Reg Fleming was a hard-nosed player for six teams between 1959-60 and 1970-71. He was able to play defence and left-wing while providing grit and a bit of offense in his 749-game career. Although he wasn't the biggest player on the ice, his guile and combative will bettered many an adversary.
The Montreal native spent two years with the junior Canadiens before spending the 1955-56 season with the St. Michael's Majors. He then played two years in the Quebec Senior league with the Shawingan Cataracts and led the loop with 227 penalty minutes in 1957-58. He continued to toil in the minors over the next two years and earned a three-game look with the Montreal Canadiens in 1959-60.
In June 1960 he was part of an exchange of fringe players and prospects between the Habs and the Chicago Black Hawks. Fleming played 66 games as a rookie in 1960-61 and his physical presence played a role in the Hawks' Stanley Cup triumph that spring.
Fleming scored a critical goal in the sixth game of the final series win over the Detroit Red Wings and set up Bobby Hull when he hit the 50-goal mark for the first time the next season. He was a popular player in Chicago but was involved in a number of notorious incidents including a stick swinging duel with Montreal's Gilles Tremblay in 1961 and a spearing incident against Eddie Shack of Toronto in 1963.
Fleming was eventually traded along with Ab McDonald to the Boston Bruins for Doug Mohns. In 1964-65, he worked on a line with Bill Knibbs and Wayne Rivers and scored a personal-high 18 goals and 41 points. He played the first half of the next season in Beantown before he was sent to the New York Rangers from John "Pie Face" McKenzie. Fleming spent three and a half years with the Blueshirts and briefly skated with Jean Ratelle and Vic Hadfield when Rod Gilbert was injured in 1968. He later joined the Philadelphia Flyers and expansion Buffalo Sabres before his NHL tenure wound down.
After spending the 1971-72 season in the minors, Fleming signed with the WHA's Chicago Cougars. He scored 68 points and stirred up trouble in 1972-73 then had his playing time reduced to 45 games the next year as he battled injuries. The combative veteran played three more years of minor pro before retiring in 1977.