OAK - BOS

$127 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

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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Flights 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, Sep 24 - Sat, Sep 27
Southwest Logo
12:30 pm - 11:10 pmOAK-BOS
7h 40m1 stop
Southwest Logo
5:50 am - 1:40 pmBOS-OAK
10h 50m2 stops
$262Southwest
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Tue, Aug 19 - Wed, Aug 20
Southwest Logo
9:45 am - 11:10 pmOAK-BOS
10h 25m2 stops
Southwest Logo
7:05 am - 3:30 pmBOS-OAK
11h 25m2 stops
$267Southwest
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Wed, Sep 3 - Sat, Sep 13
Alaska Airlines Logo
11:01 am - 12:27 amOAK-BOS
10h 26m1 stop
Alaska Airlines Logo
7:20 am - 1:36 pmBOS-OAK
9h 16m1 stop
$277Alaska Airlines
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Tue, Aug 12 - Mon, Aug 18
Alaska Airlines Logo
7:13 pm - 6:00 amOAK-BOS
7h 47m1 stop
Alaska Airlines Logo
6:00 am - 8:48 amBOS-OAK
29h 48m1 stop
$280Alaska Airlines
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Thu, Aug 21 - Sun, Aug 24
 Logo
6:00 am - 9:49 amOAK-BOS
24h 49m2 stops
 Logo
3:25 pm - 7:18 amBOS-OAK
18h 53m2 stops
Thu, Aug 21 - Sun, Aug 24
 Logo
8:13 am - 9:49 amOAK-BOS
22h 36m2 stops
 Logo
3:25 pm - 7:18 amBOS-OAK
18h 53m2 stops
Sat, Sep 6 - Tue, Sep 16
Delta Logo
12:35 pm - 11:58 pmOAK-BOS
8h 23m1 stop
Delta Logo
6:10 am - 11:56 amBOS-OAK
8h 46m1 stop
$297Delta
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Tue, Jul 29 - Tue, Aug 5
Spirit Airlines Logo
9:23 am - 8:37 amOAK-BOS
20h 14m2 stops
Spirit Airlines Logo
6:00 am - 8:28 amBOS-OAK
29h 28m2 stops
$301Spirit Airlines
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Tue, Aug 19 - Tue, Aug 26
Delta Logo
12:35 pm - 11:58 pmOAK-BOS
8h 23m1 stop
Delta Logo
6:05 am - 4:16 pmBOS-OAK
13h 11m2 stops
$302Delta
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Tue, Jul 29 - Tue, Aug 5
Spirit Airlines Logo
9:23 am - 8:37 amOAK-BOS
20h 14m2 stops
Spirit Airlines Logo
6:15 am - 11:33 pmBOS-OAK
20h 18m3 stops
$306Spirit Airlines
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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 August, where tickets cost $319 (return) on average. On the other hand, the most expensive months are April and May, where the average cost of round-trip tickets is $481 and $457 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 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low seasonJanuary
High seasonOctober
Cheapest flight$127
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 5% 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 $127 for a one-way ticket and $262 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 $436 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 $484 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.

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 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 10000 reviews
7.1Food
7.8Comfort
8.1Boarding
8.5Crew
7.1Entertainment
Airline reviews

fine. only problem,,,, for some,,,,was that many people started trying to exit from the back of the plane,, . lots of irate people. there should be a flight attendant mid plane..to be sure that doesn't happen. The crew up front had no idea what was happening. One big guy started it..then a bunch of others followed his lead. could have gotten ugly... One man stepped in and questioned those rule breakers.. nothing bad happened,,,but......

8.0 ExcellentLiz, Jul 2025SFO - SEA
Read more Alaska Airlines reviews

fine. only problem,,,, for some,,,,was that many people started trying to exit from the back of the plane,, . lots of irate people. there should be a flight attendant mid plane..to be sure that doesn't happen. The crew up front had no idea what was happening. One big guy started it..then a bunch of others followed his lead. could have gotten ugly... One man stepped in and questioned those rule breakers.. nothing bad happened,,,but......

The setting on the loudspeaker was painful and the crew member who did the talking spoke very quickly and repetitively, with extra little jokes that were distracting and mostly unfunny. I doubt that the main messages penetrated the noise.

Condor's like any other of the western airlines I've flown. It was okay, nothing to write home about, no major complaints. The crew who served us was fine. I don't think business class is a particularly good value, because the airplane I was on wasn't new, this may explain why the bathrooms were, frankly, not particularly clean, certainly not up to business class standards.

I like the new adjustable headrest. Unfortunately 2 crying children were in front of us. But it was the first time and not holding Alaska accountable for that. Alaska always seems to have everything in order professional but comfortable.

Eddie, our flight attendant in the back was excellent. He was very kind and concerned for our happiness and comfort before and during our flight. He made the experience great. We had to deplane due to a ground delay and he made sure we had snacks and water to keep us comfortable while we waited. Overall, it was a great experience!

Flight was delayed which caused us to have to change our connecting flight. Grilled cheese sandwich was served very hot.

Big delay of over 7 hours on next leg of trip with Alaska. Would have been nice to have food or something

We were late so that was what was worst part

Very bad, terrible food and late by 2 hours. Then no to open aircraft doors

The Alaska app and website were not fully operational. I had to spend about 15 minutes at the counter doing things that should have been completed online. The agent was very nice and helpful, however.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

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.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

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

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

737-800 in first class was pretty dumpy. Seat had an uncomfortable angle, storage under the seat was blocked so even my very modest backpack didn't fit, power outlet was flaky. Weird tiny seat pockets that couldn't hold a gallon ziploc bag, emesis bag missing, etc. etc. No in-flight service due to turbulence. Crew was excellent, boarding was smooth despite a full flight.

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.

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

The check in and boarding process was a bit of a cluster. Two people at the counter to check in, three random lines that nobody knew which was for what, and people kept getting shuffled from one line to another for no apparent reason because then they’d get shuffled back and end up getting out further back in the line than they were originally. I only had to hand my already checked bag over and it took 45 minutes. I was never assigned a seat so when I tried to board I was pulled out of line again while someone had to try to manually assign me a seat. During the flight I got up to go to the bathroom, and there was an attendant in the aisle offering pillows etc and it was a 30 min wait unbuckled standing by the bathrooms because she said I couldn’t go past her. First and last time flying jet blue to be honest.

Communication since no reason or explanation was given for 3 hrs delay

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

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

I have never flown Spirit it was much better than anticipated!

Staff was very friendly. They attended to people nicely and reprimanded, in a professional way, to those who wouldn’t listen. AC wasn’t working on the flight waiting to depart in Burbank, so it was uncomfortable for a while since the flight was delayed but then better before take off.

Good on that leg. When I arrived in Detroit I had to wait over an hour for luggage.

First off, i received an e-mail to allow me to check in for our flight. I folllowed the link, when it came to the seat selection, I was unable to select any "free" seats ( meaning without any additional charge) because everything was " unavailable". My Husband and I were ttavelling with our 3 children hence, i wanted to be assured that we were all seated next to each other. I tried 3 times and everytime I click the selection it said " error loading". What the system wants is for me to buy the seats ( anywhere from $25 to $50 dollars each passenger) like I did on our flight bound to L.A. I called customer service and the guy was unhelpful all he kept repeating was to come really early at the airport and we will be assigned seats there. Imagine my anxiety!!! Spirit says they are a budget airline but they are actually the opposite!! And just before our flight, the flight attendant KEPT announcing/ selling the seats that were not purchased for a cheaper price!! Like it was a bidding/ bargaining game! This was our first and last time to fly Spirit.

The crew was very nice. I would like to see them offer basic refreshments just like a soda and pretzels, etc. for free.

Need screens for tv/movies. Seats are more cramped than any other airlines. Seats are hard. They don’t recline. And in flight time should not be used for sales pitches.

Good experience except for the drunk woman who was with a child. Sad

Boarding east and ontime. Seat spacing was tight, and seats don’t recline.

Too many time late and postponed No electrical power for my electric devices

The flight, the pilot, the flight crew, and the ground personnel were all great, despite the sudden and lengthy FAA Ground Stop in Boston, which SPIRIT obviously had nothing to do with and no control over.

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