| 2023 | 2013-14 | 2003-04 |
| 2022 | 2012-13 | 2002-03 |
| 2021 | 2011-12 | 2001-02 |
| 2019-20 | 2010-11 | 2000-01 |
| 2018-19 | 2009-10 | |
| 2017-18 | 2008-09 | |
| 2016-17 | 2007-08 | |
| 2016 | 2006-07 | |
| 2015 | 2005-06 | |
| 2014 | 2004-05 |
Chelsea 
| Widest victory Home8-0 against Wigan (09/05/2010) |
| Widest victory Away0-6 against Barnsley (24/08/1997) |
| Widest victory Global8-0 against Wigan (09/05/2010) |
| Widest defeat Home2-6 against Nottingham Forest (20/09/1986) |
| Widest defeat Away7-0 against Nottingham Forest (20/04/1991) |
| Widest defeat Global7-0 against Nottingham Forest (20/04/1991) |
| Widest victory Home6-0 against Maribor (21/10/2014) |
| Widest victory Away0-5 against Galatasaray (20/10/1999) |
| Widest victory Global6-0 against Maribor (21/10/2014) |
| Widest defeat Home0-3 against Bayern München (25/02/2020) |
| Widest defeat Away5-1 against Barcelona (18/04/2000) |
| Widest defeat Global5-1 against Barcelona (18/04/2000) |
| Widest victory Home4-0 against PAOK (29/11/2018) |
| Widest victory Away0-5 against Dynamo Kyiv (14/03/2019) |
| Widest victory Global0-5 against Dynamo Kyiv (14/03/2019) |
| Widest defeat Home- against - |
| Widest defeat Away4-2 against Viking (03/10/2002) |
| Widest defeat Global4-2 against Viking (03/10/2002) |
| Widest victory Home2-1 against Palmeiras (12/02/2022) |
| Widest victory Away1-3 against Monterrey (13/12/2012) |
| Widest victory Global1-3 against Monterrey (13/12/2012) |
| Widest defeat Home- against - |
| Widest defeat Away1-0 against Corinthians (16/12/2012) |
| Widest defeat Global1-0 against Corinthians (16/12/2012) |
| Widest victory Home13-0 against Jeunesse Hautcharage (29/09/1971) |
| Widest victory Away0-8 against Jeunesse Hautcharage (15/09/1971) |
| Widest victory Global13-0 against Jeunesse Hautcharage (29/09/1971) |
| Widest defeat Home- against - |
| Widest defeat Away3-0 against Zaragoza (06/04/1995) |
| Widest defeat Global3-0 against Zaragoza (06/04/1995) |
| Widest victory Home1-0 against Real Madrid (28/08/1998) |
| Widest victory Away- against - |
| Widest victory Global1-0 against Real Madrid (28/08/1998) |
| Widest defeat Home1-4 against Atlético de Madrid (31/08/2012) |
| Widest defeat Away- against - |
| Widest defeat Global1-4 against Atlético de Madrid (31/08/2012) |
| Widest victory Home5-0 against Greenock Morton (18/09/1968) |
| Widest victory Away1-3 against Kobenhavn Select (30/09/1958) |
| Widest victory Global5-0 against Greenock Morton (18/09/1968) |
| Widest defeat Home- against - |
| Widest defeat Away5-0 against Barcelona (25/05/1966) |
| Widest defeat Global5-0 against Barcelona (25/05/1966) |
| # | Season | Date | Match |
|---|---|---|---|
| 100 | 1978-79 | 22/11/1978 | Leeds - Chelsea |
| 200 | 1985-86 | 29/03/1986 | Chelsea - West Ham |
| 300 | 1989-90 | 30/09/1989 | Chelsea - Arsenal |
| 400 | 1991-92 | 29/02/1992 | Chelsea - Sheffield Wednesday |
| 500 | 1994-95 | 24/09/1994 | Crystal Palace - Chelsea |
| 600 | 1996-97 | 01/03/1997 | Derby County - Chelsea |
| 700 | 1999-00 | 07/11/1999 | Chelsea - West Ham |
| 800 | 2001-02 | 20/04/2002 | Chelsea - Manchester United |
| 900 | 2004-05 | 04/01/2005 | Chelsea - Middlesbrough |
| 1000 | 2007-08 | 29/09/2007 | Chelsea - Fulham |
| 1100 | 2009-10 | 27/03/2010 | Chelsea - Aston Villa |
| 1200 | 2012-13 | 26/12/2012 | Norwich - Chelsea |
| 1300 | 2015-16 | 29/08/2015 | Chelsea - Crystal Palace |
| 1400 | 2017-18 | 25/02/2018 | Manchester United - Chelsea |
| 1500 | 2020-21 | 21/12/2020 | Chelsea - West Ham |
| 1600 | 2022-23 | 28/05/2023 | Chelsea - Newcastle |
| # | Season | Date | Match |
|---|---|---|---|
| 100 | 1989-90 | 28/04/1990 | Chelsea - Everton |
| 200 | 1997-98 | 27/09/1997 | Chelsea - Newcastle |
| 300 | 2002-03 | 08/02/2003 | Birmingham - Chelsea |
| 400 | 2006-07 | 13/12/2006 | Chelsea - Newcastle |
| 500 | 2010-11 | 15/01/2011 | Chelsea - Blackburn Rovers |
| 600 | 2014-15 | 03/05/2015 | Chelsea - Crystal Palace |
| 700 | 2019-20 | 21/06/2020 | Aston Villa - Chelsea |
| # | Season | Date | Match |
|---|---|---|---|
| 100 | 1986-87 | 25/04/1987 | Newcastle - Chelsea |
| 200 | 1994-95 | 18/03/1995 | Blackburn Rovers - Chelsea |
| 300 | 2008-09 | 26/10/2008 | Chelsea - Liverpool |
| 400 | 2020-21 | 12/05/2021 | Chelsea - Arsenal |
| # | Season | Date | Match |
|---|---|---|---|
| 100 | 1989-90 | 10/03/1990 | Chelsea - Norwich |
| 200 | 1998-99 | 08/11/1998 | West Ham - Chelsea |
| 300 | 2008-09 | 28/12/2008 | Fulham - Chelsea |
| 400 | 2021-22 | 28/08/2021 | Liverpool - Chelsea |
| # | Season | Date | Match | Player |
|---|---|---|---|---|
| 100 | 1977-78 | 31/12/1977 | Birmingham - Chelsea | Francis |
| 200 | 1978-79 | 14/03/1979 | West Bromwich Albion - Chelsea | Brown |
| 300 | 1985-86 | 23/11/1985 | Chelsea - Aston Villa | Gray |
| 400 | 1986-87 | 09/05/1987 | Chelsea - Liverpool | McMahon |
| 500 | 1989-90 | 01/01/1990 | Chelsea - Aston Villa | Platt |
| 600 | 1991-92 | 21/09/1991 | Queens Park Rangers - Chelsea | Wilson |
| 700 | 1992-93 | 08/05/1993 | Sheffield United - Chelsea | Rogers |
| 800 | 1994-95 | 18/03/1995 | Blackburn Rovers - Chelsea | Sherwood |
| 900 | 1996-97 | 05/04/1997 | Chelsea - Arsenal | Platt |
| 1000 | 1999-00 | 26/12/1999 | Southampton - Chelsea | Davies |
| 1100 | 2002-03 | 17/08/2002 | Charlton Athletic - Chelsea | Konchesky |
| 1200 | 2005-06 | 11/03/2006 | Chelsea - Tottenham | Jenas |
| 1300 | 2009-10 | 10/02/2010 | Everton - Chelsea | Saha |
| 1400 | 2012-13 | 11/11/2012 | Chelsea - Liverpool | Luis Suárez |
| 1500 | 2015-16 | 26/09/2015 | Newcastle - Chelsea | Ayoze Pérez |
| 1600 | 2017-18 | 10/03/2018 | Chelsea - Crystal Palace | Van Aanholt |
| 1700 | 2019-20 | 22/07/2020 | Liverpool - Chelsea | Keïta |
| 1800 | 2022-23 | 18/03/2023 | Chelsea - Everton | Doucouré |
