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Lowest round trip fares by airline from Oakland and Boston

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Cheap flights from Oakland to Boston

Cheap flights from Oakland to Boston

Are you ready to book your flight, but feeling nervous about paying too much if prices drop in a few days? Don't play the waiting game. Our Best Price Guarantee means if you see a better fare for the same flight, we'll give you the difference in CheapCash, plus $50 more in CheapCash, which you can use to save on your hotel reservation.

If you have a frequent flier account, add it to your reservation to earn miles. And don't worry about getting stuck in a middle seat. Choose your seats when you book, so you'll be right where you want to be on departure day.

Save Even More Time and Money With a Boston Travel Package

Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your Boston vacation that you can't get when you book flights and hotel separately.

Relax in Boston With Confidence and Convenience

Going cheap doesn't mean giving up great service. Our agents are available 24/7 to help you find the right cheap flights and hotel, and to answer questions about your trip.

Need to grab a cheap travel deal while you're on the go? Download our mobile app, where you can search and book just like you would on your home computer. Stay in-the-know on great rates on flights from Oakland to Boston by signing up for exclusive email deals.

Hotels in Boston

See all 1,427 Properties in Boston
Boston Park Plaza

Boston Park Plaza

50 Park Plaza at Arlington Street, Boston, MA
    4.0 out of 5.0
     
     
    4.0 out of 5 (25 reviews)

    Located in Back Bay, this historic hotel is within a 10-minute walk of Newbury Street, Boston Public Garden, and Boston Common. Copley Place and Hynes Convention ...

    Boston Park Plaza$147

    Boston Park Plaza$147
    Encore Boston Harbor

    Encore Boston Harbor

    1 Broadway, Everett, MA
      5.0 out of 5.0
       
       
      1.0 out of 5 (1 reviews)

      Situated in Everett, this luxury hotel is within 2 mi (3 km) of The Freedom Trail, Bunker Hill Monument, and LEGOLAND® Discovery Center Boston. USS Constitution ...

      Encore Boston Harbor$227

      Encore Boston Harbor$227
      Boston Omni Parker House Hotel

      Boston Omni Parker House Hotel

      60 School St, Boston, MA
        4.0 out of 5.0
         
         
        3.6 out of 5 (7 reviews)

        Located in Downtown Boston, this historic hotel is within a 10-minute walk of Boston City Hall, Quincy Market, and Boston Common. New England Aquarium and Boston ...

        Boston Omni Parker House Hotel$199

        Boston Omni Parker House Hotel$199
        The Revolution Hotel

        The Revolution Hotel

        40 Berkeley Street, Boston, MA
          3.5 out of 5.0
           
           
          5.0 out of 5 (1 reviews)

          Located in South End, this hotel is within a 10-minute walk of John Hancock Tower, Hancock Conference Center, and Copley Square. Newbury Street and Charles Playhouse ...

          Hilton Boston Logan Airport

          Hilton Boston Logan Airport

          One Hotel Drive, Boston, MA
            4.0 out of 5.0
             
             
            4.6 out of 5 (15 reviews)

            Located in East Boston, this hotel is within 3 mi (5 km) of Boston Harbor, New England Aquarium, and Faneuil Hall Marketplace. Paul Revere House and The Freedom ...

            Hilton Boston Logan Airport$211

            Hilton Boston Logan Airport$211
            citizenM Boston North Station

            citizenM Boston North Station

            80-120 Causeway Street, Boston, MA
              4.0 out of 5.0
               
               
              4.5 out of 5 (2 reviews)

              Located in West End, this hotel is within a 5-minute walk of TD Garden and The Freedom Trail. Boston Harbor and Copp's Hill Burying Ground are also within 10 ...

              citizenM Boston North Station$169

              citizenM Boston North Station$169
              Lakeside Inn

              Lakeside Inn

              595 North Ave, Wakefield, MA
                2.0 out of 5.0
                 
                 
                3.2 out of 5 (29 reviews)

                Situated on a lake, this hotel is 3.1 mi (5 km) from Woburn Mall and within 12 mi (20 km) of Burlington Mall and Salem Witch Museum. Tufts University and LEGOLAND® ...

                Lakeside Inn$99

                Lakeside Inn$99
                The Bostonian Boston

                The Bostonian Boston

                26 North St, Boston, MA
                  4.0 out of 5.0
                   
                   
                  4.6 out of 5 (12 reviews)

                  Located in Downtown Boston, this romantic hotel is steps from Faneuil Hall Marketplace, The Freedom Trail, and Quincy Market. Boston Harbor and Boston City Hall ...

                  The Bostonian Boston$191

                  The Bostonian Boston$191
                  The Godfrey Hotel Boston

                  The Godfrey Hotel Boston

                  505 Washington Street, Boston, MA
                    4.0 out of 5.0
                     
                     
                    4.7 out of 5 (9 reviews)

                    Located in Downtown Boston, this boutique hotel is steps from Boston Opera House, The Freedom Trail, and Orpheum Theater. Boston Common and Downtown Crossing ...

                    The Godfrey Hotel Boston$161

                    The Godfrey Hotel Boston$161
                    Courtyard by Marriott Woburn/Boston North

                    Courtyard by Marriott Woburn/Boston North

                    700 Unicorn Park Dr, Woburn, MA
                      3.0 out of 5.0
                       
                       
                      3.9 out of 5 (13 reviews)

                      Situated in Woburn, this golf hotel is within 9 mi (15 km) of Woburn Mall, Tufts University, and LEGOLAND® Discovery Center Boston. Burlington Mall and Somerville ...

                      Courtyard by Marriott Woburn/Boston North$119

                      Courtyard by Marriott Woburn/Boston North$119
                      Map

                      *Savings based on all holiday package bookings with Flight + Hotel on CheapTickets.com from January through December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

                      *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.