For the 1985–86 NHL season, Momesso made the Habs' roster out of training camp and meshed well on a line with Brian Skrudland and Mike McPhee, recording an impressive 8 goals and 15 points in his first 24 games to start his career. However, he suffered a knee injury in December 1985 against the Boston Bruins that shelved him for the rest of the season; it also cost him an opportunity to engrave his name on the Stanley Cup as Montreal went on to win that season. Montreal still include Momesso on the 1986 Montreal Canadiens team winning picture, and gave him a Stanley Cup ring.