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Chelsea matches where Gary Megson was opposition manager/coach
| Date | Venue | Opponent | Score | Comp |
| 18/09/1996 | Bloomfield Road | Blackpool | 4-1 | Coca Cola Cup |
| 25/09/1996 | Stamford Bridge | Blackpool | 1-3 | Coca Cola Cup |
| 26/10/2002 | Stamford Bridge | West Bromwich Albion | 2-0 | Premier League |
| 16/03/2003 | The Hawthorns | West Bromwich Albion | 2-0 | Premier League |
| 11/05/2008 | Stamford Bridge | Bolton Wanderers | 1-1 | Premier League |
| 06/12/2008 | Reebok Stadium | Bolton Wanderers | 2-0 | Premier League |
| 11/04/2009 | Stamford Bridge | Bolton Wanderers | 4-3 | Premier League |
| 28/10/2009 | Stamford Bridge | Bolton Wanderers | 4-0 | Carling Cup |
| 31/10/2009 | Reebok Stadium | Bolton Wanderers | 4-0 | Premier League |