| RETURN TO LEAGUE LISTING | |||||||||||
| Year | Division | Home | Away | Date | Win | Draw | Loss | Gills Gls | Away Gls | ||
| Never Played | |||||||||||
| Year | Competition | Home | Away | Date | Win | Draw | Loss | Gills Gls | Away Gls | ||
| 2000/01 | FA Cup 4th Rd | Gillingham | 2-4 | Chelsea | 0 | 0 | 1 | 2 | 4 | ||
| 1999/00 | FA Cup 6th Rd | Chelsea | 5-0 | Gillingham | 0 | 0 | 1 | 0 | 5 | ||
| 1983/84 | League Cup 1st Rd 2nd Leg | Chelsea | 4-0 | Gillingham | 0 | 0 | 1 | 0 | 4 | ||
| League Cup 1st Rd 1st Leg | Gillingham | 1-2 | Chelsea | 0 | 0 | 1 | 1 | 2 | |||