For more than two decades Higgins worked at some of Chicago's most prestigious jazz clubs, including the Brass Rail, Preview Lounge, Blue Note, Cloister Inn and Jazz, Ltd. His longest and most memorable tenure was at the long-gone London House, where he led his jazz trio from the late 1950s to the late 1960s, playing opposite jazz stars of this period, including Cannonball Adderley, Bill Evans, Erroll Garner, Stan Getz, Dizzy Gillespie, Wes Montgomery, Oscar Peterson and George Shearing, among others. Later, Higgins said the opportunities to play jazz music with Coleman Hawkins and Oscar Peterson were unforgettable moments. Higgins spent his time at the London House Restaurant with bassist Richard Evans and drummer Marshall Thompson. Higgins also worked for Chess Records as a producer.