Bourque joined the Penguins organization after playing two seasons in the Ontario Hockey League with the Kingston Canadians. He joined the Penguins' American Hockey League affiliate, the Baltimore Skipjacks for the 1982–83 season, and made his NHL debut with Pittsburgh in 1983–84, playing in five games. Bourque would not become a mainstay on the Penguins roster until the 1988–89 season, during which he played in all 80 of the team's games. He would be a member of the Penguins teams which won the Stanley Cup in the 1990–91 and 1991–92 seasons. Mike "Doc" Emrick would recount later that Bourque, after winning the 1991-1992 Stanley Cup, had put his name inside the Cup with the many jewelers who had worked on the cup in the past. He had worked on the cup in his garage using a screwdriver to repair a loose screw at the top of the trophy. He would leave the Penguins after the 1992 Cup victory, and play sparingly with the New York Rangers and Ottawa Senators. Just prior to the 1994–95 NHL lockout, Bourque was nearly killed when he took a 40-foot fall down a cliff near Arizona's Lake Powell. He suffered three broken vertebrae in his neck, a broken skull, a shattered sinus cavity, a broken cheekbone and a broken nose in the incident. Bourque left the NHL after the 1995–96 season. He played with the IHL's Chicago Wolves for one season, and then spent three seasons playing in Germany before retiring following the 1999–2000 season. Bourque currently works as the color commentator alongside Mike Lange for Penguins radio broadcasts. Bourque is lovingly known by Penguins faithful as the Ol' Two-Niner, his Penguins jersey number. Bourque's final segment of the Penguins pre-game broadcasts is known as "Two Minutes with the Ol' Two-Niner." in which Bourque interviews a player, coach, or personality relevant to the upcoming game. Bourque earned a spot in the hearts of many Penguins fans when he remarked at the victory celebration of Pittsburgh's first Stanley Cup title in 1991 by saying "What do you say we take this thing out on the river and party all summer"! He was referring to taking the Stanley Cup with him on any number of outdoor activities offered by Pittsburgh's three main rivers. In his NHL career, Bourque appeared in 477 games. He scored 88 goals and added 111 assists. He also appeared in 56 playoff games, scoring 13 goals and recording 12 assists. He also represented the United States at the 1994 Men's World Ice Hockey Championships. In October 2019, Bourque released his book "If These Walls Could Talk: Pittsburgh Penguins," where he shares his stories from both his playing and broadcasting careers with the Penguins organization.
