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$97+ Cheap flights from Massachusetts to Oakland (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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — OAK
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Massachusetts to Oakland

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Oakland (OAK). 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 November 21, 2024.

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 November 21, 2024.

This CheapOair deal was found by Cheapflights users on 11/19. 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.
Tue 12/106:01 pmBOS - OAK
2 stops18h 24mSpirit Airlines
Mon 12/167:06 pmOAK - BOS
2 stops13h 19mSpirit Airlines
Deal found 11/19$182
This Alaska Airlines deal was found by Cheapflights users on 11/19. 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.
Tue 12/107:00 amBOS - OAK
1 stop11h 00mAlaska Airlines
Mon 12/166:00 amOAK - BOS
1 stop9h 59mAlaska Airlines
Deal found 11/19$270
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Fri 12/61:56 pmBDL - OAK
3 stops29h 12mMultiple Airlines
Sat 12/143:00 pmOAK - BDL
2 stops12h 00mMultiple Airlines
Deal found 11/20$284
This Delta deal was found by Cheapflights users on 11/19. 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 12/106:25 pmBOS - OAK
1 stop8h 49mDelta
Mon 12/166:00 amOAK - BOS
2 stops10h 49mDelta
Deal found 11/19$301
This Expedia deal was found by Cheapflights users on 11/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/52:18 pmBOS - OAK
2 stops22h 07mMultiple Airlines
Fri 12/136:00 amOAK - BOS
1 stop9h 59mMultiple Airlines
Deal found 11/19$352
This CheapOair deal was found by Cheapflights users on 11/20. 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.
Fri 12/66:00 amBDL - OAK
2 stops20h 05mSpirit Airlines
Fri 12/137:06 pmOAK - BDL
2 stops23h 56mSpirit Airlines
Deal found 11/20$405
This Southwest deal was found by Cheapflights users on 11/20. 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 12/61:30 pmBDL - OAK
2 stops10h 55mSouthwest
Fri 12/131:45 pmOAK - BDL
1 stop8h 00mSouthwest
Deal found 11/20$469
This Southwest deal was found by Cheapflights users on 11/20. 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.
Sun 11/246:15 amBOS - OAK
1 stop13h 15mSouthwest
Thu 11/286:10 amOAK - BOS
1 stop7h 30mSouthwest
Deal found 11/20$483
This Southwest deal was found by Cheapflights users on 11/20. 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.
Sun 11/246:50 pmALB - OAK
1 stop8h 25mSouthwest
Wed 11/275:15 amOAK - ALB
1 stop7h 50mSouthwest
Deal found 11/20$631
This Delta deal was found by Cheapflights users on 11/20. 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 11/2712:47 pmBDL - OAK
2 stops14h 08mDelta
Wed 12/46:00 amOAK - BDL
2 stops31h 17mDelta
Deal found 11/20$711
This Delta deal was found by Cheapflights users on 11/21. 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.
Sat 12/215:15 pmALB - OAK
2 stops9h 59mDelta
Tue 12/315:30 amOAK - ALB
2 stops13h 09mDelta
Deal found 11/21$1,218

Find flights from Massachusetts to Oakland within your budget

Customize your flight search to find flights from Massachusetts to Oakland 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 2,629,791 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 12/10

6:01 pm-9:25 am

2 stops18h 24m

Oakland

Mon 12/16

7:06 pm-11:25 am

2 stops13h 19m

$182

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 12/10

7:00 am-3:00 pm

1 stop11h 00m

Oakland

Mon 12/16

6:00 am-6:59 pm

1 stop9h 59m

$270

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Fri 12/6

1:56 pm-4:08 pm

3 stops29h 12m

Oakland

Sat 12/14

3:00 pm-6:00 am

2 stops12h 00m

$284

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Tue 12/10

6:25 pm-12:14 am

1 stop8h 49m

Oakland

Mon 12/16

6:00 am-7:49 pm

2 stops10h 49m

$301

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Thu 12/5

2:18 pm-9:25 am

2 stops22h 07m

Oakland

Fri 12/13

6:00 am-6:59 pm

1 stop9h 59m

$352

AlbanyOakland

ALB - OAK

ALBOAK

Albany Intl

Tue 1/14

4:50 pm-10:10 pm

1 stop8h 20m

Oakland

Wed 1/22

11:10 am-1:30 am

1 stop11h 20m

$371

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Sat 1/18

12:15 pm-9:00 pm

2 stops11h 45m

Oakland

Sat 2/1

6:05 am-8:15 pm

1 stop11h 10m

$381

HartfordOakland

BDL - OAK

BDLOAK

Hartford Bradley Intl

Fri 12/6

6:00 am-11:05 pm

2 stops20h 05m

Oakland

Fri 12/13

7:06 pm-10:02 pm

2 stops23h 56m

$405

BostonOakland

BOS - OAK

BOSOAK

Boston Logan Intl

Fri 12/6

3:20 pm-10:40 pm

1 stop10h 20m

Oakland

Sun 12/8

4:50 pm-11:45 am

2 stops15h 55m

$479

AlbanyOakland

ALB - OAK

ALBOAK

Albany Intl

Sat 12/21

5:15 pm-12:14 am

2 stops9h 59m

Oakland

Tue 12/31

5:30 am-9:39 pm

2 stops13h 09m

$1,218

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 22 results
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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.

Travel insights for flights from Massachusetts to Oakland

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

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

Currently, May is the cheapest month in which you can book a flight from Massachusetts to Oakland, California (average of $179). Flying from Massachusetts to Oakland, California in July is currently the most expensive (average of $243). 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?

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 November 21, 2024.

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.

Rainfall in Oakland by month

Plan your trip to Oakland by taking into account the average rainfall totals by month.

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.

Temperature in Oakland by month

Plan your trip to Oakland by taking into account the average temperature totals by month.

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).

Reviews of airlines servicing Oakland

Get insights into the airlines that provide service to Oakland. 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 Oakland. Reviews last updated November 21, 2024.
Read through reviews of airlines operating flights from Massachusetts to Oakland, such as Spirit Airlines, Alaska Airlines and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

No issues. I needed pre boarding and I was able to get it without issue

Southwest
8.1
Very good
5,015 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

No issues. I needed pre boarding and I was able to get it without issue

Alaska Airlines
8.0
Very good
9,458 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

No issues. I needed pre boarding and I was able to get it without issue

Delta
8.0
Very good
8,758 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

No issues. I needed pre boarding and I was able to get it without issue

Qatar Airways
7.5
Good
3,832 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

No issues. I needed pre boarding and I was able to get it without issue

Spirit Airlines
6.3
Okay
8,175 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

No issues. I needed pre boarding and I was able to get it without issue

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?

    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 $97 on Spirit Airlines. Other airlines that offer cheap prices include Alaska Airlines from $142 and Delta from $148 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, May is the cheapest month in which you can book a flight from Massachusetts to Oakland, California (average of $179). Flying from Massachusetts to Oakland, California in July is currently the most expensive (average of $243). 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 Massachusetts to Oakland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Massachusetts to Oakland

Discover the top 5 airlines that operate flights from Massachusetts to Oakland. 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 2,629,791 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$117Average$256FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$208Average$291FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$281Average$481FlexibilityNo cancel feeOn-time63%
DeltaCheapest$296Average$470FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$330Average$598FlexibilityNo cancel feeOn-time75%
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