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

Southwest, Spirit Airlines, 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 40% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 10 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 5 as of September 2025.

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 2025/26

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Find the cheapest flights from Oakland, California to Massachusetts

Round-trip

One-way

Last minute

Cheap round-trip flights

5:45 am - 4:05 pmOAK-BOS

7h 20m1 stop

6:20 pm - 12:10 amBOS-OAK

8h 50m1 stop

$288Southwest

Find Deal

Wed, Nov 19 - Mon, Nov 24

6:50 am - 7:15 pmOAK-BOS

9h 25m1 stop

6:45 am - 1:55 pmBOS-OAK

10h 10m2 stops

$293Southwest

Find Deal

Fri, Dec 12 - Tue, Dec 16

4:54 pm - 6:30 amOAK-BOS

10h 36m1 stop

6:47 pm - 12:08 amBOS-OAK

8h 21m1 stop

$297Delta

Find Deal

Tue, Dec 2 - Tue, Dec 9

4:51 pm - 6:30 amOAK-BOS

10h 39m1 stop

11:00 am - 4:11 pmBOS-OAK

8h 11m1 stop

$298Delta

Find Deal

Wed, Nov 12 - Sat, Nov 15

12:30 pm - 11:40 pmOAK-BOS

8h 10m1 stop

6:47 pm - 12:08 amBOS-OAK

8h 21m1 stop

$299Delta

Find Deal

Sat, Dec 6 - Mon, Dec 15

6:35 pm - 7:16 amOAK-BOS

9h 41m1 stop

10:00 am - 5:43 pmBOS-OAK

10h 43m1 stop

$300Alaska Airlines

Find Deal

Tue, Mar 3 - Wed, Mar 4

6:15 am - 4:50 pmOAK-BOS

7h 35m1 stop

6:50 am - 2:35 pmBOS-OAK

10h 45m2 stops

$303Southwest

Find Deal

Mon, Feb 2 - Wed, Feb 11

5:50 am - 4:15 pmOAK-BDL

7h 25m1 stop

4:15 pm - 11:00 pmBDL-OAK

9h 45m2 stops

$306Southwest

Find Deal

Wed, Oct 22 - Tue, Oct 28

6:30 am - 12:20 amOAK-BOS

14h 50m1 stop

7:00 am - 1:55 pmBOS-OAK

9h 55m1 stop

$310Alaska Airlines

Find Deal

Wed, Oct 29 - Tue, Nov 4

7:07 pm - 6:00 amOAK-BOS

7h 53m1 stop

12:20 pm - 11:32 pmBOS-OAK

14h 12m2 stops

$363Multiple Airlines

Find Deal

Mon, Sep 29 - Wed, Oct 1

Southwest flights from Oakland, California to Massachusetts

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

Southwest

Nov 19

OAK5:45 amOakland

7h 20m

1 stop

BOS4:05 pmBoston Logan Intl

Nov 24

BOS6:20 pmBoston Logan Intl

8h 50m

1 stop

OAK12:10 amOakland

$288

Find similar

Southwest

Dec 12

OAK6:50 amOakland

9h 25m

1 stop

BOS7:15 pmBoston Logan Intl

Dec 16

BOS6:45 amBoston Logan Intl

10h 10m

2 stops

OAK1:55 pmOakland

$293

Find similar

Southwest

Feb 2

OAK6:15 amOakland

7h 35m

1 stop

BOS4:50 pmBoston Logan Intl

Feb 11

BOS6:50 amBoston Logan Intl

10h 45m

2 stops

OAK2:35 pmOakland

$303

Find similar

Delta flights from Oakland, California to Massachusetts

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

Delta

Dec 2

OAK4:54 pmOakland

10h 36m

1 stop

BOS6:30 amBoston Logan Intl

Dec 9

BOS6:47 pmBoston Logan Intl

8h 21m

1 stop

OAK12:08 amOakland

$297

Find similar

Delta

Nov 12

OAK4:51 pmOakland

10h 39m

1 stop

BOS6:30 amBoston Logan Intl

Nov 15

BOS11:00 amBoston Logan Intl

8h 11m

1 stop

OAK4:11 pmOakland

$298

Find similar

Delta

Dec 6

OAK12:30 pmOakland

8h 10m

1 stop

BOS11:40 pmBoston Logan Intl

Dec 15

BOS6:47 pmBoston Logan Intl

8h 21m

1 stop

OAK12:08 amOakland

$299

Find similar

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

Wed 11/19

5:45 am-4:05 pm

1 stop7h 20m

Boston Logan Intl

Mon 11/24

6:20 pm-12:10 am

1 stop8h 50m

$288

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Fri 12/12

6:50 am-7:15 pm

1 stop9h 25m

Boston Logan Intl

Tue 12/16

6:45 am-1:55 pm

2 stops10h 10m

$293

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 12/2

4:54 pm-6:30 am

1 stop10h 36m

Boston Logan Intl

Tue 12/9

6:47 pm-12:08 am

1 stop8h 21m

$297

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 11/12

4:51 pm-6:30 am

1 stop10h 39m

Boston Logan Intl

Sat 11/15

11:00 am-4:11 pm

1 stop8h 11m

$298

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sat 12/6

12:30 pm-11:40 pm

1 stop8h 10m

Boston Logan Intl

Mon 12/15

6:47 pm-12:08 am

1 stop8h 21m

$299

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 3/3

6:35 pm-7:16 am

1 stop9h 41m

Boston Logan Intl

Wed 3/4

10:00 am-5:43 pm

1 stop10h 43m

$300

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 2/2

6:15 am-4:50 pm

1 stop7h 35m

Boston Logan Intl

Wed 2/11

6:50 am-2:35 pm

2 stops10h 45m

$303

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Wed 10/22

5:50 am-4:15 pm

1 stop7h 25m

Hartford Bradley Intl

Tue 10/28

4:15 pm-11:00 pm

2 stops9h 45m

$306

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 10/29

6:30 am-12:20 am

1 stop14h 50m

Boston Logan Intl

Tue 11/4

7:00 am-1:55 pm

1 stop9h 55m

$310

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 9/29

7:07 pm-6:00 am

1 stop7h 53m

Boston Logan Intl

Wed 10/1

12:20 pm-11:32 pm

2 stops14h 12m

$363

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 November is also cheap. Prices for this month can be found on momondo for an average of $351.

What is the cheapest day to depart on your flight to Massachusetts?

According to our data, Saturday is the cheapest day to fly to Massachusetts from Oakland, California. The lowest ticket price found for a Saturday departure recently was $312. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Thursday is the most expensive day to depart from Oakland, California because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $426.

What is the cheapest time of day to depart on your flight to Massachusetts?

Our data shows that the cheapest Oakland, California to Massachusetts flights are usually those with departure times at noon. Our users have found flights to Massachusetts at noon for as low as $327. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $427 on average. Flights to Massachusetts from Oakland, California in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

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 $408 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 $206 on momondo.

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

You could potentially save up to 20% 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

Direct flights	None

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 5 as of September 2025.
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 $148	Free Cancellation	Rating 7.2 2,914 reviews	Search JetBlue flights
Delta	PriceFrom $222	Free Cancellation	Rating 7.9 7,957 reviews	Search Delta flights
United Airlines	PriceFrom $228	Free Cancellation	Rating 7.4 8,924 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $289	Free Cancellation	Rating 8.0 10,000 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $324	Free Cancellation	Rating 8.0 4,242 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.