| D2 | 1910-1911 | 11/03/1911 | Gainsborough Trinity | 1-0 | Bolton Wanderers | | | Unknown | Loss |
| D2 | 1910-1911 | 05/11/1910 | Bolton Wanderers | 3-0 | Gainsborough Trinity | Hilton, Smith J 2 | | Unknown | Win |
| D2 | 1908-1909 | 09/01/1909 | Gainsborough Trinity | 2-1 | Bolton Wanderers | Greenhalgh S | | Unknown | Loss |
| D2 | 1908-1909 | 12/09/1908 | Bolton Wanderers | 4-0 | Gainsborough Trinity | Baverstock H, McClarence 2, White | | Unknown | Win |
| D2 | 1904-1905 | 12/04/1905 | Gainsborough Trinity | 0-4 | Bolton Wanderers | Shepherd 2, White, Marsh S | | Unknown | Win |
| D2 | 1904-1905 | 05/11/1904 | Bolton Wanderers | 5-1 | Gainsborough Trinity | White 2, Marsh S 2, Greenhalgh S | | Unknown | Win |
| D2 | 1903-1904 | 13/02/1904 | Gainsborough Trinity | 3-1 | Bolton Wanderers | Taylor R | | Unknown | Loss |
| D2 | 1903-1904 | 17/10/1903 | Bolton Wanderers | 5-0 | Gainsborough Trinity | Marsh S 3, Wright J 2 | | Unknown | Win |
| D2 | 1899-1900 | 21/04/1900 | Bolton Wanderers | 3-0 | Gainsborough Trinity | Chorlton 2, Bell L | | 4,327 | Win |
| D2 | 1899-1900 | 16/12/1899 | Gainsborough Trinity | 1-1 | Bolton Wanderers | Barlow | | Unknown | Draw |