Titles as a player
| 1 x European Super Cup Winner | ||
|---|---|---|
| 1994 |  | AC Milan |
| 2 x English Champion | ||
| 2005 |  | Chelsea FC |
| 2006 | | Chelsea FC |
| 3 x English Cup Winner | ||
| 2000 | | Chelsea FC |
| 2007 | | Chelsea FC |
| 2009 | | Chelsea FC |
| 2 x English League Cup Winner | ||
| 2005 | | Chelsea FC |
| 2007 | | Chelsea FC |
| 3 x English Super Cup Winner | ||
| 2000 | | Chelsea FC |
| 2005 | | Chelsea FC |
| 2009 | | Chelsea FC |
| 1 x Italian Champion | ||
| 1993 | | AC Milan |
| 3 x Italian Super Cup Winner | ||
| 1992 | | AC Milan |
| 1993 | | AC Milan |
| 1994 | | AC Milan |
Titles as a coach
| 1 x Europa League Winner | ||
|---|---|---|
| 2019 | | Chelsea FC |
| 1 x English Champion | ||
| 2017 | | Chelsea FC |
| 1 x English Cup Winner | ||
| 2018 | | Chelsea FC |