OAK - BOS

$140 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 9/23. 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
$268
Typical prices: $594-$408
Alaska Airlines
Tue 5/19Tue 5/26
OAK - BOS • 1 stop
Cheapest one-way
$117
Typical prices: $168-$338
Southwest
Wed 9/23
OAK - BOS • 1 stop
Top airlines
Cheapest • from $268 (round-trip)
Best reviews • 8.0 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 $461 (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
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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, May 19 - Tue, May 26
Alaska Airlines Logo
2:58 pm - 5:44 am
OAK
-
BOS
11h 46m
1 stop
Alaska Airlines Logo
6:40 pm - 2:14 pm
BOS
-
OAK
22h 34m
1 stop
$268Alaska Airlines
Tue, May 26 - Sat, Jun 6
Alaska Airlines Logo
8:15 pm - 5:44 am
OAK
-
BOS
30h 29m
1 stop
Alaska Airlines Logo
8:05 am - 11:50 pm
BOS
-
OAK
18h 45m
1 stop
$277Alaska Airlines
Tue, May 19 - Sat, May 23
Alaska Airlines Logo
2:58 pm - 5:44 am
OAK
-
BOS
11h 46m
1 stop
Alaska Airlines Logo
6:40 pm - 9:45 am
BOS
-
OAK
18h 05m
1 stop
$283Alaska Airlines
Mon, May 18 - Wed, May 27
Alaska Airlines Logo
8:13 pm - 5:44 am
OAK
-
BOS
30h 31m
1 stop
Alaska Airlines Logo
8:05 am - 2:14 pm
BOS
-
OAK
9h 09m
1 stop
$286Alaska Airlines
Wed, Aug 12 - Mon, Aug 17
Southwest Logo
4:35 pm - 6:00 am
OAK
-
BOS
10h 25m
1 stop
Southwest Logo
8:40 am - 3:00 pm
BOS
-
OAK
9h 20m
1 stop
$288Southwest
Sat, May 16 - Wed, May 27
Alaska Airlines Logo
6:02 am - 5:44 am
OAK
-
BOS
20h 42m
1 stop
Alaska Airlines Logo
8:05 am - 2:14 pm
BOS
-
OAK
9h 09m
1 stop
$289Alaska Airlines
Thu, May 28 - Mon, Jun 1
Alaska Airlines Logo
6:02 am - 5:44 am
OAK
-
BOS
20h 42m
1 stop
Alaska Airlines Logo
8:05 am - 9:45 am
BOS
-
OAK
28h 40m
1 stop
$292Alaska Airlines
Fri, May 29 - Tue, Jun 9
Alaska Airlines Logo
6:02 am - 5:44 am
OAK
-
BOS
20h 42m
1 stop
Alaska Airlines Logo
6:40 pm - 9:57 am
BOS
-
OAK
18h 17m
1 stop
$293Alaska Airlines
Thu, May 28 - Tue, Jun 2
Alaska Airlines Logo
10:29 am - 5:44 am
OAK
-
BOS
16h 15m
1 stop
Alaska Airlines Logo
8:05 am - 11:50 pm
BOS
-
OAK
18h 45m
1 stop
$295Alaska Airlines
Tue, May 19 - Fri, May 29
Alaska Airlines Logo
6:02 am - 5:44 am
OAK
-
BOS
20h 42m
1 stop
Alaska Airlines Logo
6:40 pm - 2:14 pm
BOS
-
OAK
22h 34m
1 stop
$296Alaska 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 May.

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 $508 respectively.

Good to know

Low seasonSeptember
Cheapest flight$117
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 20% 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 $117 for a one-way ticket and $268 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 $466 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 $419 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.
8.0
SouthwestOverall score based on 4315 reviews
8.0Comfort
8.1Boarding
7.5Entertainment
8.6Crew
7.0Food
Airline reviews

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

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

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

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

They treat me well because of my one world status. Crew is attentive and professional. One of the best airlines out there.

This was my first time flying first class. I was really disappointed with the food option and lack of entertainment. I wasn’t given an option of what to eat. The breakfast was less than desirable. It was a bowl of some type of granola cereal, dried fruit, almond butter and 3 biscuits that we pretty much tasteless. There was so much fiber in that meal I was afraid I would poop myself in the flight. There was absolutely ZERO entertainment available. No tv screen to watch a movie or listen to music. No charging port for my phone. I recently flew Delta Airlines Comfort class and I had a tv screen with numerous options of music to listen to and movies to watch. Also I had a charging port for my phone. I expected more quality from first class. Please understand I am not some prima donna that feels entitled. But the price I paid for first class wasn’t worth what I experienced.

Pretty smooth ride!… a little tight in the back and would’ve loved to had a movie screen… couldn’t beat the price to the West Coast!

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.

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?

I was denied a plastic fork to eat my food and was told plastic forks are for paying customers who buy Jet Blue’s food. So I had to make a utensil out of a cup so nourish my body. Like a refugee. Because decency is dead.

For the price point it was very good. Definitely leave on the earlier flights as it can become terribly crowded later in the day

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

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

Information on your arrival and departure airports