland, California from Massachusetts average $357. You can even find prices in September for less than $357, as users have found deals to Oakland, California from as low as $129. The month of December appears to be one of the more expensive times to travel to Oakland, California from Massachusetts. Flying in the targeted month can save you up to 14%.

What airport do you fly into for flights to Oakland from Massachusetts?

Oakland (OAK), located 7.0 mi from the city center, is the airport you fly into when you book flights from Massachusetts to Oakland.

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

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

How can I find direct flights from Massachusetts to Oakland?

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

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

Yes. Cheapflights offers flight deals from Massachusetts to Oakland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$116+ Cheap Flights from Massachusetts to Oakland, CA

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Cheap flight deals from Massachusetts to Oakland

Round-trip from	$259 (Alaska Airlines)
One-way from	$116 (CheapOair)
Popular in	December
Cheapest in	September
Average price	$388

From Massachusetts to Oakland

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One-way flight from Massachusetts to Oakland

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Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).

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Average for round-trip flights in August 2025

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Find flight deals from Massachusetts to Oakland

Cheapest flights from Massachusetts to Oakland
Explore the most affordable flight options available from Massachusetts to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2025.

Wed 9/248:45 amALB - OAK

2 stops10h 25mSouthwest

Mon 9/297:10 pmOAK - ALB

2 stops9h 55mSouthwest

Deal found 8/14

$265

Sat 9/65:50 amBOS - OAK

2 stops12h 20mSouthwest

Mon 9/157:10 pmOAK - BOS

2 stops10h 00mSouthwest

Deal found 8/13

$268

Thu 11/135:15 amBDL - OAK

1 stop8h 10mSouthwest

Mon 11/177:10 pmOAK - BDL

2 stops9h 55mSouthwest

Deal found 8/14

$270

Fri 9/265:05 pmALB - OAK

1 stop8h 30mSouthwest

Mon 9/297:10 pmOAK - ALB

2 stops9h 55mSouthwest

Deal found 8/14

$270

Sat 9/612:20 pmBOS - OAK

2 stops14h 12mSpirit Airlines

Mon 9/152:39 pmOAK - BOS

3 stops30h 18mSpirit Airlines

Deal found 8/13

$272

Wed 9/176:10 amBOS - OAK

3 stops20h 22mSpirit Airlines

Sat 9/206:30 amOAK - BOS

2 stops13h 17mSpirit Airlines

Deal found 8/14

$276

Thu 9/42:18 pmBOS - OAK

3 stops22h 43mSpirit Airlines

Tue 9/92:39 pmOAK - BOS

2 stops17h 34mSpirit Airlines

Deal found 8/16

$277

Sat 11/87:00 amBOS - OAK

1 stop9h 55mAlaska Airlines

Sat 12/66:45 pmOAK - BOS

1 stop8h 32mAlaska Airlines

Deal found 8/15

$287

Tue 9/97:20 amBOS - OAK

1 stop9h 16mMultiple Airlines

Fri 9/122:39 pmOAK - BOS

2 stops17h 34mMultiple Airlines

Deal found 8/14

$288

Tue 9/95:50 amBOS - OAK

3 stops31h 11mSpirit Airlines

Fri 9/122:39 pmOAK - BOS

2 stops17h 34mSpirit Airlines

Deal found 8/14

$289

Sun 9/72:18 pmBOS - OAK

3 stops22h 43mSpirit Airlines

Wed 9/102:39 pmOAK - BOS

2 stops17h 34mSpirit Airlines

Deal found 8/14

$292

Sat 9/205:50 amBOS - OAK

2 stops20h 42mSpirit Airlines

Wed 9/246:30 amOAK - BOS

2 stops13h 17mSpirit Airlines

Deal found 8/14

$294

Best flights from Massachusetts to Oakland
Discover carefully curated flight deals from Massachusetts to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 16, 2025.

Thu 2/54:50 pmBOS - OAK

1 stop18h 53mAlaska Airlines

Mon 2/96:30 amOAK - BOS

1 stop14h 29mAlaska Airlines

Deal found 8/13

$259

Wed 9/248:45 amALB - OAK

2 stops10h 25mSouthwest

Mon 9/297:10 pmOAK - ALB

2 stops9h 55mSouthwest

Deal found 8/14

$265

Sat 9/612:20 pmBOS - OAK

2 stops14h 12mSpirit Airlines

Mon 9/152:39 pmOAK - BOS

3 stops30h 18mSpirit Airlines

Deal found 8/13

$272

Tue 11/118:00 amBDL - OAK

2 stops11h 31mDelta

Tue 11/185:05 pmOAK - BDL

2 stops14h 41mDelta

Deal found 8/15

$337

Sat 9/65:50 amBOS - OAK

2 stops12h 20mSouthwest

Mon 9/157:10 pmOAK - BOS

2 stops10h 00mSouthwest

Deal found 8/13

$268

Wed 9/176:10 amBOS - OAK

3 stops20h 22mSpirit Airlines

Sat 9/206:30 amOAK - BOS

2 stops13h 17mSpirit Airlines

Deal found 8/14

$276

Sat 11/87:00 amBOS - OAK

1 stop9h 55mAlaska Airlines

Sat 12/66:45 pmOAK - BOS

1 stop8h 32mAlaska Airlines

Deal found 8/15

$287

Thu 11/135:15 amBDL - OAK

1 stop8h 10mSouthwest

Mon 11/177:10 pmOAK - BDL

2 stops9h 55mSouthwest

Deal found 8/14

$270

Thu 9/42:18 pmBOS - OAK

3 stops22h 43mSpirit Airlines

Tue 9/92:39 pmOAK - BOS

2 stops17h 34mSpirit Airlines

Deal found 8/16

$277

Wed 11/127:00 amBOS - OAK

1 stop9h 55mAlaska Airlines

Sat 11/1511:05 amOAK - BOS

1 stop10h 15mAlaska Airlines

Deal found 8/15

$287

Fri 9/265:05 pmALB - OAK

1 stop8h 30mSouthwest

Mon 9/297:10 pmOAK - ALB

2 stops9h 55mSouthwest

Deal found 8/14

$270

Fri 11/76:20 pmBOS - OAK

1 stop8h 50mSouthwest

Sun 11/95:45 amOAK - BOS

2 stops9h 55mSouthwest

Deal found 8/14

$276

Last-minute flights from Massachusetts to Oakland
Discover last-minute flight deals from Massachusetts to Oakland. Data last updated August 16, 2025 and is based on user searches.

Sat 8/231:22 pmALB - OAK

2 stops13h 05mMultiple Airlines

Fri 8/296:00 amOAK - ALB

2 stops27h 16mMultiple Airlines

Deal found 8/15

$1,066

Sun 8/243:25 pmBOS - OAK

2 stops18h 53mSpirit Airlines

Thu 9/46:30 amOAK - BOS

2 stops13h 17mSpirit Airlines

Deal found 8/14

$378

Sun 8/2410:34 amBOS - OAK

2 stops23h 44mSpirit Airlines

Fri 9/56:30 amOAK - BOS

2 stops13h 17mSpirit Airlines

Deal found 8/14

$389

Sun 8/2410:34 amBOS - OAK

2 stops23h 44mSpirit Airlines

Sat 8/306:00 amOAK - BOS

2 stops13h 34mSpirit Airlines

Deal found 8/14

$406

Sun 8/243:25 pmBOS - OAK

2 stops18h 53mSpirit Airlines

Wed 9/36:00 amOAK - BOS

2 stops13h 34mSpirit Airlines

Deal found 8/14

$454

Sun 8/246:15 pmBDL - OAK

3 stops32h 12mSpirit Airlines

Thu 8/286:00 amOAK - BDL

3 stops26h 58mSpirit Airlines

Deal found 8/13

$481

Sun 8/245:35 amBDL - OAK

1 stop8h 15mSouthwest

Thu 8/2811:10 amOAK - BDL

2 stops9h 15mSouthwest

Deal found 8/13

$593

Mon 8/256:05 amBOS - OAK

2 stops20h 22mSpirit Airlines

Thu 9/46:30 amOAK - BOS

2 stops13h 17mSpirit Airlines

Deal found 8/14

$380

Mon 8/256:05 amBOS - OAK

2 stops20h 22mSpirit Airlines

Fri 9/56:30 amOAK - BOS

2 stops13h 17mSpirit Airlines

Deal found 8/14

$391

Mon 8/256:05 amBOS - OAK

2 stops20h 22mSpirit Airlines

Sat 8/306:00 amOAK - BOS

2 stops13h 34mSpirit Airlines

Deal found 8/14

$408

Mon 8/256:05 amBOS - OAK

2 stops20h 22mSpirit Airlines

Wed 9/36:00 amOAK - BOS

2 stops13h 34mSpirit Airlines

Deal found 8/14

$456

Tue 8/261:00 pmBOS - OAK

2 stops12h 46mDelta

Thu 9/412:35 pmOAK - BOS

1 stop8h 23mDelta

Deal found 8/14

$458

One-way flights from Massachusetts to Oakland
Search for one-way flight options from Massachusetts to Oakland. Find affordable one-way fares based on user searches. Data last updated August 16, 2025.

Tue 9/912:20 pmBOS - OAK

2 stops14h 12mSpirit Airlines

Deal found 8/15

$116

Wed 9/310:34 amBOS - OAK

2 stops15h 53mSpirit Airlines

Deal found 8/14

$117

Sat 9/612:20 pmBOS - OAK

2 stops14h 12mSpirit Airlines

Deal found 8/14

$118

Mon 10/64:54 pmBOS - OAK

2 stops17h 55mSpirit Airlines

Deal found 8/14

$127

Tue 9/235:50 amBOS - OAK

2 stops10h 44mSpirit Airlines

Deal found 8/15

$128

Tue 9/237:20 amBOS - OAK

1 stop9h 16mHawaiian Airlines

Deal found 8/15

$129

Wed 9/106:25 amBDL - OAK

2 stops10h 15mSouthwest

Deal found 8/15

$131

Fri 10/174:54 pmBOS - OAK

2 stops17h 55mSpirit Airlines

Deal found 8/15

$131

Thu 10/303:49 pmBOS - OAK

2 stops18h 55mSpirit Airlines

Deal found 8/15

$133

Tue 10/285:00 amBOS - OAK

2 stops11h 25mSouthwest

Deal found 8/14

$134

Wed 9/176:25 amBDL - OAK

1 stop14h 15mSouthwest

Deal found 8/14

$135

Mon 9/225:50 amBOS - OAK

2 stops10h 44mSpirit Airlines

Deal found 8/15

$135

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 2/5

4:50 pm-8:43 am

1 stop18h 53m

Oakland

Mon 2/9

6:30 am-11:59 pm

1 stop14h 29m

$259

AlbanyOakland

ALB - OAK

ALBOAK

Albany Intl

Wed 9/24

8:45 am-4:10 pm

2 stops10h 25m

Oakland

Mon 9/29

7:10 pm-8:05 am

2 stops9h 55m

$265

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 9/6

5:50 am-3:10 pm

2 stops12h 20m

Oakland

Mon 9/15

7:10 pm-8:10 am

2 stops10h 00m

$268

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Thu 11/13

5:15 am-10:25 am

1 stop8h 10m

Oakland

Mon 11/17

7:10 pm-8:05 am

2 stops9h 55m

$270

AlbanyOakland

ALB - OAK

ALBOAK

Albany Intl

Fri 9/26

5:05 pm-10:35 pm

1 stop8h 30m

Oakland

Mon 9/29

7:10 pm-8:05 am

2 stops9h 55m

$270

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 9/6

12:20 pm-11:32 pm

2 stops14h 12m

Oakland

Mon 9/15

2:39 pm-11:57 pm

3 stops30h 18m

$272

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Wed 9/17

6:10 am-11:32 pm

3 stops20h 22m

Oakland

Sat 9/20

6:30 am-10:47 pm

2 stops13h 17m

$276

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 11/7

6:20 pm-12:10 am

1 stop8h 50m

Oakland

Sun 11/9

5:45 am-6:40 pm

2 stops9h 55m

$276

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 9/4

2:18 pm-10:01 am

3 stops22h 43m

Oakland

Tue 9/9

2:39 pm-11:13 am

2 stops17h 34m

$277

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Sat 11/8

7:00 am-1:55 pm

1 stop9h 55m

Oakland

Sat 12/6

6:45 pm-6:17 am

1 stop8h 32m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 41 results

...

Best time to book a flight from Massachusetts to Oakland

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

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

Currently, April is the cheapest month in which you can book a flight from Massachusetts to Oakland, California (average of $183). Flying from Massachusetts to Oakland, California in November is currently the most expensive (average of $259). 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 MA to OAK?

When flying from Massachusetts to Oakland, California, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

What airport do you fly into for flights to Oakland from Massachusetts?
Oakland (OAK), located 7.0 mi from the city center, is the airport you fly into when you book flights from Massachusetts to Oakland.
What are the cheapest airlines to fly from Massachusetts to Oakland, California one-way?
One-way options have recently been found by users for as low as $116 on Spirit Airlines. Other airlines that offer cheap prices include Southwest from $131 and Delta from $223 one-way.
What are the most popular routes from Massachusetts to Oakland, California?
While some choose either Hartford Bradley Intl - Oakland or Albany Intl - Oakland, Boston Logan Intl - Oakland is the most popular route from Massachusetts to Oakland, California.
Can I find deals for flights from Massachusetts to Oakland that include hotel bookings?
Yes. In addition to deals on Massachusetts to Oakland flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Massachusetts to Oakland?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Oakland.
Can I find deals for business class flights from Massachusetts to Oakland?
Yes. Cheapflights offers flight deals from Massachusetts to Oakland 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 Massachusetts to Oakland, California?
Currently, April is the cheapest month in which you can book a flight from Massachusetts to Oakland, California (average of $183). Flying from Massachusetts to Oakland, California in November is currently the most expensive (average of $259). 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

Browse thousands of different options on Cheapflights for your next trip

Top 4 airlines flying from Massachusetts to Oakland

Airline	Cheapest	Average	Flexibility	On-time
JetBlue	Cheapest$171	Average$256	FlexibilityNo cancel fee	On-time62%
Alaska Airlines	Cheapest$216	Average$294	FlexibilityNo cancel fee	On-time75%
Delta	Cheapest$296	Average$427	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$316	Average$501	FlexibilityNo cancel fee	On-time63%

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$116+ Cheap flights from Massachusetts to Oakland, CA (OAK)

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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Massachusetts to Oakland with Cheapflights

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Cheap flight deals from Massachusetts to Oakland

Keep the following information in mind while searching for Massachusetts to Oakland flight deals. Data was last updated August 16, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Massachusetts to Oakland

Cheapest flights from Massachusetts to OaklandExplore the most affordable flight options available from Massachusetts to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2025.

Explore the most affordable flight options available from Massachusetts to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2025.

Cheapflights Fare Finder

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

Best time to book a flight from Massachusetts to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from Massachusetts with our price prediction graph.

Cheapflights Insights

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

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

What is the cheapest time of day to fly from MA to OAK?

Find hourly flight availability from Massachusetts to Oakland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 16, 2025.

Related info for your journey

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

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

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

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

How can I find direct flights from Massachusetts to Oakland?

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

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts to Oakland

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Massachusetts to Oakland

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Cheapest flights from Massachusetts to Oakland
Explore the most affordable flight options available from Massachusetts to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2025.