What is the cheapest airline that flies from Oakland to Massachusetts?

Southwest and Alaska Airlines are the most popular carriers operating from Oakland to Massachusetts

What airlines fly to Massachusetts?

JetBlue, United Airlines and Delta are the top three most popular airlines that fly to Massachusetts from Oakland, California according to our data. JetBlue is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 9 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Oakland Airport to Massachusetts?

Prices for flights from Oakland Airport to Massachusetts were last updated today.

How many operators does momondo search for flights from Oakland Airport to Massachusetts?

The number of operators available for flights from Oakland Airport to Massachusetts is 4 as of March 2026.

How old do you have to be to fly from Oakland Airport to Massachusetts?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oakland Airport to Massachusetts.

What documentation or ID do you need to fly to Massachusetts?

The necessary travel and health documents for your Massachusetts trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$126 Cheap Flights from Oakland to Massachusetts in 2026

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Find the cheapest flights from Oakland, California to Massachusetts

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:20 am - 11:59 pm

OAK

BOS

14h 39m

1 stop

6:42 pm - 9:13 am

BOS

OAK

17h 31m

1 stop

$275Alaska Airlines

Fri, May 1 - Tue, May 5

11:55 pm - 12:40 pm

OAK

BOS

9h 45m

1 stop

3:30 pm - 8:30 pm

BOS

OAK

8h 00m

1 stop

$277Southwest

Sun, Apr 19 - Sat, Apr 25

6:20 am - 11:59 pm

OAK

BOS

14h 39m

1 stop

6:42 pm - 6:39 pm

BOS

OAK

26h 57m

2 stops

$281Alaska Airlines

Fri, May 1 - Tue, May 5

7:45 pm - 8:05 am

OAK

BOS

9h 20m

2 stops

3:30 pm - 8:30 pm

BOS

OAK

8h 00m

1 stop

$282Southwest

Sun, Apr 19 - Sat, Apr 25

2:09 pm - 11:59 pm

OAK

BOS

30h 50m

1 stop

4:33 pm - 9:13 am

BOS

OAK

19h 40m

1 stop

$283Alaska Airlines

Wed, Apr 29 - Mon, May 4

7:00 am - 11:59 pm

OAK

BOS

13h 59m

1 stop

6:10 pm - 11:43 pm

BOS

OAK

32h 33m

1 stop

$285Alaska Airlines

Wed, Mar 18 - Mon, Mar 23

7:30 pm - 8:15 am

OAK

BOS

9h 45m

2 stops

6:20 am - 1:50 pm

BOS

OAK

10h 30m

2 stops

$287Southwest

Mon, Apr 20 - Tue, Apr 28

2:09 pm - 3:33 pm

OAK

BOS

22h 24m

1 stop

5:56 pm - 10:23 pm

BOS

OAK

31h 27m

1 stop

$288Alaska Airlines

Thu, May 7 - Mon, May 11

9:43 am - 5:53 am

OAK

BOS

17h 10m

1 stop

7:15 am - 11:43 pm

BOS

OAK

19h 28m

1 stop

$290Alaska Airlines

Wed, Apr 1 - Tue, Apr 7

2:50 pm - 12:25 pm

OAK

MVY

18h 35m

2 stops

6:44 am - 2:10 pm

MVY

OAK

10h 26m

2 stops

$1,367Multiple Airlines

Tue, Aug 4 - Sat, Aug 15

Alaska Airlines flights from Oakland, California to Massachusetts

Our best Alaska Airlines deals on Oakland, California to Massachusetts flight tickets

Alaska Airlines

Apr 29

OAK2:09 pmOakland

30h 50m

1 stop

BOS11:59 pmBoston Logan Intl

May 5

BOS6:42 pmBoston Logan Intl

17h 31m

1 stop

OAK9:13 amOakland

$275

Alaska Airlines

May 1

OAK6:20 amOakland

14h 39m

1 stop

BOS11:59 pmBoston Logan Intl

May 5

BOS6:42 pmBoston Logan Intl

26h 57m

2 stops

OAK6:39 pmOakland

$281

Alaska Airlines

Apr 29

OAK2:09 pmOakland

30h 50m

1 stop

BOS11:59 pmBoston Logan Intl

May 4

BOS4:33 pmBoston Logan Intl

19h 40m

1 stop

OAK9:13 amOakland

$283

Delta flights from Oakland, California to Massachusetts

Our best Delta deals on Oakland, California to Massachusetts flight tickets

Delta

May 27

OAK5:05 pmOakland

10h 15m

1 stop

BOS6:20 amBoston Logan Intl

Jun 2

BOS6:10 amBoston Logan Intl

8h 38m

1 stop

OAK11:48 amOakland

$297

Delta

Mar 17

OAK4:49 pmOakland

10h 21m

1 stop

BOS6:10 amBoston Logan Intl

Mar 24

BOS10:20 amBoston Logan Intl

8h 40m

1 stop

OAK4:00 pmOakland

$302

Delta

Mar 17

OAK4:49 pmOakland

10h 21m

1 stop

BOS6:10 amBoston Logan Intl

Mar 24

BOS7:10 amBoston Logan Intl

11h 50m

2 stops

OAK4:00 pmOakland

$310

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Fri 5/1

6:20 am-11:59 pm

1 stop14h 39m

Boston Logan Intl

Tue 5/5

6:42 pm-9:13 am

1 stop17h 31m

$275

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sun 4/19

11:55 pm-12:40 pm

1 stop9h 45m

Boston Logan Intl

Sat 4/25

3:30 pm-8:30 pm

1 stop8h 00m

$277

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Fri 5/1

6:20 am-11:59 pm

1 stop14h 39m

Boston Logan Intl

Tue 5/5

6:42 pm-6:39 pm

2 stops26h 57m

$281

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sun 4/19

7:45 pm-8:05 am

2 stops9h 20m

Boston Logan Intl

Sat 4/25

3:30 pm-8:30 pm

1 stop8h 00m

$282

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 4/29

2:09 pm-11:59 pm

1 stop30h 50m

Boston Logan Intl

Mon 5/4

4:33 pm-9:13 am

1 stop19h 40m

$283

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 3/18

7:00 am-11:59 pm

1 stop13h 59m

Boston Logan Intl

Mon 3/23

6:10 pm-11:43 pm

1 stop32h 33m

$285

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 4/20

7:30 pm-8:15 am

2 stops9h 45m

Boston Logan Intl

Tue 4/28

6:20 am-1:50 pm

2 stops10h 30m

$287

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 5/7

2:09 pm-3:33 pm

1 stop22h 24m

Boston Logan Intl

Mon 5/11

5:56 pm-10:23 pm

1 stop31h 27m

$288

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 4/1

9:43 am-5:53 am

1 stop17h 10m

Boston Logan Intl

Tue 4/7

7:15 am-11:43 pm

1 stop19h 28m

$290

OaklandWest Tisbury

OAK - MVY

OAKMVY

Oakland

Tue 8/4

2:50 pm-12:25 pm

2 stops18h 35m

West Tisbury Martha's Vineyard

Sat 8/15

6:44 am-2:10 pm

2 stops10h 26m

$1,367

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Oakland, California to Massachusetts

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Massachusetts?

In general, September is the cheapest month to fly from Oakland, California to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $327. If you aren’t able to travel to Massachusetts during the month of September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $363.

How far in advance should I book a flight to Massachusetts?

You are more likely to see cheaper flights to Massachusetts from Oakland, California when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $422 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Oakland, California for as low as $287 on momondo.

Can stopping save me money on Oakland, California to Massachusetts flights?

You could potentially save up to 26% on your flight if you consider stops on a Oakland, California to Massachusetts flight.

Cheap Oakland, California to Massachusetts flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oakland, California to Massachusetts

Fastest flight time	6h 50m
Direct flights	None

The fastest flight from Oakland, California to Massachusetts takes 6h 50m

There are no direct flights from Oakland, California to Massachusetts. There are no popular flight routes from Oakland, California to Massachusetts.

Search flight deals

When did momondo last update prices for flights from Oakland Airport to Massachusetts?
Prices for flights from Oakland Airport to Massachusetts were last updated today.
How many operators does momondo search for flights from Oakland Airport to Massachusetts?
The number of operators available for flights from Oakland Airport to Massachusetts is 4 as of March 2026.
How old do you have to be to fly from Oakland Airport to Massachusetts?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oakland Airport to Massachusetts.
What documentation or ID do you need to fly to Massachusetts?
The necessary travel and health documents for your Massachusetts trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Oakland, California to Massachusetts

Compare and see reviews for airlines that fly from Oakland, California to Massachusetts with momondo

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $149	Free Cancellation	Rating 7.2 2,895 reviews	Search JetBlue flights
Delta	PriceFrom $171	Free Cancellation	Rating 7.9 8,238 reviews	Search Delta flights
Alaska Airlines	PriceFrom $287	Free Cancellation	Rating 8.0 11,977 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $307	Free Cancellation	Rating 8.0 4,307 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Oakland to Massachusetts?

Finding the right flight to Massachusetts from Oakland is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Massachusetts quick and easy, saving you time and money.

Can I find flights from Oakland to Massachusetts with flexible booking policies on momondo?

momondo does allow users to show only those flights to Massachusetts from Oakland which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Oakland to Massachusetts?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Massachusetts from Oakland.

I’m not ready to book a flight from Oakland to Massachusetts right now. Can momondo alert me if prices change?

Price alerts on flights to Massachusetts from Oakland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.