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$83+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BOS
Jan 22 — Jan 291
Wed 1/22
Wed 1/29
1 adult, Economy
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Cheap flight deals from Oakland to Massachusetts

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Massachusetts (USMA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 17, 2025.

Round-trip from

$206
(Booking.com)

One-way from

$83
(FlightHub)
From Oakland to Massachusetts
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One-way flight from Oakland to Massachusetts
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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 January 17, 2025.

This Booking.com deal was found by Cheapflights users on 1/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1212:40 pmOAK - BOS
2 stops22h 10mSpirit Airlines
Mon 2/244:25 pmBOS - OAK
2 stops22h 20mSpirit Airlines
Deal found 1/14$206
This Alaska Airlines deal was found by Cheapflights users on 1/14. 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.
Sat 2/110:41 amOAK - BOS
1 stop25h 48mAlaska Airlines
Sat 2/85:55 pmBOS - OAK
1 stop18h 11mAlaska Airlines
Deal found 1/14$220
This Mytrip deal was found by Cheapflights users on 1/16. 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 2/47:42 amOAK - BDL
1 stop9h 14mMultiple Airlines
Mon 2/107:00 amBDL - OAK
2 stops19h 36mMultiple Airlines
Deal found 1/16$241
This CheapOair deal was found by Cheapflights users on 1/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/125:52 pmOAK - BDL
2 stops13h 49mSpirit Airlines
Tue 3/1811:36 amBDL - OAK
2 stops22h 15mSpirit Airlines
Deal found 1/15$261
This Orbitz deal was found by Cheapflights users on 1/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/259:46 amOAK - BOS
1 stop11h 13mMultiple Airlines
Sat 3/19:23 amBOS - OAK
2 stops15h 49mMultiple Airlines
Deal found 1/15$310
This Delta deal was found by Cheapflights users on 1/15. 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 9/105:15 pmOAK - BOS
1 stop9h 53mDelta
Sat 9/139:55 amBOS - OAK
2 stops14h 37mDelta
Deal found 1/15$312
This Southwest deal was found by Cheapflights users on 1/14. 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.
Sat 5/36:05 amOAK - BOS
1 stop9h 15mSouthwest
Mon 5/54:40 pmBOS - OAK
2 stops9h 40mSouthwest
Deal found 1/14$366
This Delta deal was found by Cheapflights users on 1/15. 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 4/155:55 amOAK - BDL
2 stops14h 57mDelta
Tue 4/222:20 pmBDL - OAK
2 stops12h 25mDelta
Deal found 1/15$405
This Sun Country Air deal was found by Cheapflights users on 1/15. 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.
Thu 8/75:50 pmOAK - BOS
1 stop13h 47mSun Country Air
Sun 8/1011:34 amBOS - OAK
1 stop8h 17mSun Country Air
Deal found 1/15$405
This Southwest deal was found by Cheapflights users on 1/16. 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 9/115:15 amOAK - ALB
1 stop9h 35mSouthwest
Sun 9/146:00 amALB - OAK
1 stop7h 50mSouthwest
Deal found 1/16$427
This Southwest deal was found by Cheapflights users on 1/15. 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.
Fri 5/25:05 amOAK - BDL
1 stop7h 30mSouthwest
Fri 5/26:50 pmBDL - OAK
1 stop7h 55mSouthwest
Deal found 1/15$461
This Delta deal was found by Cheapflights users on 1/15. 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 3/2512:54 pmOAK - ALB
2 stops24h 21mDelta
Mon 3/3112:40 pmALB - OAK
2 stops30h 46mDelta
Deal found 1/15$567

Find flights from Oakland to Massachusetts within your budget

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 January 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 2/12

12:40 pm-1:50 pm

2 stops22h 10m

Boston Logan Intl

Mon 2/24

4:25 pm-11:45 am

2 stops22h 20m

$206

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sat 2/1

10:41 am-3:29 pm

1 stop25h 48m

Boston Logan Intl

Sat 2/8

5:55 pm-9:06 am

1 stop18h 11m

$220

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Tue 2/4

7:42 am-7:56 pm

1 stop9h 14m

Hartford Bradley Intl

Mon 2/10

7:00 am-11:36 pm

2 stops19h 36m

$241

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Wed 3/12

5:52 pm-10:41 am

2 stops13h 49m

Hartford Bradley Intl

Tue 3/18

11:36 am-6:51 am

2 stops22h 15m

$261

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 2/25

9:46 am-11:59 pm

1 stop11h 13m

Boston Logan Intl

Sat 3/1

9:23 am-10:12 pm

2 stops15h 49m

$310

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 6/17

5:15 pm-6:08 am

1 stop9h 53m

Boston Logan Intl

Fri 7/4

12:00 pm-9:32 pm

2 stops12h 32m

$343

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sat 5/3

6:05 am-6:20 pm

1 stop9h 15m

Boston Logan Intl

Mon 5/5

4:40 pm-11:20 pm

2 stops9h 40m

$366

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Tue 4/15

5:55 am-11:52 pm

2 stops14h 57m

Hartford Bradley Intl

Tue 4/22

2:20 pm-11:45 pm

2 stops12h 25m

$405

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sun 6/1

5:50 pm-10:42 am

1 stop13h 52m

Boston Logan Intl

Sun 6/8

11:34 am-4:51 pm

1 stop8h 17m

$436

OaklandHartford

OAK - BDL

OAKBDL

Oakland

Fri 5/2

5:05 am-3:35 pm

1 stop7h 30m

Hartford Bradley Intl

Fri 5/2

6:50 pm-11:45 pm

1 stop7h 55m

$461

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 26 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.

Travel insights for flights from Oakland to Massachusetts

Get recent, data-driven insights about flights from Oakland to Massachusetts including ideal travel times, pricing trends, and more.

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 July is currently the most expensive (average of $311). 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 January 17, 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 January 17, 2025.
Peruse reviews from past customers who have flown with Spirit Airlines, Alaska Airlines 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.
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Southwest
8.1
Very good
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Alaska Airlines
8.0
Very good
9,681 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Delta
8.0
Very good
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Sun Country Air
7.0
Good
384 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

Spirit Airlines
6.3
Okay
8,098 reviews
Southwest
8.1
Very good
4,659 reviews

Boarding

8.2

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

Flight was delayed by one hour and 40 minutes. Also baggage was delivered late at Boston. This delay made me miss my connection from Boston to Hyderabad

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?

    $83 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 Alaska Airlines and Delta, with prices starting from $129 and $149, 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 July is currently the most expensive (average of $311). 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

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Alternative routes for Oakland to Massachusetts

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Top 5 airlines flying from Oakland to Massachusetts

Discover the top 5 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 January 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$145Average$296FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$186Average$277FlexibilityNo cancel feeOn-time65%
DeltaCheapest$224Average$475FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$258Average$551FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$324Average$506FlexibilityNo cancel feeOn-time63%
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