OAK - BOS

$133 Find Cheap Flights from Oakland to Boston - Compare and Save

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Everything you should know

Cheapest round-trip
$301
Typical prices: $389-$562
Southwest
Fri 1/12Mon 1/22
OAK - BOS • 1 stop
Cheapest one-way
$133
Typical prices: $213-$376
Southwest
Fri 1/5
OAK - BOS • 1 stop
Nonstop flights
There are currently no direct flights between Oakland and Boston. You'll need to take a connecting flight to reach the destination.
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When to travel
Cheapest • 13% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $452 (round-trip)
Shortest trip • 8h 09m (one-way)
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Insights
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Flight Deals

Cheap Flights from Oakland to Boston (OAK-BOS)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Oakland to Boston

Tue, Jan 12 - Fri, Jan 22
Southwest Logo
1:50 pm - 11:45 pmOAK  Oakland-BOS Boston Logan Intl
6h 55m1 stop Denver Intl
Southwest Logo
4:55 pm - 10:45 pmBOS  Boston Logan Intl-OAK Oakland
8h 50m1 stop Chicago Midway
$301Southwest
Tue, Jan 12 - Fri, Jan 22
Southwest Logo
1:50 pm - 11:45 pmOAK  Oakland-BOS Boston Logan Intl
6h 55m1 stop Denver Intl
Southwest Logo
8:50 am - 5:05 pmBOS  Boston Logan Intl-OAK Oakland
11h 15m2 stops Baltimore/Washington San Diego
$307Southwest
Tue, Jan 12 - Fri, Jan 22
Southwest Logo
7:00 pm - 8:05 amOAK  Oakland-BOS Boston Logan Intl
10h 05m2 stops Los Angeles Baltimore/Washington
Southwest Logo
5:40 am - 2:05 pmBOS  Boston Logan Intl-OAK Oakland
11h 25m2 stops Baltimore/Washington San Diego
$312Southwest
Wed, Nov 4 - Mon, Nov 9
Southwest Logo
11:50 pm - 11:10 amOAK  Oakland-BOS Boston Logan Intl
8h 20m1 stop Chicago Midway
Southwest Logo
4:20 pm - 12:40 amBOS  Boston Logan Intl-OAK Oakland
11h 20m1 stop Chicago Midway
$341Southwest
Wed, Nov 4 - Tue, Nov 10
Delta Logo
5:02 pm - 6:25 amOAK  Oakland-BOS Boston Logan Intl
10h 23m1 stop Salt Lake City
Delta Logo
11:00 am - 4:17 pmBOS  Boston Logan Intl-OAK Oakland
8h 17m1 stop Salt Lake City
$357Delta
Tue, Dec 8 - Mon, Dec 14
Delta Logo
12:34 pm - 12:13 amOAK  Oakland-BOS Boston Logan Intl
8h 39m1 stop Salt Lake City
Delta Logo
6:45 pm - 12:03 amBOS  Boston Logan Intl-OAK Oakland
8h 18m1 stop Salt Lake City
$357Delta
Thu, Dec 3 - Wed, Dec 9
Alaska Airlines Logo
10:36 am - 5:08 pmOAK  Oakland-BOS Boston Logan Intl
27h 32m1 stop San Diego
Alaska Airlines Logo
6:13 pm - 9:56 amBOS  Boston Logan Intl-OAK Oakland
18h 43m1 stop San Diego
$357Alaska Airlines
Tue, Jan 26 - Mon, Feb 8
Alaska Airlines Logo
8:04 am - 3:53 pmOAK  Oakland-BOS Boston Logan Intl
28h 49m1 stop Portland
Alaska Airlines Logo
4:56 pm - 9:17 amBOS  Boston Logan Intl-OAK Oakland
19h 21m1 stop Portland
$357Alaska Airlines
Wed, Jan 13 - Sat, Jan 30
Delta Logo
5:05 pm - 6:11 amOAK  Oakland-BOS Boston Logan Intl
10h 06m1 stop Salt Lake City
Delta Logo
6:00 am - 12:25 pmBOS  Boston Logan Intl-OAK Oakland
9h 25m1 stop Salt Lake City
$357Delta
Tue, Jan 26 - Mon, Feb 8
Alaska Airlines Logo
1:18 pm - 5:40 amOAK  Oakland-BOS Boston Logan Intl
13h 22m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
4:56 pm - 9:17 amBOS  Boston Logan Intl-OAK Oakland
19h 21m1 stop Portland
$357Alaska Airlines
Booking Insights

Price, demand and travel trends for Oakland to Boston flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Oakland to Boston?

Round-trip flights from Oakland to Boston typically range from $389 to $562. The lowest price found in the past 5 days was $301, on Southwest.

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

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Oakland to Boston. It’s 15% cheaper than the average day, while Sunday is the most expensive, with prices 32% higher.

Key details for Oakland to Boston flights

Low season

March

Cheapest flight

$133
Beat the crowds with an average 65% drop in travelers.
The most popular month to fly with an average 51% increase in travelers.
One-way 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

Your Oakland to Boston flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Oakland to Boston?

    Only Economy Class is available on flights from Oakland to Boston.

  • How long is a flight from Oakland to Boston?

    A nonstop flight from Oakland to Boston takes 00m, covering 2,685 miles.

  • Do I need a passport to fly from Oakland to Boston?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Oakland to Boston flight?

    Round-trip flights from Oakland to Boston range from $389 to $562, with an average of $457 over the past 12 months. Anything below $389 counts as a good deal.

  • How are flight prices from Oakland to Boston looking right now?

    One-way fares from Oakland to Boston are currently lower than usual. Average one-way flight prices are about $183, which is 41% below the typical average for this route.

  • What car rental options are available at Boston Logan Intl Airport (BOS)?

    Boston Logan Intl Airport (BOS) hosts 5 major car rental companies, with daily rates starting from around $23 for economy cars. Top options include:

    • Dollar
    • Hertz
    • Budget
    • Thrifty
    • Sixt

  • Which airports can I use when flying from Oakland to Boston?

    Flights from Oakland to Boston usually depart from Oakland (OAK) and arrive at Boston Logan Intl (BOS).

  • Which airports do connecting flights from Oakland to Boston pass through?

    One-stop flights from Oakland to Boston most commonly connect through:

    • Denver Intl (DEN) - 34% of one-stop connections
    • San Diego (SAN) - 34% of one-stop connections
    • Chicago Midway (MDW) - 14% of one-stop connections
    • Salt Lake City (SLC) - 9% of one-stop connections

  • Can I save money by using flexible dates for flights from Oakland to Boston?

    Yes. Flexible dates can save you up to 36% on flights from Oakland to Boston. Monday is the cheapest departure day at $389 round-trip on average, while Sunday is the most expensive at $604, a difference of $215.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Oakland to Boston?

    Flying via Denver Intl (DEN) gives the shortest average 1-stop total travel time at 8h 09m, compared with 8h 13m via Chicago Midway (MDW) and 8h 36m via Salt Lake City (SLC).

  • What is the time difference between Oakland and Boston?

    Boston is 3 hours ahead of Oakland (Eastern Time vs Pacific Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Boston?

    Some of the most popular sights in Boston are TD Garden, Fenway Park and Boston Common. These are among the most viewed places in Boston on KAYAK.

  • 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).

Your guide to booking Oakland to Boston flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Sunday. On this route, Monday flights average $389, about $215 less than Sunday fares (36% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Oakland to Boston trip for January. Fares historically average $396 round-trip in that month - typically $276 less than the most expensive month, which is November (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Boston Logan Intl Airport.

    • Hyatt Regency Boston Harbor
    • Hilton Garden Inn Boston Logan Airport
    • Hilton Boston Logan Airport
  • 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.

More options for your flight from Oakland to Boston

Complete your trip to Boston with a hotel stay or car rental