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 5/23. 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
$297
Typical prices: $504-$373
Alaska Airlines
Tue 6/2Wed 6/10
OAK - BOS • 1 stop
Cheapest one-way
$149
Typical prices: $136-$198
Delta
Sat 5/23
OAK - BOS • 1 stop
Top airlines
Cheapest • from $297 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
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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
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Insights
Top layover airports
Cheapest • Avg $419 (round-trip)
Shortest trip • 7h 35m (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
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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

Tue, Jun 2 - Wed, Jun 10
Alaska Airlines Logo
10:29 am - 5:44 am
OAK
-
BOS
16h 15m
1 stop
Alaska Airlines Logo
4:33 pm - 10:41 pm
BOS
-
OAK
9h 08m
1 stop
$297Alaska Airlines
Sat, Jun 6 - Tue, Jun 9
Delta Logo
5:55 pm - 9:07 am
OAK
-
BOS
12h 12m
2 stops
Delta Logo
6:50 pm - 11:54 pm
BOS
-
OAK
8h 04m
1 stop
$302Delta
Wed, Aug 5 - Wed, Aug 26
Delta Logo
6:00 am - 10:01 pm
OAK
-
BOS
13h 01m
2 stops
Delta Logo
5:16 pm - 11:51 pm
BOS
-
OAK
9h 35m
2 stops
$307Delta
Wed, Aug 5 - Thu, Aug 27
Delta Logo
6:00 am - 10:01 pm
OAK
-
BOS
13h 01m
2 stops
Delta Logo
2:22 pm - 11:51 pm
BOS
-
OAK
12h 29m
2 stops
$317Delta
Wed, Jun 3 - Sat, Jun 6
Delta Logo
5:05 pm - 6:20 am
OAK
-
BOS
10h 15m
1 stop
Delta Logo
6:10 am - 11:48 am
BOS
-
OAK
8h 38m
1 stop
$322Delta
Mon, Aug 10 - Wed, Aug 19
Southwest Logo
6:30 pm - 6:00 am
OAK
-
BOS
8h 30m
1 stop
Southwest Logo
3:20 pm - 11:05 pm
BOS
-
OAK
10h 45m
1 stop
$327Southwest
Fri, May 29 - Wed, Jun 3
Alaska Airlines Logo
7:03 pm - 6:20 am
OAK
-
BOS
8h 17m
1 stop
Alaska Airlines Logo
8:05 am - 2:14 pm
BOS
-
OAK
9h 09m
1 stop
$332Alaska Airlines
Tue, Jun 9 - Tue, Jun 16
Alaska Airlines Logo
6:02 am - 5:44 am
OAK
-
BOS
20h 42m
1 stop
Alaska Airlines Logo
7:44 pm - 9:26 am
BOS
-
OAK
16h 42m
1 stop
$337Alaska Airlines
Sun, Aug 16 - Sun, Aug 23
Southwest Logo
3:55 pm - 6:00 am
OAK
-
BOS
11h 05m
1 stop
Southwest Logo
8:00 am - 6:35 pm
BOS
-
OAK
13h 35m
1 stop
$338Southwest
Sun, May 17 - Tue, Jul 21
Alaska Airlines Logo
6:02 am - 5:44 am
OAK
-
BOS
20h 42m
1 stop
Alaska Airlines Logo
4:33 pm - 10:41 pm
BOS
-
OAK
9h 08m
1 stop
$342Alaska Airlines
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 June.

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 May, where the average cost of round-trip tickets is $591 and $496 respectively.

Good to know

Low seasonSeptember
Cheapest flight$149
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 17% 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 $149 for a one-way ticket and $297 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 Delta?

    The two airlines most popular with KAYAK users for flights from Oakland to Boston are Southwest and Delta. With an average price for the route of $485 and an overall rating of 7.9, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $437 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 12324 reviews
7.8Comfort
7.0Entertainment
8.1Boarding
8.5Crew
7.1Food
Airline reviews

Alaska is by far the best airline to fly with 😍

10.0 ExcellentMauricio, May 2026
SAN - PDX
Read more Alaska Airlines reviews

Alaska is by far the best airline to fly with 😍

They were flexible and able to get me home a day earlier due to a family members illness. Flight was on time and great friendly crew.

Affirmed my disability by allowing me to board when most accessible. Very parable, helpful and friendly staff. Smooth flight overall! I always fly Alaska when possible! Thank you!

Agent could not provide me a boarding pass for the second leg of my flights - yet with a partner airline. Not understood.

I had to change my flight last minute due to a medical emergency. Their agent was compassionate and extremely helpful. This airlines really cares about making travel, for fun, work, or an emergency a customer-focused experience. Thank you!

More efficient with checking lines and boarding/checking bags when needed.

They were really helpful with every question and my kids had never been on a plane and the staff made them feel comfortable

The flight would have been very good , if not dor the constantly screaming baby in the row behind me. Is there a way to isolate people traveling with infants? This is not the first time this has happened to me.

No headphones provided. No gf food. Only 1 beverage cart run sAN to HNL. Rarely saw crew members

I was on flight #3022 departed from San Diego, California to Medford, Oregon. I had Denise & Damaris as my flight attendants. I didn’t have much interaction with Damaris, but I did with Denise who had, this calm, cool collective voice when she spoke about the emergency exit plans before takeoff. I travel often and I’ve never met a flight attendant that can put you at ease. I felt she respects and takes pride in her position and more airlines need to adopt the integrity and respect that she has for Alaska Airlines. Debbie

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

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

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!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

N Everything was perfect from boarding to assistance to baggage in Tampa

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I took seat 15A in anticipation of window seat, there is no window.

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

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

Jet Blue has excellent everything, Friendly customer service and staff, clean aircraft’s and is always on time.

Entertainment and wifi were very sub-par - audio issues and no wifi

They forced me to check my hand luggage at the gate.

Still hasn’t left. Why are you asking how it was?

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

Information on your arrival and departure airports