Bolingoli made his debut with Club Brugge on 26 July 2013 in the first game of the 2013–14 season against Sporting Charleroi replacing Maxime Lestienne in the 88th minute. Club Brugge won the game 2–0.

On 19 March 2015, he scored a brace against Beşiktaş J.K. in the UEFA Europa League round of 16, leading his team to qualify for the quarter-finals.

On 3 July 2019, Bolingoli signed a four-year deal with Celtic.