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Cheap flights from Oakland, California to Massachusetts from $129

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oakland, California to Massachusetts departing on 12/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Oakland, California to Massachusetts

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
6:10 am - 12:23 amOAK-BOS
15h 13m1 stop
Alaska Airlines Logo
5:20 pm - 9:46 amBOS-OAK
19h 26m1 stop
$267Alaska Airlines
Find Deal
Tue, Jan 6 - Fri, Jan 9
Alaska Airlines Logo
11:43 am - 11:54 pmOAK-BOS
9h 11m1 stop
Alaska Airlines Logo
7:00 am - 4:23 pmBOS-OAK
12h 23m1 stop
$280Alaska Airlines
Find Deal
Tue, Jan 27 - Thu, Jan 29
Alaska Airlines Logo
11:43 am - 11:54 pmOAK-BOS
9h 11m1 stop
Alaska Airlines Logo
7:00 am - 4:23 pmBOS-OAK
12h 23m1 stop
$282Alaska Airlines
Find Deal
Tue, Jan 27 - Thu, Jan 29
Southwest Logo
10:30 am - 10:30 pmOAK-BOS
9h 00m2 stops
Southwest Logo
4:50 pm - 10:15 pmBOS-OAK
8h 25m1 stop
$290Southwest
Find Deal
Wed, Jan 7 - Fri, Jan 9
Southwest Logo
5:45 am - 6:40 pmOAK-BOS
9h 55m2 stops
Southwest Logo
6:45 am - 2:40 pmBOS-OAK
10h 55m1 stop
$292Southwest
Find Deal
Sun, Dec 7 - Wed, Dec 10
Delta Logo
4:50 pm - 6:20 amOAK-BOS
10h 30m1 stop
Delta Logo
6:46 pm - 12:08 amBOS-OAK
8h 22m1 stop
$297Delta
Find Deal
Wed, Dec 10 - Fri, Dec 12
Delta Logo
12:30 pm - 11:41 pmOAK-BOS
8h 11m1 stop
Delta Logo
1:40 pm - 12:08 amBOS-OAK
13h 28m2 stops
$302Delta
Find Deal
Fri, Dec 5 - Tue, Dec 9
Southwest Logo
6:30 am - 4:15 pmOAK-ALB
6h 45m1 stop
Southwest Logo
8:35 am - 9:25 pmALB-OAK
15h 50m2 stops
$353Southwest
Find Deal
Sun, Feb 1 - Thu, Feb 5
Southwest Logo
7:30 pm - 8:20 amOAK-ALB
9h 50m2 stops
Southwest Logo
8:35 am - 9:25 pmALB-OAK
15h 50m2 stops
$378Southwest
Find Deal
Sun, Feb 1 - Thu, Feb 5
Delta Logo
4:50 pm - 11:12 amOAK-BDL
15h 22m2 stops
Delta Logo
1:01 pm - 12:08 amBDL-OAK
14h 07m2 stops
$468Delta
Find Deal
Fri, Dec 5 - Tue, Dec 9

Alaska Airlines flights from Oakland, California to Massachusetts

Our best Alaska Airlines deals on Oakland, California to Massachusetts flight tickets
Alaska Airlines
Jan 6
OAK6:10 amOakland
15h 13m
1 stop
BOS12:23 amBoston Logan Intl
Jan 9
BOS5:20 pmBoston Logan Intl
19h 26m
1 stop
OAK9:46 amOakland
$267
Find similar
Alaska Airlines
Jan 27
OAK11:43 amOakland
9h 11m
1 stop
BOS11:54 pmBoston Logan Intl
Jan 29
BOS7:00 amBoston Logan Intl
12h 23m
1 stop
OAK4:23 pmOakland
$280
Find similar
Alaska Airlines
Jan 27
OAK11:43 amOakland
9h 11m
1 stop
BOS11:54 pmBoston Logan Intl
Jan 29
BOS7:00 amBoston Logan Intl
12h 23m
1 stop
OAK4:23 pmOakland
$282
Find similar

Southwest flights from Oakland, California to Massachusetts

Our best Southwest deals on Oakland, California to Massachusetts flight tickets
Southwest
Jan 7
OAK10:30 amOakland
9h 00m
2 stops
BOS10:30 pmBoston Logan Intl
Jan 9
BOS4:50 pmBoston Logan Intl
8h 25m
1 stop
OAK10:15 pmOakland
$290
Find similar
Southwest
Dec 7
OAK5:45 amOakland
9h 55m
2 stops
BOS6:40 pmBoston Logan Intl
Dec 10
BOS6:45 amBoston Logan Intl
10h 55m
1 stop
OAK2:40 pmOakland
$292
Find similar
Southwest
Feb 5
OAK8:30 amOakland
11h 25m
2 stops
BOS10:55 pmBoston Logan Intl
Feb 10
BOS4:50 pmBoston Logan Intl
8h 25m
1 stop
OAK10:15 pmOakland
$312
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Oakland, California 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, momondo users made 832,500 searches. Data last updated November 22, 2025.
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

Tue 1/6

6:10 am-12:23 am

1 stop15h 13m

Boston Logan Intl

Fri 1/9

5:20 pm-9:46 am

1 stop19h 26m

$267

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 1/27

11:43 am-11:54 pm

1 stop9h 11m

Boston Logan Intl

Thu 1/29

7:00 am-4:23 pm

1 stop12h 23m

$280

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 1/27

11:43 am-11:54 pm

1 stop9h 11m

Boston Logan Intl

Thu 1/29

7:00 am-4:23 pm

1 stop12h 23m

$282

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 1/7

10:30 am-10:30 pm

2 stops9h 00m

Boston Logan Intl

Fri 1/9

4:50 pm-10:15 pm

1 stop8h 25m

$290

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sun 12/7

5:45 am-6:40 pm

2 stops9h 55m

Boston Logan Intl

Wed 12/10

6:45 am-2:40 pm

1 stop10h 55m

$292

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 12/10

4:50 pm-6:20 am

1 stop10h 30m

Boston Logan Intl

Fri 12/12

6:46 pm-12:08 am

1 stop8h 22m

$297

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Fri 12/5

12:30 pm-11:41 pm

1 stop8h 11m

Boston Logan Intl

Tue 12/9

1:40 pm-12:08 am

2 stops13h 28m

$302

OaklandAlbany

OAK - ALB

OAKALB

Oakland

Sun 2/1

6:30 am-4:15 pm

1 stop6h 45m

Albany Intl

Thu 2/5

8:35 am-9:25 pm

2 stops15h 50m

$353

OaklandAlbany

OAK - ALB

OAKALB

Oakland

Sun 2/1

7:30 pm-8:20 am

2 stops9h 50m

Albany Intl

Thu 2/5

8:35 am-9:25 pm

2 stops15h 50m

$378

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Fri 12/5

4:50 pm-11:12 am

2 stops15h 22m

Hartford Bradley Intl

Tue 12/9

1:01 pm-12:08 am

2 stops14h 07m

$468

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Massachusetts from

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

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 $329. If you aren’t able to travel to Massachusetts during the month of September, then flying in December is also cheap. Prices for this month can be found on momondo for an average of $357.

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 $411 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 $204 on momondo.

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

You could potentially save up to 14% 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?

  • 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
JetBluePriceFrom $149Free CancellationRating
7.2
2,902 reviews
Search JetBlue flights
DeltaPriceFrom $208Free CancellationRating
7.9
8,001 reviews
Search Delta flights
Alaska AirlinesPriceFrom $289Free CancellationRating
8.0
11,329 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $317Free CancellationRating
7.4
9,034 reviews
Search United Airlines flights
SouthwestPriceFrom $327Free CancellationRating
8.0
4,252 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.

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