An undrafted player, Brandon Bollig signed with the Chicago Blackhawks organization in 2010 after playing college hockey for St. Lawrence University. He made his NHL debut in 2012. Bollig was a crucial part of the Hawks 2013 Championship team.
Chicago recalled Bollig late in the 2011�12 NHL season to serve as a replacement for enforcer John Scott, who was traded to the New York Rangers. Bollig made his NHL debut on February 29, 2012, against the Toronto Maple Leafs; he also recorded his first fight, against Luke Schenn. He appeared in 18 regular season games with the Blackhawks. He was held pointless, but recorded 58 PIMS. In the 2012 Stanley Cup Playoffs, Bollig appeared in four games in the team's first round match-up against the Phoenix Coyotes and scored his first NHL goal on April 14, a game-tying marker against goaltender Mike Smith in the second game of the series. Bollig appeared in only five post-season games, but was a member of the team when it defeated the Boston Bruins to claim the 2013 Stanley Cup championship. He was the first native of the St. Louis region to win the Cup. Bollig announced his retirement from his 8-year professional career on January 16, 2018.