OAK - BOS

$91 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 3/18. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$243
Overall average: $431
Alaska Airlines
Tue 2/24Wed 2/25
OAK - BOS • 1 stop
Cheapest one-way
$91
Typical prices: $159-$275
Southwest
Wed 3/18
OAK - BOS • 1 stop
Video guide: How to find cheap flights to Boston
Watch video
Watch video
Watch video
Watch video
Top airlines
Alaska Airlines
Cheapest • from $243 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
6 weeks
in advance
Our data shows that travelers who book at least 6 weeks in advance save around 35% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 20% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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, Feb 24 - Wed, Feb 25
Alaska Airlines Logo
5:31 pm - 6:54 am
OAK
-
BOS
10h 23m1 stop
Alaska Airlines Logo
9:02 am - 4:37 pm
BOS
-
OAK
10h 35m1 stop
$243Alaska Airlines
Wed, Apr 29 - Tue, May 12
Southwest Logo
7:45 pm - 8:05 am
OAK
-
BOS
9h 20m2 stops
Southwest Logo
5:35 am - 1:05 pm
BOS
-
OAK
10h 30m2 stops
$248Southwest
Wed, Jan 21 - Wed, Jan 28
Alaska Airlines Logo
10:30 am - 3:20 pm
OAK
-
BOS
25h 50m1 stop
Alaska Airlines Logo
5:20 pm - 9:46 am
BOS
-
OAK
19h 26m1 stop
$249Alaska Airlines
Tue, Feb 24 - Wed, Feb 25
Alaska Airlines Logo
5:31 pm - 6:54 am
OAK
-
BOS
10h 23m1 stop
Alaska Airlines Logo
9:02 am - 4:37 pm
BOS
-
OAK
10h 35m1 stop
$251Alaska Airlines
Sat, Feb 28 - Mon, Mar 9
Southwest Logo
6:10 am - 5:05 pm
OAK
-
BOS
7h 55m1 stop
Southwest Logo
6:25 pm - 12:10 am
BOS
-
OAK
8h 45m1 stop
$275Southwest
Mon, Feb 23 - Wed, Feb 25
Alaska Airlines Logo
6:15 am - 4:36 pm
OAK
-
BOS
31h 21m1 stop
Alaska Airlines Logo
7:00 am - 4:37 pm
BOS
-
OAK
12h 37m1 stop
$280Alaska Airlines
Wed, Jan 21 - Wed, Jan 28
Alaska Airlines Logo
8:10 am - 11:54 pm
OAK
-
BOS
12h 44m1 stop
Alaska Airlines Logo
4:20 pm - 8:40 pm
BOS
-
OAK
31h 20m2 stops
$281Alaska Airlines
Wed, Apr 29 - Tue, May 12
Southwest Logo
11:55 pm - 12:40 pm
OAK
-
BOS
9h 45m1 stop
Southwest Logo
5:35 am - 1:05 pm
BOS
-
OAK
10h 30m2 stops
$282Southwest
Fri, Feb 27 - Thu, Mar 5
Alaska Airlines Logo
5:31 pm - 6:54 am
OAK
-
BOS
10h 23m1 stop
Alaska Airlines Logo
4:36 pm - 9:24 am
BOS
-
OAK
19h 48m1 stop
$287Alaska Airlines
Sat, Feb 28 - Mon, Mar 9
Southwest Logo
6:10 am - 5:05 pm
OAK
-
BOS
7h 55m1 stop
Southwest Logo
3:10 pm - 10:20 pm
BOS
-
OAK
10h 10m2 stops
$292Southwest
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.

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 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 September, where tickets cost $336 (return) on average. On the other hand, the most expensive months are December and April, where the average cost of round-trip tickets is $591 and $465 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 6 weeks before departure, which saves you about 35% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$91
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 8% 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 $91 for a one-way ticket and $243 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 $475 and an overall rating of 8.0, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $457 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 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
Alaska AirlinesOverall score based on 11661 reviews
8.1Boarding
8.5Crew
7.1Food
7.8Comfort
7.0Entertainment
Airline reviews

My Alaska Airlines return flight, although worked out in the end, didn't start off well. The initial plane that my family and I boarded was grounded because of a mishap that happened to one of the engines and everyone on board had to disembark the plane. Thankfully we were accommodated with a another plane but our initial flight was supposed to have departed at 11 pm San Diego time for Orlando but instead we ended up leaving at 1:40 am San Diego time. All Passengers were informed that part of the delay was that the plane had to be inspected by the captain, the food had to be stocked and the individuals responsible for fueling the plane left for the evening and had to be summoned to return to fill up our. The Alaska Airlines crew at the airport and on the plane were awesome and apologetic. I know that the crew wasn't responsible for the mishap of the engine but I think in the future the airline should offer a complimentary drink or (1) item of food other than pretzels, nuts or chips to all passengers since we're not to blame for the extreme set backs. The airline in general is good and I recommend to all flyers.

6.0 GoodJames, Jan 2026
SAN - MCO
Read more Alaska Airlines reviews

My Alaska Airlines return flight, although worked out in the end, didn't start off well. The initial plane that my family and I boarded was grounded because of a mishap that happened to one of the engines and everyone on board had to disembark the plane. Thankfully we were accommodated with a another plane but our initial flight was supposed to have departed at 11 pm San Diego time for Orlando but instead we ended up leaving at 1:40 am San Diego time. All Passengers were informed that part of the delay was that the plane had to be inspected by the captain, the food had to be stocked and the individuals responsible for fueling the plane left for the evening and had to be summoned to return to fill up our. The Alaska Airlines crew at the airport and on the plane were awesome and apologetic. I know that the crew wasn't responsible for the mishap of the engine but I think in the future the airline should offer a complimentary drink or (1) item of food other than pretzels, nuts or chips to all passengers since we're not to blame for the extreme set backs. The airline in general is good and I recommend to all flyers.

Alaska is a great airline. Unfortunately, our flight was canceled in a really late hour and it caused a lot of hardship in my travel process.

Did not have In flight service on my round trip due to turbulence. I did not partake in In flight entertainment. Flight descending into LAX was very turbulent. It would have been nice if the pilot communicated with us during that rough descent into LAX to ease the minds of some of us more nervous flyers.

More comfortable than the flight to Los Angeles. But food was mediocre again. Attendants kind and courteous.

The snack pretzels have garlic. just use normal pretzels. Tomatoijuice instead of only bloody mary mix

Late leaving so threatened our connection in Vegas to Seattle. We did make up time and made our connection.

I behave had better flights this one was old and poor

They canceled my flight with only a couple hours before checking in at the airport and offered no alternatives to get home.

I had entered my TSA pre number when I bought the ticket but TSA pre was not on my boarding pass. I went to find an agent at check in and there was only one agent one duty for first class and a line of people waiting for check in/baggage with no agent manning that area.

I haven’t flown in over 20 years and had my grandkids, so I had lots of questions. They were very polite and helpful . Thank you.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

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.

The flight was delayed for about 2 hrs. Other than it, it was good.

Advertised fruit trays with cheese, but only snacks handed out!

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

This was our second flight using the Delta One class of service. Overall, it’s a good product but for me the POD configuration is a bit constrictive. I am an average size male at 5’ 10” height weighing 190 lbs so it’s not a size thing for me. I’d rather have extra wide seats without the POD walls to be honest.

we were delayed because of some safety check that wasn't done or available

Friendly crew. Poor food service maybe due to full flight. All in all, you get what you pay for.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

very difficult boarding process - aggressive passengers not the friendliest crew

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

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.

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.

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

Information on your arrival and departure airports