$129 Cheap Flights from Boston (BOS) to Oakland (OAK)

View $129 flight on Sat, Nov 15, 2025Opens in a new window

Popular airlines from Logan International Airport (BOS) to Oakland Intl. Airport (OAK)

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Cheap Flights from Boston to Oakland (BOS-OAK)

Prices were available within the past 7 days and start at $129 for one-way flights and $257 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Tue, Jan 13 - Wed, Jan 21
BOS
Boston
OAK
Oakland
$257 Roundtrip, found 8 hours ago
$257
Roundtrip
found 8 hours ago
Select Alaska Airlines flight, departing Tue, Jan 13 from Boston to Oakland, returning Wed, Jan 21, priced at $257 found 8 hours ago
Southwest Airlines
Sat, Nov 15 - Tue, Nov 18
BOS
Boston
OAK
Oakland
$268 Roundtrip, found 23 hours ago
$268
Roundtrip
found 23 hours ago
Select Southwest Airlines flight, departing Sat, Nov 15 from Boston to Oakland, returning Tue, Nov 18, priced at $268 found 23 hours ago
Delta
Sat, Nov 15 - Tue, Nov 18
BOS
Boston
OAK
Oakland
$277 Roundtrip, found 23 hours ago
$277
Roundtrip
found 23 hours ago
Select Delta flight, departing Sat, Nov 15 from Boston to Oakland, returning Tue, Nov 18, priced at $277 found 23 hours ago
Hawaiian Airlines
Thu, Jan 29 - Tue, Feb 17
BOS
Boston
OAK
Oakland
$278 Roundtrip, found 9 hours ago
$278
Roundtrip
found 9 hours ago
Select Hawaiian Airlines flight, departing Thu, Jan 29 from Boston to Oakland, returning Tue, Feb 17, priced at $278 found 9 hours ago
Southwest Airlines
Wed, Oct 29 - Sat, Nov 1
BOS
Boston
OAK
Oakland
$282 Roundtrip, found 2 days ago
$282
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Oct 29 from Boston to Oakland, returning Sat, Nov 1, priced at $282 found 2 days ago
Southwest Airlines
Wed, Nov 12 - Sun, Nov 16
BOS
Boston
OAK
Oakland
$283 Roundtrip, found 2 days ago
$283
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Nov 12 from Boston to Oakland, returning Sun, Nov 16, priced at $283 found 2 days ago
Alaska Airlines
Fri, Nov 14 - Wed, Nov 19
BOS
Boston
OAK
Oakland
$288 Roundtrip, found 3 hours ago
$288
Roundtrip
found 3 hours ago
Select Alaska Airlines flight, departing Fri, Nov 14 from Boston to Oakland, returning Wed, Nov 19, priced at $288 found 3 hours ago
Southwest Airlines
Wed, Nov 12 - Sun, Nov 16
BOS
Boston
OAK
Oakland
$288 Roundtrip, found 2 days ago
$288
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Nov 12 from Boston to Oakland, returning Sun, Nov 16, priced at $288 found 2 days ago
Southwest Airlines
Sun, Dec 7 - Sat, Dec 13
BOS
Boston
OAK
Oakland
$289 Roundtrip, found 2 days ago
$289
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sun, Dec 7 from Boston to Oakland, returning Sat, Dec 13, priced at $289 found 2 days ago
Southwest Airlines
Sat, Nov 15 - Tue, Nov 18
BOS
Boston
OAK
Oakland
$292 Roundtrip, found 23 hours ago
$292
Roundtrip
found 23 hours ago
Select Southwest Airlines flight, departing Sat, Nov 15 from Boston to Oakland, returning Tue, Nov 18, priced at $292 found 23 hours ago

Find the cheapest month to fly from Boston (BOS) to Oakland (OAK)

May is typically the cheapest month to fly

From $212 - $537 per traveler.

Alternative airports near Oakland

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to San Francisco Intl. SFO. Average driving time to city center is 32 minutes. Flights from $357
SFO
San Francisco Intl.
Average driving time to city center32 min
Flights from $357
Select flight to Norman Y. Mineta San Jose Intl. SJC. Cheapest option available. Average driving time to city center is 44 minutes. Flights from $343
SJC
Norman Y. Mineta San Jose Intl.
Cheapest
Average driving time to city center44 min
Flights from $343

Frequently asked questions

How much does a flight from Logan Intl. Airport (BOS) to Oakland Intl. Airport (OAK) cost?
Secure a cheap one-way flight from $129 or cheap return flight from $257 from Logan Intl. Airport (BOS) to Oakland Intl. Airport (OAK) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Logan Intl. Airport (BOS) to Oakland Intl. Airport (OAK)?
January is the cheapest month to fly from BOS to OAK. Traveling during an off-peak travel window is often the key to finding better deals on flights.
What is the cheapest airline that flies from Logan Intl. Airport (BOS) to Oakland Intl. Airport (OAK)?
To find the cheapest airline that'll fly you from BOS to OAK, use Expedia's filter tool. Tailor your search based on what matters most to you, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Logan Intl. Airport (BOS) to Oakland Intl. Airport (OAK)?
There are no daily nonstop flights from Logan Intl. Airport (BOS) to Oakland Intl. Airport (OAK). But you can book flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be cruising above the clouds in no time.
What day of the week has the most flights from BOS to OAK?
Friday is usually the busiest day for flights, while Tuesday tends to be the quietest.* Just remember that flight schedules can vary depending on various factors, including the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Logan Intl. Airport (BOS) to Oakland Intl. Airport (OAK)?
To land at Oakland Intl. Airport (OAK) on time, choose a flight that takes off from Logan Intl. Airport (BOS) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Oakland from Logan Intl. Airport (BOS)?
If you're taking a direct flight from Logan Intl. Airport (BOS) to Oakland, San Francisco Intl. Airport (SFO) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from Logan Intl. Airport (BOS) to Oakland Intl. Airport (OAK) last-minute?
Last-minute bookings from BOS to OAK are typically more expensive. For the cheapest rates, start looking for flights early. That being said, if your travel plans are flexible, you may score a cheap fare right before your journey.
Is it cheaper to book a BOS to OAK flight and hotel package?
Compared with arranging hotels and flights separately, booking a BOS to OAK flight and hotel package with Expedia could lead to significant savings. Better yet, having it all in one place takes the hassle out of planning your trip. Just pick your flights and choose from our extensive range of hotels, then personalize your trip with extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Logan Intl. Airport (BOS) to Oakland Intl. Airport (OAK)?
Generally, it's possible to cancel or reschedule your BOS to OAK flight. However, for bookings made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Travel information

Origin airport
Logan Intl.
Destination airport
Oakland Intl.
Airlines serving
Alaska Airlines, Delta, Hawaiian Airlines, Southwest Airlines
Roundtrip price
$256
Distance
2686 mi

Book with confidence

Book with confidence

Boston to Oakland Flights

The cheapest times to fly from Boston to Oakland

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Boston to Oakland are during the month of January. You can find some of the cheapest flights from Boston to Oakland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Boston to Oakland

Sunday is one of the best days to book for cheap flights from Boston to Oakland: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Boston to Oakland

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Boston to Oakland in 2025. You can also book with separate airlines for your outbound and return journeys, from $129 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Boston to Oakland flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Boston to Oakland airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Boston to Oakland Flights

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