Roger C. Sullivan High School is located at 6631 North Bosworth Avenue.  It is named after Roger C. Sullivan, a prominent player in both Illinois and national politics during the late-nineteenth and early-twentieth centuries. Sullivan led Illinois' Democratic Party for many years, and he played a major role in the nomination of President Woodrow Wilson to the Party's ticket in 1912. Sullivan was also a prominent businessman, founding both the Ogden Gas Company and Sawyer Biscuit Company. 

The school first opened its doors to the public in 1926, presenting itself as a new breed of junior high school focusing on programs and special services designed to help students successfully transition between the grammar school and high school curricula.  Students living in the Sullivan district would attend Sullivan for their seventh grade, eighth grade, and freshmen years of schooling; whereafter, they would transfer to Senn High School to complete their sophomore, junior and senior years.  In 1933, the Depression forced the closure of all junior high schools in the district, including Sullivan.  Shortly after its closure, however, the district decided to re-open Sullivan as a senior high school, maintaining its name as Roger C. Sullivan High School.  Sullivan has been a senior high school since its conversion in 1933. 

Sullivan is proud of its history of academic excellence.  Currently, the school maintains both a Paideia Program and Medical Program, in addition to its general curriculum.  Both programs work to incorporate the student body into its purpose, rationale, and objectives.