| RETURN TO LEAGUE LISTING | |||||||||||
| now Isthmian Premier Division | |||||||||||
| Year | Division | Home | Away | Date | Win | Draw | Loss | Gills Gls | Away Gls | ||
| 1949/50 | Southern League | Gillingham | 2-2 | Chelmsford City | 0 | 1 | 0 | 2 | 2 | ||
| Southern League | Chelmsford City | 1-1 | Gillingham | 0 | 1 | 0 | 1 | 1 | |||
| 1948/49 | Southern League | Gillingham | 0-1 | Chelmsford City | 0 | 0 | 1 | 0 | 1 | ||
| Southern League | Chelmsford City | 3-3 | Gillingham | 0 | 1 | 0 | 3 | 3 | |||
| 1947/48 | Southern League | Gillingham | 0-1 | Chelmsford City | 0 | 0 | 1 | 0 | 1 | ||
| Southern League | Chelmsford City | 4-1 | Gillingham | 0 | 0 | 1 | 1 | 4 | |||
| 1946/47 | Southern League | Gillingham | 1-2 | Chelmsford City | 0 | 0 | 1 | 1 | 2 | ||
| Southern League | Chelmsford City | 0-0 | Gillingham | 0 | 1 | 0 | 0 | 0 | |||
| 1938/39 | Southern League | Gillingham | 2-1 | Chelmsford City | 1 | 0 | 0 | 2 | 1 | ||
| Southern League | Chelmsford City | 3-5 | Gillingham | 1 | 0 | 0 | 5 | 3 | |||
| Year | Competition | Home | Away | Date | Win | Draw | Loss | Gills Gls | Away Gls | ||
| 1986/87 | FA Cup 2nd Rd | Gillingham | 2-0 | Chelmsford City | 06/12/1986 | 1 | 0 | 0 | 2 | 0 | |
| 1983/84 | FA Cup 2nd Rd | Gillingham | 6-1 | Chelmsford City | 10/02/1983 | 1 | 0 | 0 | 6 | 1 | |