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Chelsea matches where Dick Duckworth was opposition manager/coach
| Date | Venue | Opponent | Score | Comp |
| 25/01/1958 | Stamford Bridge | Darlington | 3-3 | F.A. Cup |
| 29/01/1958 | Feethams | Darlington | 1-4 | F.A. Cup |
| 22/08/1962 | Stamford Bridge | Scunthorpe United | 3-0 | Football League Division 2 |
| 28/08/1962 | Old Show Ground | Scunthorpe United | 0-3 | Football League Division 2 |