| Date of match | Type of match | Name of team | Name of team | Score | Attendance |
24 October 1885 | FA Cup 1st round | Gainsborough Trinity | Grantham | 4-1 | - |
21 November 1885 | FA Cup 2nd round | Gainsborough Trinity | Middlesbrough | 1-2 | - |
11 December 1886 | FA Cup 3rd round | Gainsborough Trinity | Lincoln City | 2-2 | - |
15 October 1887 | FA Cup 1st round | Gainsborough Trinity | Boston | 7-0 | - |
17 November 1888 | FA Cup 3rd qualifying round | Gainsborough Trinity | Boston | 5-3 | - |
25 November 1889 | FA Cup 3rd qualifying round replay | Gainsborough Trinity | Jardines | 4-1 | - |
4 October 1890 | FA Cup 1st qualifying round | Gainsborough Trinity | Lincoln City | 1-3 | - |
3 October 1891 | FA Cup 1st qualifying round | Gainsborough Trinity | Grantham | 3-0 | - |
24 October 1891 | FA Cup 2nd qualifying round | Gainsborough Trinity | Grantham Rovers | 4-0 | - |
14 November 1891 | FA Cup 3rd qualifying round | Gainsborough Trinity | Rotherham Town | 4-1 | - |
15 October 1892 | FA Cup 1st qualifying round | Gainsborough Trinity | Chesterfield | 4-2 | - |
24 October 1892 | FA Cup 1st qualifying round replay | Gainsborough Trinity | Chesterfield | 4-2 | - |
29 October 1892 | FA Cup 2nd qualifying round | Gainsborough Trinity | Belper Town | 13-0 | - |
1893-94 season | FA Cup 3rd qualifying round | Gainsborough Trinity | Worksop Town | 3-2 | - |
1894-95 season | FA Cup 1st qualifying round | Gainsborough Trinity | Rotherham Town | 5-1 | - |
1895-96 season | FA Cup 3rd qualifying round | Gainsborough Trinity | Rotherham Town | 0-2 | - |
