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Chelsea matches where John Sillett was opposition manager/coach
| Date | Venue | Opponent | Score | Comp |
| 06/11/1976 | Edgar Street | Hereford United | 2-2 | Football League Division 2 |
| 01/01/1977 | Stamford Bridge | Hereford United | 5-1 | Football League Division 2 |
| 17/10/1987 | Stamford Bridge | Coventry City | 1-0 | Football League Division 1 |
| 05/03/1988 | Highfield Road | Coventry City | 3-3 | Football League Division 1 |
| 23/09/1989 | Stamford Bridge | Coventry City | 1-0 | Football League Division 1 |
| 03/02/1990 | Highfield Road | Coventry City | 2-3 | Football League Division 1 |