| Years at Chelsea | Years at Milan | Player | % Correct |
|---|---|---|---|
| 2019-2023 | 2023-present | Christian Pulišić | 82%
|
| 2016-2021 | 2021 (loan),2021-present | Fikayo Tomori | 82%
|
| 2014-2023 | 2023-present | Ruben Loftus-Cheek | 70%
|
| 2006-2009 | 1999-2006,2008-2009 (loan) | Andriy Shevchenko | 64%
|
| 2016-2021 | 2024-2025 (loan) | Tammy Abraham | 56%
|
| 2018-2021 | 2021-2024 | Olivier Giroud | 55%
|
| 2023 (loan),2024-2025 | 2025 (loan) | Joao Felix | 53%
|
| 2011-2015 | 2014-2015 (loan),2015-2016 | Fernando Torres | 52%
|
| 1995-1998 | 1987-1993,1994 | Ruud Gullit | 52%
|
| 2017-2020 | 2024-present | Alvaro Morata | 50%
|
| 2005-2014 | 2014-2015 | Michael Essien | 50%
|
| 2020-2024 | 2009-2012 | Thiago Silva | 50%
|
| 2003-2008 | 2004-2005 (loan) | Hernan Crespo | 48%
|
| 2023-2025 | 2025-present | Christopher Nkunku | 41%
|
| 1998-2004 | 1993-1998 | Marcel Desailly | 39%
|
| 2019 (loan) | 2018-2019 (loan) | Gonzalo Higuain | 35%
|
| 2016 (loan) | 2007-2012 | Alexandre Pato | 34%
|
| 2017-2023 | 2018-2019 (loan),2021-2023 (loan) | Tiemoue Bakayoko | 32%
|
| 2000 (loan) | 1995-2000 | George Weah | 30%
|
| 1999-2000 (loan),2000-2009 | 1992-1995 | Carlo Cudicini | 25%
|
| 2004-2012 | 2014-2016 | Alex | 24%
|
| 2013-2021 | 2014-2015 (loan) | Marco van Ginkel | 23%
|
| 2000-2001 (loan) | 1993-1996 | Christian Panucci | 22%
|
| 2009-2011 | 2017-2018 (loan),2018-2020 | Fabio Borini | 12%
|
| 1957-1961 | 1961 | Jimmy Greaves | 12%
|
| 2015-2017 | 2020 (loan) | Asmir Begović | 11%
|
| 1973-1979 | 1984-1987 | Ray Wilkins | 11%
|
| 2000-2004 | 1997 | Winston Bogarde | 8%
|
| 1998 | 1993-1994 (loan) | Brian Laudrup | 5%
|
| 1999-2002 | 2002-2006 | Sam Dalla Bona | 5%
|