| RETURN TO LEAGUE LISTING | |||||||||||
| Year | Division | Home | Away | Date | Win | Draw | Loss | Gills Gls | Away Gls | ||
| 2002/2003 | English Division 1 | Portsmouth | 1-0 | Gillingham | 22/02/2003 | 0 | 0 | 1 | 0 | 1 | |
| English Division 1 | Gillingham | 1-3 | Portsmouth | 07/09/2002 | 0 | 0 | 1 | 1 | 3 | ||
| 2001/2002 | English Division 1 | Gillingham | 2-0 | Portsmouth | 26/12/2001 | 1 | 0 | 0 | 2 | 0 | |
| English Division 1 | Portsmouth | 2-1 | Gillingham | 08/09/2001 | 0 | 0 | 1 | 1 | 2 | ||
| 2000/2001 | English Division 1 | Portsmouth | 0-0 | Gillingham | 01/01/2001 | 0 | 1 | 0 | 0 | 0 | |
| English Division 1 | Gillingham | 1-1 | Portsmouth | 25/08/2000 | 0 | 1 | 0 | 1 | 1 | ||
| 1982/1983 | English Division 3 (old) | Gillingham | 1-0 | Portsmouth | 19/03/1983 | 1 | 0 | 0 | 1 | 0 | |
| English Division 3 (old) | Portsmouth | 1-0 | Gillingham | 06/11/1982 | 0 | 0 | 1 | 0 | 1 | ||
| 1981/1982 | English Division 3 (old) | Portsmouth | 1-0 | Gillingham | 09/03/1982 | 0 | 0 | 1 | 0 | 1 | |
| English Division 3 (old) | Gillingham | 4-2 | Portsmouth | 20/10/1981 | 1 | 0 | 0 | 4 | 2 | ||
| 1980/1981 | English Division 3 (old) | Portsmouth | 0-0 | Gillingham | 11/04/1981 | 0 | 1 | 0 | 0 | 0 | |
| English Division 3 (old) | Gillingham | 0-1 | Portsmouth | 08/11/1980 | 0 | 0 | 1 | 0 | 1 | ||
| 1977/1978 | English Division 3 (old) | Portsmouth | 1-1 | Gillingham | 27/03/1978 | 0 | 1 | 0 | 1 | 1 | |
| English Division 3 (old) | Gillingham | 0-0 | Portsmouth | 26/12/1977 | 0 | 1 | 0 | 0 | 0 | ||
| 1976/1977 | English Division 3 (old) | Portsmouth | 3-2 | Gillingham | 26/02/1977 | 0 | 0 | 1 | 2 | 3 | |
| English Division 3 (old) | Gillingham | 2-1 | Portsmouth | 18/09/1976 | 1 | 0 | 0 | 2 | 1 | ||
| 1923/1924 | English Division 3 South | Gillingham | 0-2 | Portsmouth | 03/05/1924 | 0 | 0 | 1 | 0 | 2 | |
| English Division 3 South | Portsmouth | 3-0 | Gillingham | 26/04/1924 | 0 | 0 | 1 | 0 | 3 | ||
| 1922/1923 | English Division 3 South | Portsmouth | 6-1 | Gillingham | 27/01/1923 | 0 | 0 | 1 | 1 | 6 | |
| English Division 3 South | Gillingham | 4-2 | Portsmouth | 20/01/1923 | 1 | 0 | 0 | 4 | 2 | ||
| 1921/1922 | English Division 3 South | Portsmouth | 4-1 | Gillingham | 15/10/1921 | 0 | 0 | 1 | 1 | 4 | |
| English Division 3 South | Gillingham | 1-2 | Portsmouth | 08/10/1921 | 0 | 0 | 1 | 1 | 2 | ||
| 1920/1921 | English Division 3 (old) | Portsmouth | 2-2 | Gillingham | 27/11/1920 | 0 | 1 | 0 | 2 | 2 | |
| English Division 3 (old) | Gillingham | 1-1 | Portsmouth | 15/09/1920 | 0 | 1 | 0 | 1 | 1 | ||
| Year | Competition | Home | Away | Date | Win | Draw | Loss | Gills Gls | Away Gls | ||
| 2005/2006 | League Cup 2nd Rd | Gillingham | 3-2 | Portsmouth | 20/09/2005 | 1 | 0 | 0 | 3 | 2 | |
| 2004/2005 | FA Cup 3rd Rd | Portsmouth | 1-0 | Gillingham | 08/01/2005 | 0 | 0 | 1 | 0 | 1 | |
| 1991/1992 | League Cup 1st Rd 2nd Leg | Gillingham | 3-4 | Portsmouth | 27/08/1991 | 0 | 0 | 1 | 3 | 4 | |
| League Cup 1st Rd 1st Leg | Portsmouth | 2-1 | Gillingham | 20/08/1991 | 0 | 0 | 1 | 1 | 2 | ||
| 1985/1986 | League Cup 2nd Rd 2nd Leg | Portsmouth | 2-1 | Gillingham | 08/10/1985 | 0 | 0 | 1 | 1 | 2 | |
| League Cup 2nd Rd 1st Leg | Gillingham | 1-3 | Portsmouth | 24/09/1985 | 0 | 0 | 1 | 1 | 3 | ||
| League | W | D | L | GF | GA | ||||||
| Home | 5 | 3 | 4 | 17 | 15 | ||||||
| Away | 0 | 4 | 8 | 8 | 24 | ||||||