OAK - BOS

$122 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 5/12. 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.
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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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Cheap Flight Deals 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.

Recent round-trip flight deals from Oakland to Boston

KAYAK's recommended round-trip deals from the most popular airlines that fly from Oakland to Boston.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Alaska Airlines Logo
6:52 pm - 6:10 amOAK-BOS
8h 18m1 stop
Alaska Airlines Logo
7:30 am - 1:36 pmBOS-OAK
9h 06m1 stop
$257Alaska Airlines
Find Deal
Tue, May 20 - Wed, May 28
Spirit Airlines Logo
11:51 am - 4:24 pmOAK-BOS
25h 33m2 stops
Spirit Airlines Logo
10:04 am - 10:25 pmBOS-OAK
15h 21m2 stops
$265Spirit Airlines
Find Deal
Wed, May 7 - Mon, May 12
Spirit Airlines Logo
5:45 am - 10:56 pmOAK-BOS
38h 11m2 stops
Spirit Airlines Logo
5:42 pm - 10:25 pmBOS-OAK
31h 43m2 stops
$268Spirit Airlines
Find Deal
Tue, Jun 3 - Fri, Jun 6
 Logo
11:51 am - 9:49 amOAK-BOS
18h 58m2 stops
 Logo
5:45 am - 10:56 amBOS-OAK
32h 11m2 stops
Thu, May 29 - Tue, Jun 3
 Logo
6:52 pm - 6:10 amOAK-BOS
8h 18m1 stop
 Logo
10:04 am - 10:25 pmBOS-OAK
15h 21m2 stops
Wed, Jun 4 - Wed, Jun 11
Hawaiian Airlines Logo
12:45 pm - 11:59 pmOAK-BOS
8h 14m1 stop
Hawaiian Airlines Logo
7:00 am - 3:48 pmBOS-OAK
11h 48m1 stop
$292Hawaiian Airlines
Find Deal
Wed, Apr 30 - Tue, May 6
Delta Logo
12:39 pm - 11:58 pmOAK-BOS
8h 19m1 stop
Delta Logo
6:47 pm - 11:49 pmBOS-OAK
8h 02m1 stop
$297Delta
Find Deal
Sat, May 17 - Thu, May 29
Delta Logo
4:55 pm - 6:25 amOAK-BOS
10h 30m1 stop
Delta Logo
5:05 pm - 11:49 pmBOS-OAK
9h 44m2 stops
$302Delta
Find Deal
Sat, May 17 - Thu, May 29
Southwest Logo
5:15 am - 3:20 pmOAK-BOS
7h 05m1 stop
Southwest Logo
7:30 am - 6:20 pmBOS-OAK
13h 50m2 stops
$318Southwest
Find Deal
Fri, Sep 12 - Mon, Sep 15
Southwest Logo
5:05 am - 7:40 pmOAK-BOS
11h 35m1 stop
Southwest Logo
4:40 pm - 11:20 pmBOS-OAK
9h 40m1 stop
$403Southwest
Find Deal
Fri, Jun 13 - Tue, Jun 24

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.
Find cheap flights to Boston
Find cheap flights to Boston

Planning a trip from Oakland to Boston? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

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

The average price of all round-trip flights from Oakland to Boston clicked on KAYAK for each day over the last 12 months.
For Oakland to Boston, Saturday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Boston back to Oakland, the best deals are generally found on Thursday, with Sunday being the most expensive.

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 June, where tickets cost $308 (return) on average. On the other hand, the most expensive months are April and March, where the average cost of round-trip tickets is $487 and $437 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.
To get a below average price on the flight from Oakland to Boston, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low season

January

High season

October

Cheapest flight

$122
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 1% 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 3 days, the lowest price for a flight from Oakland to Boston was $122 for a one-way ticket and $257 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 SkyTeam being the most commonly used for this route.

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

    The two airlines most popular with KAYAK users for flights from Oakland to Boston are Delta and Southwest. With an average price for the route of $477 and an overall rating of 8.0, Delta is the most popular choice. Southwest is also a great choice for the route, with an average price of $483 and an overall rating of 8.0.

  • 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.

See more FAQs

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.
See more tips

Top 5 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.
8.0
Alaska AirlinesOverall score based on 9876 reviews
8.5Crew
8.2Boarding
7.1Entertainment
7.1Food
7.9Comfort
Airline reviews

First time flying with any airline that has decent seating. Great experience crew was friendly and the pilot was as well.

10.0 ExcellentAnonymous, Apr 2025ONT - SEA
Read more Alaska Airlines reviews

First time flying with any airline that has decent seating. Great experience crew was friendly and the pilot was as well.

The flight was delayed by 3 hours and 30 minutes without any explanation.

the flight was delayed twice and then delayed from taking off.

Amazing. They work with my disabilities with such kindness, attention, wnd diligence. They make it easy for those of us who need a little more extra care.

A little delay but nice flight, nice team. Thank you.

They lock the bathrooms too soon before landing! My bladder was bursting for over an hour. Then the plane had to sit on the taxiway for 1 hour. People started rushing to the bathroom. Creating a dangerous situation.

No food, just a snack on a Seattle to Boston flight? VERY chintzy.

Even though we checked in, checked bags, and went through security, I was told at the gate that I hadn’t checked in. I was pulled aside and had to verify my identity yet again. Otherwise, the flight was fine.

I’m New to Alaska Airlines. I was not able to connect to WiFi on either leg of my flights to/from Santa Rosa. Otherwise, it was an enjoyable ride.

flight was late resulting in us missing our prepaid hotel shuttle

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

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

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

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.

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 hell hole of an airport. It is the new LaGuardia. Everything Cobbled together. Security gates closed. Terri directional signage

Delta is a cut above the others in customer service.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

I think they can provide the better food/snack option for the 4 hours flight. Drinks are fine.

It was terrible, if they ran flights on time it would make a big difference.

Delta seems to be improving in many areas, except they are super bad with the food available. Bring back normal food service on long flights.

The food was good. I ate gnocchi with marinara sauce and cheese, salted caramel tiramisu. And later in the trip cheese calzone. I watched 3 movies. The selection is really good. Have new and old movies. The flight attendances were nice and cordially. Overall the 6 hours trip was really pleasant ☺️. Planning the next trip.

I actually received a notification from kayak on email but not one by text from Delta when my departure gait changed and I almost missed my flight

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was too hot in the cabin. The AC did not help.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Love the mosaic program, being able to move to an extra space seat for free is awesome

Smooth boarding and friendly crew. Unfortunately as soon as we boarded the unit that provides air circulation failed. The pilot informed us and requested maintenance technicians to check it out. The plane became uncomfortably warm without any fresh air coming in. Plus the repair delayed our departure. I am glad the maintenance crew were able to fix the problem. I also was without use of my tv monitor for the first 1/3rd of the trip.

I paid for the service of having the right to choose my seat and it was not like that, they put me where they wanted and I explained to one of the staff that they were before boarding and they were very rude. I am traveling with the family and they put us in separate seats.

Little snafu at boarding. Staff communicated with gate poorly. Flight attendant was rude making disembark early. This was an older mint class. Needs an overhaul for sure. Food was good. The male flight attendant was really nice.

It was fast but uncomfortable seats. Had to pay a bit extra not sure why? Maybe in selection of all my 4 tix together ? Just knew I had a balance before getting boarding pass online when departing from satx ? And flight was delayed..

Last minute 2-3 hr delay in flight schedule; no explanation Unexpected extra $52 charge What's the benefit of choosing a cheap airline if you trick people last minute and force them to pay extra last minute? Did not appreciate being cornered.

We had a 5 hour delay, which resulted in my arriving at my final destination at 2 am instead of 9 pm

Seats are uncomfortable and too close together. Also, you missed my connection in Vegas on the way back and I ended up sleeping in the airport, flying back to Burbank instead of LAX and I got home 12 hours late.

Surprising everything went well. Nice attendants and fast getting on and off the plane. Overall, was happy with the experience.

Non-professional acting crew, Very uncomfortable seats…!! Very bad pricing with all the add-ons for seat choice, luggage fees, etc….soon you’ll charge extra for oxygen. The ticket price means Nothing because in the end, the actual amount i paid, i could have and will in the future continue to fly on a real airline…

The flight took an extra 30 min to take off because we were waiting for crew to board then it took another 30 min to get off the plane because there was no parking. Just overall ridiculous also please add a head rest my neck was gonna snap off thanks.

With this price, I shouldn't complain on anything. I understand I have to pay for every services they provide. The plane could smell a little better. Advise them to use frebeeze to freshen up the interior a little bit.

Terrible. 1st and last flight on Spirit. Check in process was a nightmare. Despite arriving 1.6 hours before flight we had to be pulled from the ridiculously long line to “self check” our bags which took 10 min and required assistance. Seats are very uncomfortable , don’t move, no pockets, no entertainment, no wifi Basically like taking a time capsule back to the 70s. No thank you.

They kept delaying us and not providing any information which cost us hundreds of dollars . We had an event to get to and missed our even that we had paid for along with lots of wasted time and money booking nee flights.

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