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Chelsea matches where Carlo Ancelotti was opposition manager/coach
| Date | Venue | Opponent | Score | Comp |
| 08/03/2020 | Stamford Bridge | Everton | 4-0 | Premier League |
| 12/12/2020 | Goodison Park | Everton | 0-1 | Premier League |
| 08/03/2021 | Stamford Bridge | Everton | 2-0 | Premier League |
| 06/04/2022 | Stamford Bridge | Real Madrid | 1-3 | UEFA Champions League |
| 12/04/2022 | Santiago Bernabeu Stadium | Real Madrid | 3-2 | UEFA Champions League |
| 12/04/2023 | Santiago Bernabeu Stadium | Real Madrid | 0-2 | UEFA Champions League |
| 18/04/2023 | Stamford Bridge | Real Madrid | 0-2 | UEFA Champions League |