| 2021 Chicago Cubs |
NL Central |
00-00 | David Ross | ||
| 2020 Chicago Cubs |
NL Central |
93-69 | Joe Maddon | ||
| 2019 Chicago Cubs |
NL Central |
93-69 | Joe Maddon | ||
| 1915 Chicago Cubs |
NL East |
87-67 | 1st NL Pennant | Roger Bresnahan | |
| 1914 Chicago Cubs |
NL East |
75-81 | 5th | Hank O'Day | |
| 1913 Chicago Cubs |
NL East |
90-66 | 2nd | Johnny Evers | |
| 1912 Chicago Cubs |
NL East |
88-61 | 1st NL Pennant | Frank Chance | |
| 1911Chicago Cubs |
NL East |
91-61 | 1st World Champions | Frank Chance | |
| 1910 Chicago Cubs |
NL East |
98-59 | 1st NL | Frank Chance |
|
| 1909 Chicago Cubs |
NL East |
81-74 | 3rd | Frank Chance |
|
| 1908 Chicago Cubs |
NL East |
81-77 | 5th | Frank Chance |
|
| 1907 Chicago Cubs |
NL East |
75-78 | 6th | Frank Chance |
|
| 1906 Chicago Cubs |
NL East |
72-78 | 6th | Frank Chance | |
| 1905 Chicago Cub s |
NL East |
74-83 | 6th | Frank Selee |
Frank Chance |
| 1904 Chicago Cubs |
NL East |
78-80 | 4th | Frank Selee |
1903 Chicago Cubs |
NL East |
90-49 | 1st NL | Frank Selee |
| 1902 Chicago Orphans |
NL East |
79-60 | 1st NL | Frank Selee |
1901 Chicago Orphans |
NL East |
48-91 | 8th | Tom Loftus |
