Fields was Molly Ringwald's understudy when she was 10 years old in "Through the Looking Glass". After touring the country in the national show, she joined the Broadway cast of Annie at age 11. Following her success on stage, she transitioned to on screen in television, commercials and modeling. Within one week of landing in Los Angeles, Fields, then age 13, was booked for the CBS pilot for CBS Summer Playhouse: Fort Figueroa (1988) and starred alongside Charles Haid.