Fleming joined Third Division club Brentford in July 1989. He deputised for the injuredRoger Stanislaus during the 1989–90 season and after the departure of Stanislaus in 1990, Fleming was expected to make the left back position his own in 1990–91. He failed to secure a place in the team and was replaced by loaneesStuart Cash and Jim Carstairs. Fleming rejected a monthly contract and departed at the end of the 1990–91 season, having made 45 appearances and scored one goal during his two years at Griffin Park.