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Lowest round trip fares by airline from Pensacola and Boston

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

Cheap flights from Pensacola to Boston

Cheap flights from Pensacola 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 Pensacola to Boston by signing up for exclusive email deals.

Hotels in Boston

See all 1,235 Properties in Boston

Estimated price for 1 night/2 adults

Boston Park Plaza

Boston Park Plaza

50 Park Plaza at Arlington Street, Boston, MA
    4.0 out of 5.0
     
     
    3.9 out of 5 (22 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$144

    Jul 21 - Jul 22

    Boston Park Plaza$144
    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$233

      Jul 20 - Jul 21

      Boston Omni Parker House Hotel$233
      Sheraton Boston, a Marriott Hotel

      Sheraton Boston, a Marriott Hotel

      39 Dalton St, Boston, MA
        4.0 out of 5.0
         
         
        4.3 out of 5 (31 reviews)

        Located in Back Bay, this spa hotel is within a 5-minute walk of The Shops at Prudential Center, Hynes Convention Center, and Newbury Street. Prudential Tower ...

        Sheraton Boston, a Marriott Hotel$179

        Jul 20 - Jul 21

        Sheraton Boston, a Marriott Hotel$179
        The Revolution Hotel

        The Revolution Hotel

        40 Berkeley Street, Boston, MA
          3.5 out of 5.0
           
           

          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 ...

          The Revolution Hotel$140

          Aug 14 - Aug 15

          The Revolution Hotel$140
          The Colonnade Hotel Back Bay

          The Colonnade Hotel Back Bay

          120 Huntington Avenue, Boston, MA
            4.0 out of 5.0
             
             
            4.1 out of 5 (7 reviews)

            Located in Back Bay, this romantic hotel is within a 5-minute walk of The Shops at Prudential Center and Copley Place. Boston Symphony Hall and Prudential Tower ...

            The Colonnade Hotel Back Bay$229

            Aug 4 - Aug 5

            The Colonnade Hotel Back Bay$229
            Seaport Hotel Boston

            Seaport Hotel Boston

            1 Seaport Lane, Boston, MA
              4.0 out of 5.0
               
               
              4.5 out of 5 (30 reviews)

              Located in Seaport District, this romantic hotel is within a 5-minute walk of World Trade Center and Institute of Contemporary Art. Boston Convention and Exhibition ...

              Seaport Hotel Boston$242

              Jul 26 - Jul 27

              Seaport Hotel Boston$242
              Hyatt Regency Boston

              Hyatt Regency Boston

              One Avenue De Lafayette, Boston, MA
                4.0 out of 5.0
                 
                 
                4.4 out of 5 (28 reviews)

                Located in Downtown Boston, this hotel is steps from Boston Opera House and Downtown Crossing. The Freedom Trail and Orpheum Theater are also within 10 minutes. ...

                Hyatt Regency Boston$237

                Aug 4 - Aug 5

                Hyatt Regency Boston$237
                Copley Square Hotel

                Copley Square Hotel

                47 Huntington Ave, Boston, MA
                  4.0 out of 5.0
                   
                   
                  4.4 out of 5 (8 reviews)

                  Located in Back Bay, this romantic hotel is steps from Copley Place and Boston Public Library. Copley Square and Newbury Street are also within 5 minutes. Copley ...

                  Copley Square Hotel$237

                  Aug 4 - Aug 5

                  Copley Square Hotel$237
                  The Godfrey Hotel Boston

                  The Godfrey Hotel Boston

                  505 Washington Street, Boston, MA
                    4.0 out of 5.0
                     
                     
                    4.6 out of 5 (8 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$239

                    Jul 21 - Jul 22

                    The Godfrey Hotel Boston$239
                    Hilton Boston Logan Airport

                    Hilton Boston Logan Airport

                    One Hotel Drive, Boston, MA
                      4.0 out of 5.0
                       
                       
                      4.7 out of 5 (13 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$202

                      Jul 21 - Jul 22

                      Hilton Boston Logan Airport$202
                      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.