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Chelsea matches where Francesco Guidolin was opposition manager/coach
| Date | Venue | Opponent | Score | Comp |
| 02/04/1998 | Romeo Menti, Vicenza | Vicenza | 0-1 | European Cup Winners Cup |
| 16/04/1998 | Stamford Bridge | Vicenza | 3-1 | European Cup Winners Cup |
| 09/04/2016 | Liberty Stadium | Swansea City | 0-1 | Premier League |
| 11/09/2016 | Liberty Stadium | Swansea City | 2-2 | Premier League |