OAK - BOS

$149 Find Cheap Flights from Oakland to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to Boston departing on 7/29. 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, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Boston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Boston, 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 Oakland to Boston, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$265
Typical prices: $316-$676
Southwest
Wed 8/19Tue 8/25
OAK - BOS • 1 stop
Cheapest one-way
$149
Typical prices: $158-$326
Delta
Wed 7/29
OAK - BOS • 1 stop
Top airlines
Cheapest • from $265 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
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Nonstop flights
Not available
There are currently no direct flights between Oakland and Boston. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $426 (round-trip)
Shortest trip • 7h 32m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Oakland to Boston (OAK-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to Boston 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 Oakland to Boston

Wed, Aug 19 - Tue, Aug 25
Southwest Logo
12:45 pm - 12:25 am
OAK
-
BOS
8h 40m
1 stop
Southwest Logo
9:05 am - 4:35 pm
BOS
-
OAK
10h 30m
1 stop
$265Southwest
Tue, Aug 25 - Tue, Sep 1
Southwest Logo
11:55 pm - 9:55 am
OAK
-
BOS
7h 00m
1 stop
Southwest Logo
3:20 pm - 11:05 pm
BOS
-
OAK
10h 45m
1 stop
$281Southwest
Wed, Aug 12 - Wed, Aug 19
Southwest Logo
1:35 pm - 12:05 am
OAK
-
BOS
7h 30m
1 stop
Southwest Logo
9:25 am - 7:50 pm
BOS
-
OAK
13h 25m
1 stop
$286Southwest
Mon, Aug 10 - Tue, Aug 18
Southwest Logo
11:55 pm - 9:55 am
OAK
-
BOS
7h 00m
1 stop
Southwest Logo
9:05 am - 4:35 pm
BOS
-
OAK
10h 30m
1 stop
$296Southwest
Sat, Jul 18 - Tue, Jul 21
Delta Logo
5:30 pm - 6:05 am
OAK
-
BOS
9h 35m
1 stop
Delta Logo
6:05 am - 11:46 am
BOS
-
OAK
8h 41m
1 stop
$297Delta
Tue, Sep 1 - Tue, Sep 8
Southwest Logo
12:45 pm - 12:25 am
OAK
-
BOS
8h 40m
1 stop
Southwest Logo
9:05 am - 7:05 pm
BOS
-
OAK
13h 00m
1 stop
$301Southwest
Wed, Aug 5 - Wed, Aug 12
Southwest Logo
12:45 pm - 12:25 am
OAK
-
BOS
8h 40m
1 stop
Southwest Logo
5:25 am - 1:10 pm
BOS
-
OAK
10h 45m
2 stops
$302Southwest
Sat, Aug 15 - Wed, Aug 19
Delta Logo
5:00 pm - 10:41 am
OAK
-
BOS
14h 41m
2 stops
Delta Logo
2:22 pm - 11:56 pm
BOS
-
OAK
12h 34m
2 stops
$307Delta
Tue, Jul 14 - Tue, Jul 21
Delta Logo
5:05 pm - 6:05 am
OAK
-
BOS
10h 00m
1 stop
Delta Logo
6:05 am - 11:46 am
BOS
-
OAK
8h 41m
1 stop
$312Delta
Mon, Jul 20 - Wed, Jul 29
Southwest Logo
11:55 pm - 10:55 am
OAK
-
BOS
8h 00m
1 stop
Southwest Logo
4:25 pm - 10:40 pm
BOS
-
OAK
9h 15m
1 stop
$316Southwest
Booking Insights

KAYAK's insights & trends for Oakland to Boston flights

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

How much is a round-trip flight from Oakland, California to Boston?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Oakland, California to Boston departing in August.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oakland to Boston, 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 Oakland to Boston is March, where tickets cost $0 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $591 and $576 respectively.

Good to know

Low seasonSeptember
Cheapest flight$149
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Oakland to Boston

When to book flights from Oakland to Boston

Are your dates flexible? Find out the best times to travel from Oakland to Boston 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 Oakland to Boston

  • Where can I park my car long-term at OAK before my flight to BOS?

    The most convenient parking option is Premier Parking but is also the most expensive. If you'd like to save some money, there is a Long-Term Lot that is approximately 6 to 8min away from the terminals via walking. The most affordable option is the Economy Lot, which is not within walking distance. However, a free shuttle runs from the lot to the terminals every 15 to 20min or so.

  • Does OAK provide relief stations for service animals or pets?

    Yes. OAK offers passengers a relief station for approved service animals. This animal relief area is 10 square feet and features a mini fire hydrant, a sink, artificial turf, and cleaning tools. It can be located at Gate 25 of Terminal 2.

  • Does BOS have a USO?

    Yes. The USO at BOS is Landside, in Terminal C, on the lower level. This lounge proudly welcomes active-duty military personnel and their families. On the weekend, Saturday and Sunday, the USO is open from 8 am until 8 pm. On weekdays, Monday until Friday, the USO is open from 8 am until 9 pm. Some amenities include relaxing seating, a TV, a kitchen, internet access, and much more.

  • How can I fly from OAK to BOS?

    It is unlikely that you will be able to find a direct flight between OAK and BOS. However, Delta Airlines, Alaska Airlines, and Hawaiian Airlines are among the carriers that operate flights with one-stop between OAK and BOS. Layover cities include Los Angeles (LAX), Salt Lake City (SLC), Seattle (SEA), and Honolulu (HNL). Delta, Spirit Airlines, Alaska Airlines, and Frontier operate flights from OAK to BOS with two stops. Some of the layover cities include Los Angeles (LAX), St. Louis (STL), Atlanta (ATL), Las Vegas (LAS), Chicago (ORD), and Orlando (MCO).

  • What is the cheapest flight from Oakland to Boston?

    In the last 5 days, the lowest price for a flight from Oakland to Boston was $133 for a one-way ticket and $265 for a round-trip.

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

    No, a passport isn't needed to fly from Oakland to Boston. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Oakland to Boston?

    When flying out of Oakland you will be using Oakland. You will be landing at Boston, also known as Boston Logan Intl.

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

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

  • Which airline alliances offer flights from Oakland to Boston?

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

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

    The two airlines most popular with KAYAK users for flights from Oakland to Boston are Southwest and Alaska Airlines. With an average price for the route of $501 and an overall rating of 7.9, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $329 and an overall rating of 7.9.

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

    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 Oakland to Boston.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Oakland 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 Oakland to Boston?

    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 Boston with an airline and back to Oakland with another airline. Booking your flights between Oakland and BOS 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 Oakland to Boston?

    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 Boston from Oakland 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 Oakland to Boston

  • Oakland International Airport (OAK) is a focus city for Southwest Airlines and JSX and a hub for FedEx Express. Boston Logan International Airport (BOS) serves as a hub for Delta Airlines and a focus city for JetBlue.
  • OAK has installed Mamava lactation pods in both Terminals 1 and 2. These are 4x8 freestanding units that are clean and private. Each lactation suite has comfortable seating, a shelf area, an electrical outlet for a breast pump, a mirror, a coat hook, an exhaust fan, and a motion-activated light.
  • Any passenger, regardless of their airline or what class their ticket is, can pay a fee to enter the refined Escape Lounge at OAK. If you pay the entrance fee online, you'll most likely get a discount, or you can pay at the door. This lounge offers a posh relaxation area where you can decompress, get something to drink or eat, or get some work done.
  • If you are a traveler with limited mobility who will need someone to meet you when you arrive at BOS, you'll be happy to know that caregivers can apply at BOS for a guest pass that will get them beyond the security checkpoint and order to assist people struggling with travel difficulties.
  • To get to BOS from downtown Boston, passengers can take advantage of the MBTA, or “the T,” and its public transit options. Travelers can also take the Blue Line subway or the Silver Line rapid transit buses.

Reviews of the top 4 airlines serving from Oakland to Boston

 
See real verified KAYAK customer reviews for airlines flying from Oakland to Boston. 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 Oakland to Boston? 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.
7.9
Alaska AirlinesOverall score based on 12541 reviews
7.1Food
8.5Crew
8.1Boarding
7.0Entertainment
7.8Comfort
Airline reviews

Subject: Formal Complaint – Incompetent Service and Denied Boarding on Flight 1409 (CLSVJM – Dear Alaska Airlines Customer Relations, I am writing to file a formal complaint regarding my experience on Flight 1409 departing from Seattle on 6/13/26. As a physician and business owner who frequently coordinates group travel, this was one of the worst airline experiences I have encountered. Upon arrival, I was informed that my check-in boarding pass was not official, despite successfully obtaining it electronically through your website/app with no warnings or indications of issues. My electronic boarding pass was rejected, leading to cancellation/denial of boarding. The gate agent (an older woman) was unhelpful, claimed my name had been announced multiple times (which it had not—she did not even know my name correctly), and mistakenly boarded my traveling companion under my name. Additionally, an older blonde staff member nearly failed to return my passport, highlighting a clear lack of training on your check-in and boarding systems. This chaos forced me onto a later flight while my group waited in Canada, unable to check into our Airbnb or pick up rental cars (as I was the primary booker). The entire incident caused significant business disruption, stress, and additional expenses. I have flown Alaska Airlines previously but will not consider it again without resolution. I request: • Full reimbursement of any additional costs incurred. • Appropriate compensation (vouchers/miles) for the inconvenience and poor service. • Confirmation of corrective actions for Please respond within 7-10 business days. Sincerely, Dr. Chunwen Teng

2.0 MediocreJane, Jun 2026
SMF - SEA
Read more Alaska Airlines reviews

Subject: Formal Complaint – Incompetent Service and Denied Boarding on Flight 1409 (CLSVJM – Dear Alaska Airlines Customer Relations, I am writing to file a formal complaint regarding my experience on Flight 1409 departing from Seattle on 6/13/26. As a physician and business owner who frequently coordinates group travel, this was one of the worst airline experiences I have encountered. Upon arrival, I was informed that my check-in boarding pass was not official, despite successfully obtaining it electronically through your website/app with no warnings or indications of issues. My electronic boarding pass was rejected, leading to cancellation/denial of boarding. The gate agent (an older woman) was unhelpful, claimed my name had been announced multiple times (which it had not—she did not even know my name correctly), and mistakenly boarded my traveling companion under my name. Additionally, an older blonde staff member nearly failed to return my passport, highlighting a clear lack of training on your check-in and boarding systems. This chaos forced me onto a later flight while my group waited in Canada, unable to check into our Airbnb or pick up rental cars (as I was the primary booker). The entire incident caused significant business disruption, stress, and additional expenses. I have flown Alaska Airlines previously but will not consider it again without resolution. I request: • Full reimbursement of any additional costs incurred. • Appropriate compensation (vouchers/miles) for the inconvenience and poor service. • Confirmation of corrective actions for Please respond within 7-10 business days. Sincerely, Dr. Chunwen Teng

Never had so many staff members be rude and disrespectful. I had a staff member sarcastically call me “girly” after making me wait 20 minutes to be seen by her. I was able to print my luggage tag and she told me I was too late to check luggage I said the system obviously disagrees. And you had me wait way too long while you asked every single passenger ahead of me about their Disney vacations. She wasted so much time to then say “girly your bag won’t make it on the plane” I’m not her girly I’m a full grown adult. She needs to learn a hell of a lot of respect

My flight was several times rescheduled and then finally canceled.

The flight itself was great. But we had to wait over an hour to deplane so I missed my train. Not the crews fault. They were wonderful!

Flying into PAE was so easy because it’s baggage claim is quick and accesible. I had a car rental and the counter is inside the baggage claim area, very convenient.

It was a very short flight so there really wasn’t any entertainment my. The little pretzels were good though and the cabin crew was awesome.

The first flight was fine, great crew, but the plane was delayed 45 minutes to go to Seattle because of they were missing a ramp. That would make sense if the plane was actually at the gate. Not if we’re still waiting for a plane. After we landed we waited 30-45 minutes on the tarmac just to get off the plane. Alaska made me miss my connecting flight, wasting my time, and my money. I should honestly be reimbursed, but hey, when does the airline ever actually take accountability? Never.

Over all it was great. My original flight was canceled but they quickly rebooked me. I was frustrated because I had to cancel my entire plans for the day but all considered, not bad. The crew tried to keep us calm while we sat in the plane for was felt was an hour or so but they could use a bit of a script. The seats were comfortable and I would give it another try.

Flight delayed Didn’t send second leg of trip itemerary First class was fair, but not great.

Short trip, was nice to have a drink on the short flight still.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Was fine, delayed and feels like southwest is always late

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

Boarding was easy. The seats are small and fairly uncomfortable

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Flight delayed four separate times. I’m now one hour hours late to landing.

If you cant travel Delta One, Comfort Class is the next best thing!

Checkin was good, fllight ws good. Onlly complaint is lack of foot on 6 hour flight from Seattle to Boston. Snacks were flimsy - chips and cookies. could have offered something more substantial for such a long flight. I know you can buy food in airport but for the price you pay for a ticket, they should step up for the passengers.

Arrived early, comfortable seats (Comfort+). Mediocre food, poor wifi (intermittent).

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

The tray table was broken and the food was terrible.

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

There was a screen but no earphones that could use the older input so I could listen to anything.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

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

Information on your arrival and departure airports