When was the last time the Cubs won the World Series
The Chicago Cubs last won the World Series in 2016.  They defeated the Cleveland Indians, now referred to as the Cleveland Guardians, in 7 games.  It was a memorable World Series for Chicago considering the Cubs did not play in a World Series for 71 years.  The 7th game was very close as the Cubs blew a 3 run lead in the 8th, leading to extra innings.  Ultimately winning the series in 10 with the last out being a ground ball to a smiling Kris Bryant who threw to Anthony Rizzo for the last out.