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$114+ Cheap flights from Oakland, CA to Boston (OAK - BOS)

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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BOS
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Oakland to Boston Logan Intl are usually found in August or January, booked 74 days in advance, depart on a Saturday or Tuesday and return on a Thursday

Cheap flight deals from Oakland to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Boston (BOS). 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 August 14, 2025.

Round-trip from

$256
(Mytrip)

One-way from

$114
(Southwest)

Popular in

April

Cheapest in

August

Average price

$362
From Oakland to Boston Logan Intl
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One-way flight from Oakland to Boston Logan Intl
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Highest demand for flights based on searches. 8% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Oakland to Boston

Cheapest flights from Oakland to Boston
Explore the most affordable flight options available from Oakland to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Mytrip deal was found by Cheapflights users on 8/12. 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 9/92:39 pmOAK - BOS
2 stops17h 34mSpirit Airlines
Tue 9/166:10 amBOS - OAK
2 stops20h 22mSpirit Airlines
Deal found 8/12$236
This Mytrip deal was found by Cheapflights users on 8/13. 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.
Thu 9/46:30 amOAK - BOS
2 stops13h 17mSpirit Airlines
Tue 9/912:20 pmBOS - OAK
3 stops24h 41mSpirit Airlines
Deal found 8/13$259
This Southwest deal was found by Cheapflights users on 8/13. 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 10/259:05 amOAK - BOS
1 stop8h 45mSouthwest
Tue 10/286:45 amBOS - OAK
2 stops10h 45mSouthwest
Deal found 8/13$262
This Southwest deal was found by Cheapflights users on 8/13. 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.
Mon 11/107:45 pmOAK - BOS
2 stops9h 30mSouthwest
Sat 11/155:55 amBOS - OAK
1 stop11h 30mSouthwest
Deal found 8/13$263
This Southwest deal was found by Cheapflights users on 8/14. 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.
Sun 9/215:20 amOAK - BOS
1 stop8h 00mSouthwest
Wed 9/244:45 pmBOS - OAK
1 stop8h 45mSouthwest
Deal found 8/14$264
This Mytrip deal was found by Cheapflights users on 8/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/102:39 pmOAK - BOS
2 stops17h 34mSpirit Airlines
Mon 9/155:50 amBOS - OAK
2 stops20h 42mSpirit Airlines
Deal found 8/14$268
This Mytrip deal was found by Cheapflights users on 8/13. 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.
Wed 9/246:30 amOAK - BOS
2 stops13h 17mSpirit Airlines
Tue 9/305:50 amBOS - OAK
2 stops20h 42mSpirit Airlines
Deal found 8/13$278

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to Boston 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 August 14, 2025.
Use the filters below to find and compare flights from Oakland to Boston that are best for you.

Fly from

Oakland

Fly to

Boston

Route

Depart

Return

Price

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 9/9

2:39 pm-11:13 am

2 stops17h 34m

Boston Logan Intl

Tue 9/16

6:10 am-11:32 pm

2 stops20h 22m

$236

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 9/17

2:39 pm-11:13 am

2 stops17h 34m

Boston Logan Intl

Wed 9/24

5:50 am-11:32 pm

2 stops20h 42m

$256

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Thu 9/4

6:30 am-10:47 pm

2 stops13h 17m

Boston Logan Intl

Tue 9/9

12:20 pm-10:01 am

3 stops24h 41m

$259

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sat 10/25

9:05 am-8:50 pm

1 stop8h 45m

Boston Logan Intl

Tue 10/28

6:45 am-2:30 pm

2 stops10h 45m

$262

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Mon 11/10

7:45 pm-8:15 am

2 stops9h 30m

Boston Logan Intl

Sat 11/15

5:55 am-2:25 pm

1 stop11h 30m

$263

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sun 9/21

5:20 am-4:20 pm

1 stop8h 00m

Boston Logan Intl

Wed 9/24

4:45 pm-10:30 pm

1 stop8h 45m

$264

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Fri 10/31

6:00 am-7:16 pm

2 stops10h 16m

Boston Logan Intl

Mon 11/3

4:54 pm-7:44 am

2 stops17h 50m

$266

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Wed 9/10

2:39 pm-11:13 am

2 stops17h 34m

Boston Logan Intl

Mon 9/15

5:50 am-11:32 pm

2 stops20h 42m

$268

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Sat 9/27

6:30 am-10:47 pm

2 stops13h 17m

Boston Logan Intl

Sat 10/4

5:50 am-11:32 pm

2 stops20h 42m

$277

OaklandBoston

OAK - BOS

OAKBOS

Oakland

Tue 9/9

12:30 pm-11:00 pm

1 stop7h 30m

$114

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 17 results
1
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Best time to book a flight from Oakland to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston 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.

Cheapflights Insights

Everything you need to know about your flight from Oakland to Boston

How far ahead should I book a flight from Oakland, California to Boston?

Use this chart to determine the optimal time to book a round-trip flight from Oakland to Boston. Price data was last updated on August 8, 2025.

Booking 74 days in advance of your planned departure date is, on average, the best time to get cheap flights from Oakland, California to Boston. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, January is the cheapest month in which you can book a flight from Oakland, California to Boston (average of $218). Flying from Oakland, California to Boston 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 BOS?

Find hourly flight availability from Oakland to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Oakland, California to Boston, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 24% versus a flight in the afternoon.

What is the cheapest day to fly from Oakland, California to Boston?

Use this chart to determine the cheapest time to fly round-trip from Oakland to Boston. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Oakland, California to Boston flight should consider departing on Friday evenings when fares are most often at their lowest. Thursday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated August 14, 2025.
Read through reviews of airlines operating flights from Oakland to Boston, such as Alaska Airlines, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,244 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,916 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
JetBlue
7.2
Good
2,913 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Related info for your journey

Find useful and relevant information for your journey from Oakland to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Oakland, California to Boston round-trip?

    Currently priced at $148, JetBlue will fly you from Oakland, California to Boston and back. In addition to JetBlue, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Spirit Airlines and Delta - these airlines can fly you to your destination from $186 and $227, respectively. JetBlue is priced at 64% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Oakland to Boston that include hotel bookings?

    Yes. In addition to deals on Oakland to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oakland to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to Boston.

  • Can I find deals for business class flights from Oakland to Boston?

    Yes. Cheapflights offers flight deals from Oakland to Boston 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 Boston?

    Currently, January is the cheapest month in which you can book a flight from Oakland, California to Boston (average of $218). Flying from Oakland, California to Boston 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Watertown
Hampton Beach
Waltham
Seabrook
Lowell
Lincoln
Smithfield
Cranston
Chestnut Hill
Warwick
Peabody
Quincy
York Beach
Chelsea
Swansea
Saugus
Burlington
Braintree

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Top 6 airlines flying from Oakland to Boston

Discover the top 6 airlines that operate flights from Oakland to Boston. 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$148Average$283FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$186Average$277FlexibilityNo cancel feeOn-time65%
DeltaCheapest$227Average$429FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$228Average$329FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$289Average$470FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$324Average$482FlexibilityNo cancel feeOn-time63%

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