The school sponsors several organizations related to studying or performing in the arts.
On October 31, 1907, the school's orchestra was founded. While more common today, Oak Park was one of the first schools to offer credit toward graduation based on student performance in the orchestra.
Among the school's music and song groups are a gospel choir, two jazz bands, a jazz combo, a marching band & color guard, and a pep band. The school also has three choirs during the school day: a Treble Choir, a Chorale, and an A Cappella Choir. The school also has three small audition-only student-run groups, which include 5–6 members each. These are Take 5 (boys only), Six Chicks (girls only), and No Strings (girls only). There are also medium-sized groups that are school-sponsored, a Madrigals group, and a show choir. It also has a concert band, symphonic band, wind symphony, wind ensemble, two concert orchestras, and a symphony orchestra.
The school supports a dance team in addition to a drill team and an orchesis group.
The school supports eleven stage productions each year, including four in the "Little Theatre," four in the black box "Studio 200" space, a summer and winter musical, and a one-act festival. In support of these, the school not only sponsors a stage crew group for students but a theatrical makeup group as well. Student performers who excel in their performance may be inducted into the school's chapter of the International Thespian Society. The Studio 200 group supports students interested in gaining experience in all aspects of theatrical production from acting and directing to publicity and the technical arts.
Among the plastic arts the school supports an overarching arts club in addition to a photography club and wheel throwing club which emphasizes pottery.
The School has a speech team that participates in the IHSA State series.
The school also has an annual literary and arts publication, The Crest, which has been active since 1893 and displays student-submitted art and poetry and is published and distributed to students toward the end of every school year. It is one of the oldest high school literary journals in the country.
The school has one of the country's oldest continuous high school television news programs, Newscene, founded in 1982. The television program won a Cable ACE in 1983 for innovative programming for Extra-Help an early live interactive program. Today the school's high-definition television studio hosts numerous productions, including the award-winning weekly newsmagazine show Newscene Live, airing throughout the metro area on Comcast Cable.