| RETURN TO LEAGUE LISTING | |||||||||||
| Year | Division | Home | Away | Date | Win | Draw | Loss | Gills Gls | Away Gls | ||
| 1999/2000 | English Division 2 | Wycombe Wanderers | 1-0 | Gillingham | 28/03/2000 | 0 | 0 | 1 | 0 | 1 | |
| English Division 2 | Gillingham | 2-2 | Wycombe Wanderers | 28/08/1999 | 0 | 1 | 0 | 2 | 2 | ||
| 1998/1999 | English Division 2 | Wycombe Wanderers | 0-2 | Gillingham | 05/04/1999 | 1 | 0 | 0 | 2 | 0 | |
| English Division 2 | Gillingham | 3-0 | Wycombe Wanderers | 10/10/1998 | 1 | 0 | 0 | 3 | 0 | ||
| 1997/1998 | English Division 2 | Wycombe Wanderers | 1-0 | Gillingham | 28/02/1998 | 0 | 0 | 1 | 0 | 1 | |
| English Division 2 | Gillingham | 1-0 | Wycombe Wanderers | 11/10/1997 | 1 | 0 | 0 | 1 | 0 | ||
| 1996/1997 | English Division 2 | Gillingham | 1-0 | Wycombe Wanderers | 22/03/1997 | 1 | 0 | 0 | 1 | 0 | |
| English Division 2 | Wycombe Wanderers | 1-1 | Gillingham | 24/08/1996 | 0 | 1 | 0 | 1 | 1 | ||
| 1993/1994 | English Division 3 | Gillingham | 0-1 | Wycombe Wanderers | 26/02/1994 | 0 | 0 | 1 | 0 | 1 | |
| English Division 3 | Wycombe Wanderers | 1-1 | Gillingham | 04/09/1993 | 0 | 1 | 0 | 1 | 1 | ||
| Year | Competition | Home | Away | Date | Win | Draw | Loss | Gills Gls | Away Gls | ||
| 2005/2006 | Football League Trophy 2nd Rd South | Gillingham | 2-2 | Wycombe Wanderers | 22/11/2005 | aet, Wycombe won 3-1 on penalties | 0 | 1 | 0 | 2 | 2 |
| 1995/1996 | FA Cup 1st Rd Replay | Gillingham | 1-0 | Wycombe Wanderers | 21/11/1995 | 1 | 0 | 0 | 1 | 0 | |
| FA Cup 1st Rd | Wycombe Wanderers | 1-1 | Gillingham | 13/11/1995 | 0 | 1 | 0 | 1 | 1 | ||
| 1932/1933 | FA Cup 1st Rd Replay | Wycombe Wanderers | 2-4 | Gillingham | 30/11/1932 | 1 | 0 | 0 | 4 | 2 | |
| FA Cup 1st Rd | Gillingham | 1-1 | Wycombe Wanderers | 26/11/1932 | 0 | 1 | 0 | 1 | 1 | ||
| League | W | D | L | GF | GA | ||||||
| Home | 3 | 1 | 1 | 7 | 3 | ||||||
| Away | 1 | 2 | 2 | 4 | 4 | ||||||