Ranking the 10 best Chicago Cubs teams by winning percentage

4. 1910 - 104-50 (.675)

After missing out on the pennant in 1909, the Cubs returned to the top of the heap in 1910. Mordecai Brown was still a dominant pitcher, going 25-14 with a 1.86 ERA. On offense, seven of the starting nine had an OPS+ over 110. The Cubs faced the Philadelphia Athletics in the World Series. Athletics pitcher Jack Coombs pitched back-to-back complete game victories, as the Cubs lost in five games in what would be the last pennant-winning season for player-manager Frank Chance.

3. 1909 - 104-49-2 (.680) 

The Cubs could have easily won four pennants in a row if not for the Pittsburgh Pirates winning 110 games. Star catcher Johnny Kling took a year off from baseball and his replacements put up a combined OPS+ of below 80. As was the story of many early 1900s Cubs teams, the starting pitching, led by Mordecai Brown, carried the team. Brown put up a 1.31 ERA over 342.2 innings, which was the second-lowest ERA of his career. To this day, the 1909 Cubs are tied with the 1942 for the best single-season record to miss the postseason.