Reagan's music department includes ensembles like String Orchestra, Beginning Band, Intermediate Band, Advanced Band, Lower and Upperclassmen Jazz band, Marching band, Competition Drum Line, Treble Choir, Men's Choir, Concert Choir and Chamber Choir. The Reagan Chamber Choir recently went to State in the WSMA competition and performed for the superintendent of the Milwaukee Public Schools. The Marching band performs every year in the Milwaukee Holiday Parade. There are performances by the bands and choirs throughout the year after school in the auditorium.