Just a note about the last time the Cubs won a World Series. Seems a bit backhanded
The 1908 pennant races in both the AL and NL were among the most exciting ever witnessed. The conclusion of the National League season, in particular, involved a bizarre chain of events, often referred to as the Merkle Boner. On September 23, 1908, the New York Giants and Chicago Cubs played a game in the Polo Grounds.
Nineteen-year-old rookie first baseman Fred Merkle, later to become one of the best players at his position in the league, was on first base, with teammate Moose McCormick on third with two out and the game tied. Giants shortstop Al Bridwell socked a single, scoring McCormick and apparently winning the game. However, Merkle, instead of advancing to second base, ran toward the clubhouse to avoid the spectators mobbing the field, which at that time was a common, acceptable practice. The Cubs’ second baseman, Johnny Evers, noticed this.
In the confusion that followed, Evers claimed to have retrieved the ball and touched second base, forcing Merkle out and nullifying the run scored. The league ordered the game replayed at the end of the season, if necessary. It turned out that the Cubs and Giants ended the season tied for first place, so the game was indeed replayed, and the Cubs won the game, the pennant, and subsequently the World Series