| RETURN TO LEAGUE LISTING | |||||||||||
| Members of Football League | 1988 - 1992 | now | Kent Premier | ||||||||
| Year | Division | Home | Away | Date | Win | Draw | Loss | Gills Gls | Away Gls | ||
| 1991/1992 | English Division 4 | Maidstone United | 1-1 | Gillingham | 21/03/1992 | 0 | 1 | 0 | 1 | 1 | |
| English Division 4 | Gillingham | 1-1 | Maidstone United | 09/11/1991 | 0 | 1 | 0 | 1 | 1 | ||
| 1990/1991 | English Division 4 | Maidstone United | 3-1 | Gillingham | 24/04/1991 | 0 | 0 | 1 | 1 | 3 | |
| English Division 4 | Gillingham | 0-2 | Maidstone United | 22/09/1990 | 0 | 0 | 1 | 0 | 2 | ||
| 1989/1990 | English Division 4 | Maidstone United | 0-1 | Gillingham | 16/04/1990 | 1 | 0 | 0 | 1 | 0 | |
| English Division 4 | Gillingham | 1-2 | Maidstone United | 26/12/1989 | 0 | 0 | 1 | 1 | 2 | ||
| Year | Competition | Home | Away | Date | Win | Draw | Loss | Gills Gls | Away Gls | ||
| 1991/1992 | AM Cup Southern Section | Gillingham | 4-2 | Maidstone United | 10/11/1991 | 1 | 0 | 0 | 4 | 2 | |
| 1990/1991 | AM Cup Southern Section | Gillingham | 4-1 | Maidstone United | 27/11/1990 | 1 | 0 | 0 | 4 | 1 | |
| 1980/1981 | FA Cup 2nd Rd 2nd Replay | Gillingham | 0-2 | Maidstone United | 22/12/1980 | 0 | 0 | 1 | 0 | 2 | |
| FA Cup 2nd Rd Replay | Maidstone United | 0-0 | Gillingham | 15/12/1980 | 0 | 1 | 0 | 0 | 0 | ||
| FA Cup 2nd Rd | Gillingham | 0-0 | Maidstone United | 13/12/1980 | 0 | 1 | 0 | 0 | 0 | ||
| 1920/1921 | FA Cup 4th Qualifying Rd | Gillingham | 1-0 | Maidstone United | 20/11/1920 | 1 | 0 | 0 | 1 | 0 | |
| 1902/1903 | FA Cup 4th Qualifying Rd | Maidstone United | 0-3 | Gillingham | 15/11/1902 | 1 | 0 | 0 | 3 | 0 | |