BOS - OAK

$99 Find Cheap Flights from Boston to Oakland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Oakland departing on 8/27. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Oakland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Oakland, as well as popular online travel agencies
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Cheap Flights from Boston to Oakland (BOS-OAK)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Oakland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Oakland

Wed, Sep 3 - Wed, Sep 10
Spirit Airlines Logo
6:30 am - 11:27 pmBOS-OAK
19h 57m3 stops
Spirit Airlines Logo
2:39 pm - 11:13 amOAK-BOS
17h 34m2 stops
$237Spirit Airlines
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Wed, Sep 3 - Wed, Sep 10
Spirit Airlines Logo
10:34 am - 11:27 pmBOS-OAK
15h 53m2 stops
Spirit Airlines Logo
2:39 pm - 11:13 amOAK-BOS
17h 34m2 stops
$239Spirit Airlines
Find Deal
Wed, Sep 3 - Wed, Sep 10
Spirit Airlines Logo
6:30 am - 11:27 pmBOS-OAK
19h 57m3 stops
Spirit Airlines Logo
6:30 am - 11:13 amOAK-BOS
25h 43m3 stops
$249Spirit Airlines
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Fri, Sep 12 - Tue, Sep 30
Southwest Logo
4:05 pm - 10:15 pmBOS-OAK
9h 10m1 stop
Southwest Logo
8:45 am - 10:30 pmOAK-BOS
10h 45m2 stops
$256Southwest
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Wed, Sep 10 - Wed, Oct 22
Spirit Airlines Logo
6:10 am - 11:32 pmBOS-OAK
20h 22m2 stops
Spirit Airlines Logo
6:00 am - 10:53 pmOAK-BOS
13h 53m2 stops
$257Spirit Airlines
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Fri, Sep 12 - Tue, Sep 30
Southwest Logo
4:05 pm - 10:15 pmBOS-OAK
9h 10m1 stop
Southwest Logo
12:30 pm - 11:00 pmOAK-BOS
7h 30m1 stop
$268Southwest
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Wed, Sep 10 - Wed, Oct 22
Alaska Airlines Logo
7:20 am - 1:36 pmBOS-OAK
9h 16m1 stop
Alaska Airlines Logo
6:40 am - 11:59 pmOAK-BOS
14h 19m1 stop
$269Alaska Airlines
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Tue, Sep 23 - Mon, Sep 29
Alaska Airlines Logo
7:20 am - 1:36 pmBOS-OAK
9h 16m1 stop
Alaska Airlines Logo
6:15 am - 12:27 amOAK-BOS
15h 12m1 stop
$275Alaska Airlines
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Wed, Aug 27 - Wed, Sep 3
Delta Logo
5:20 pm - 10:46 pmBOS-OAK
8h 26m1 stop
Delta Logo
12:35 pm - 11:58 pmOAK-BOS
8h 23m1 stop
$297Delta
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Wed, Sep 24 - Mon, Sep 29
Delta Logo
2:39 pm - 11:50 pmBOS-OAK
12h 11m2 stops
Delta Logo
5:05 pm - 6:25 amOAK-BOS
10h 20m1 stop
$302Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Boston to Oakland flights

Get data-powered insights and trends into flights from Boston to Oakland to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Boston to Oakland?

The average price of all round-trip flights from Boston to Oakland clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Oakland on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Boston to Oakland. For your return ticket, we recommend flying on a Saturday and avoiding Thursdays for the best deals.

What is the cheapest month to fly from Boston to Oakland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Oakland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Boston to Oakland is August, where tickets cost $337 (return) on average. On the other hand, the most expensive months are June and April, where the average cost of round-trip tickets is $667 and $574 respectively.

How far in advance should I book a flight from Boston to Oakland?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Oakland, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Boston to Oakland, you should book around 3 weeks before departure, which saves you about 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$99
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Boston to Oakland

When to book flights from Boston to Oakland

Are your dates flexible? Find out the best times to travel from Boston to Oakland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Oakland

  • Does Logan offer any facilities for pets?

    Boston Logan International Airport (BOS) is well aware that some travelers are tagging along with their furry companions. The airport has therefore set aside some pet relief zones for potty breaks in Terminal E close to Gate E7 post-security, close to Gate B29 of Terminal B, and close to Gate C20 in Terminal C. However, ensure that your pet is secured in its crate while at the airport’s premises.

  • What facilities are offered at Logan for passengers with special needs?

    Logan is aware that traveling might be difficult for passengers with special needs. The airport’s Wings for Autism initiative has eased travel for customers with autism and their families. In addition to accessible restrooms in each terminal, the airport has Braille-equipped ramps and elevators throughout the garages and terminals. Massport shuttles in the airport for terminal transfers have audio and visual announcement systems and lifts for wheelchairs.

  • Does Oakland International Airport provide services to families with children?

    Yes. Mamava Lactation Pods are located between Gates 26 and 25 as you walk through the walkway and are available to nursing mothers. These portable nurseries enable mothers traveling with young children to pump milk or breastfeed in a quiet, private setting while relaxing in a cozy chair and away from the noise and bustle of the airport.

  • Are there any hotels at or near OAK?

    Passengers looking to catch a shut eye after their flight from Boston to Oakland will be glad to know that there are several hotel alternatives with complimentary airport shuttles. Holiday Inn & Suites Oakland Airport is within close proximity to the airport and is minutes away from Metropolitan Golf Course. Alternatively, you may reserve a room at Hilton Oakland Airport.

  • What is the cheapest flight from Boston to Oakland?

    In the last 3 days, the lowest price for a flight from Boston to Oakland was $99 for a one-way ticket and $237 for a round-trip.

  • Do I need a passport to fly between Boston and Oakland?

    A passport is not required to fly from Boston to Oakland.

  • Which aircraft models fly most regularly from Boston to Oakland?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Boston to Oakland?

    oneworld, and SkyTeam are the airline alliances operating flights between Boston and Oakland, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Boston to Oakland, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Boston to Oakland are Southwest and Delta. With an average price for the route of $511 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $433 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Boston to Oakland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Oakland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Oakland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Oakland from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Oakland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Oakland with an airline and back to Boston with another airline. Booking your flights between Boston and OAK can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Oakland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Oakland from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Boston to Oakland

  • The city's most economical and environmentally friendly transit option to Boston Logan International Airport (BOS) is the MBTA. The Blue Line Subway Service and the Silver Line Bus Rapid Transit System, both of which depart from South Station, are great options. Taxis offer door-to-door service, are reasonably priced, and move quickly. Additionally, Go Boston Shuttle and Flight Line both offer shuttle services.
  • Environmentally conscious travelers may choose double-stop flights from Boston to Oakland as they are eco-friendlier. Approximately 3,269 lbs of carbon is released per individual on this route. Airlines Frontier and Southwest flying this route are eco-friendlier, releasing 28% and 15% less carbon.
  • Business travelers who are itching to work and reply to emails can do so at the Hyatt Harborside Hotel’s business center, which is adjoined to Logan. Set up a workstation and utilize their internet services, faxing, and photocopying services.
  • Are you an art enthusiast? Oakland International Airport (OAK) displays various artworks by the locale’s artists throughout the airport meant to make flying less hectic. Drop by the exhibits by the baggage claim in Terminal 2 and Terminal 3 airside. You may also head to Oakland Aviation Museum in North Field, which is home to aircraft artifacts and displays.
  • Are you looking to explore Oakland and other areas on your own terms? There is a car rental center at Earhart Road served by shuttle buses from OAK every 10 minutes. These shuttle buses can be boarded from the exit of OAK’s baggage claim area. Major companies at the rental center include Alamo, Thrift, Dollar, and Budget.

Reviews of the top 4 airlines serving from Boston to Oakland

 
See real verified KAYAK customer reviews for airlines flying from Boston to Oakland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Oakland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 10000 reviews
7.1Entertainment
7.8Comfort
8.1Boarding
7.1Food
8.5Crew
Airline reviews

My 1.5 hr flight was 5.5 hrs delayed. We switched gates twice. We planed and deplaned once. Three total planes, two had “mechanical issues.” None of this even makes sense as the original plane was sitting at the gate since yesterday evening. Then when the second plane was finally brought to the gate from the hangar, it too needed repair. Don’t worry. They gave us a $12 foot voucher. All other flights in the same area of the terminal were hours delayed. It was an actual nightmare. This was after a few hours delay on my first flight a few days ago. And I thought that was bad.

2.0 MediocreAnonymous, Aug 2025SEA - STS
Read more Alaska Airlines reviews

My 1.5 hr flight was 5.5 hrs delayed. We switched gates twice. We planed and deplaned once. Three total planes, two had “mechanical issues.” None of this even makes sense as the original plane was sitting at the gate since yesterday evening. Then when the second plane was finally brought to the gate from the hangar, it too needed repair. Don’t worry. They gave us a $12 foot voucher. All other flights in the same area of the terminal were hours delayed. It was an actual nightmare. This was after a few hours delay on my first flight a few days ago. And I thought that was bad.

At the Portland airport, Alaska Airlines has put in a system where you have to create your own bag tag, then put your own suitcase onto a scale to weigh it. The day we were there, the system was not working properly, and we kept on being told to go onto different lines so it took us approximately 45 minutes to check our bag in. I do not work for the airlines why am I subjected to doing this? How all these companies are shifting their work onto people who have paid good money for their products is crazy. And then the system that the customers are supposed to use don't work properly..

Spent 30 minutes in tarmac bcoz arrived earlier and crew nit ready for us. Told that the airport is being renovated so limited arrival space. 6 hours flight should have not two snacks but one major meal.

If there were movies it would have made the flight much easier.

I was in the middle seat in the last row but that wasn’t their fault. It is why I rated the flight as mediocre, also the landing was a little rough. The good was really good. The self service luggage belt at SEATAC stopped working right when I reached it. I was literally placing my bag on the small belt when the main belt stopped. I understand that it wasn’t just Alaska but the entire side of the terminal. It took the agents about 20 minutes to arrive at a game plan and it certainly wasn’t flawless but they arranged for our luggage to be taken to the plane the old fashioned way by hand. Understandably, the plane was late in leaving. The flight took the proper amount of time and instead of arriving at OAK at 1:45, we got there at 2:30. I took my time getting to baggage claim because I knew it would be late if it was there at all. Sure enough it wasn’t but there was an agent there to greet me and inform me about my luggage. Long story longer, they delivered my luggage to where I was staying which was an hour away from the airport. Alaska has instituted a delivery type tracking system through my email that kept me informed of where my luggage was the whole time. WELL DONE!!

Flight attendant was rude when I advised her that the bathroom had no paper towels or tissue paper.

Departing flight to San Diego was delayed. Return flight from SD to SBP was delayed. Not terrible but not ideal

I loved that the checking in process was seamlessly easy and user friendly. The crew was very nice and professional. Unfortunately, we were seated in the back of the plane across from the bathroom. There wasn’t much room for leg room and comfortability. Alongside, we had to listen to a baby crying up and down the aisle way for the entire plane ride. The turbulence of the plane landing was rocky. Overall, the experience with Alaska was just okay. We made it home alive so that’s always a positive.

would have been nice for flight to not be delayed by 2 hours so that we had to pay $80 to get home since BART had shut down. i thought a 10pm arrival would leave enough time to account for delays but i was wrong.

One of the best roundtrip flights I’ve ever been on. We needed assistance for my elderly mother and without fail, each and every Alaska team member was helpful, kind, and patient. Will fly Alaska again and again.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

It was a perfect flight in all aspects! Both legs!

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

Great experience flying Southwest. The crew was really kind and helpful, and very friendly with our toddler.

Plane late from DC to Austin 30 minutes. Crew made up much of the time enroute to San Diego.

Fine, but how to board on SW versus othrr airlines, is just lame. Goood staff though and all was solid otherwise.

Was as expected. Crowed planes. Too many carryons delaying takeoff. But the ride only took an hour and saved me a lot of time SFO is a not a great airport.

Only issue was with seating. The economy fare we purchased did say there was no guarantee the three people in our party would be seated together, and we were not. At the gate, the agent told us more specifically, the fare we purchased meant we would be seated in middle seats only. This should just be made more obvious.

Food was surprisingly good but the WiFi was not great

this crew didn't care much. bumping carts into seats more times than i care to remember

Everything was fine except the entertainment was not working for half of the flight.

My flight was extremely cold. I had a jacket and a cover was left in each seat. The cover was extremely thin and I have a disability, fibromyalgia and arthrithis and AC air is the worst. I closed my vent and my husbands vent and it still was frigid. I asked the attendant if I could get another cover and she quickly almost dismissively and totally unconcerned stating, (I quote) (one per chair) and walked off so quickly that I didn't get a chance to explain to her that I literally have adisability. I didnt want to make a seen so I set on that flight for over 5 hours in pain, joints locking up and extremely uncomfortable. When my fibromyalgia flares up my joints not only ache but they will lock up also and it takes me days to get back to my regular self even though I take medication for it. I felt like it would not have hurt anyone at all for her to just give me an extra cover because I'm sure they have all types of medical issues in people that fly every day.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

I want to single out flight attendant Mitch who was in the Premium Economy section. When my wife’s hearing aide dropped through the cushion under the seat he was able to locate it and return it to her. Food was a different matter. Dinner was fine. Breakfast was another matter. They had a yogurt dish that the ran out of and the alternative was not very good according to those we talked to.

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Great flight! Only complaint I had was that I didn’t get breakfast that morning because I don’t eat eggs for breakfast.. I ate an energy bar I bought in the airport which I had never done before. Otherwise, another great Delta flight!

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

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