This page lists the head-to-head record of Chelsea vs Bolton including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | Bolton | Chelsea | Draws |
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| Total Matches | 98 | 31 | 42 | 25 |
| At Macron Stadium | 50 | 11 | 26 | 13 |
| At Stamford Bridge | 48 | 20 | 16 | 12 |
| Carling Cup Matches | 2 | 0 | 2 | 0 |
| Premier League Matches | 96 | 31 | 40 | 25 |
| Total Goals Scored | 310 | 143 | 167 | |
Last 50 Bolton vs Chelsea Matches
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| 2014 24 September | | Carling Cup | Chelsea | 2 - 1 | Bolton Wanderers |
| 2012 25 February | | Premier League | Chelsea | 3 - 0 | Bolton Wanderers |
| 2011 2 October | | Premier League | Bolton Wanderers | 1 - 5 | Chelsea |
| 2011 24 January | | Premier League | Bolton Wanderers | 0 - 4 | Chelsea |
| 2010 29 December | | Premier League | Chelsea | 1 - 0 | Bolton Wanderers |
| 2010 13 April | | Premier League | Chelsea | 1 - 0 | Bolton Wanderers |
| 2009 31 October | | Premier League | Bolton Wanderers | 0 - 4 | Chelsea |
| 2009 28 October | | Carling Cup | Chelsea | 4 - 0 | Bolton Wanderers |
| 2009 11 April | | Premier League | Chelsea | 4 - 3 | Bolton Wanderers |
| 2008 6 December | | Premier League | Bolton Wanderers | 0 - 2 | Chelsea |
| 2008 11 May | | Premier League | Chelsea | 1 - 1 | Bolton Wanderers |
| 2007 7 October | | Premier League | Bolton Wanderers | 0 - 1 | Chelsea |
| 2007 28 April | | Premier League | Chelsea | 2 - 2 | Bolton Wanderers |
| 2006 29 November | | Premier League | Bolton Wanderers | 0 - 1 | Chelsea |
| 2006 14 April | | Premier League | Bolton Wanderers | 0 - 2 | Chelsea |
| 2005 14 October | | Premier League | Chelsea | 5 - 1 | Bolton Wanderers |
| 2005 29 April | | Premier League | Bolton Wanderers | 0 - 2 | Chelsea |
| 2004 19 November | | Premier League | Chelsea | 2 - 2 | Bolton Wanderers |
| 2004 12 March | | Premier League | Bolton Wanderers | 0 - 2 | Chelsea |
| 2003 12 December | | Premier League | Chelsea | 1 - 2 | Bolton Wanderers |
| 2003 11 April | | Premier League | Chelsea | 1 - 0 | Bolton Wanderers |
| 2002 22 November | | Premier League | Bolton Wanderers | 1 - 1 | Chelsea |
| 2002 11 January | | Premier League | Bolton Wanderers | 2 - 2 | Chelsea |
| 2001 22 December | | Premier League | Chelsea | 5 - 1 | Bolton Wanderers |
| 1998 9 May | | Premier League | Chelsea | 2 - 0 | Bolton Wanderers |
| 1997 25 October | | Premier League | Bolton Wanderers | 1 - 0 | Chelsea |
| 1996 7 April | | Premier League | Bolton Wanderers | 2 - 1 | Chelsea |
| 1995 21 November | | Premier League | Chelsea | 3 - 2 | Bolton Wanderers |
| 1979 23 February | | Premier League | Bolton Wanderers | 2 - 1 | Chelsea |
| 1978 13 October | | Premier League | Chelsea | 4 - 3 | Bolton Wanderers |
| 1964 10 April | | Premier League | Bolton Wanderers | 1 - 0 | Chelsea |
| 1963 29 November | | Premier League | Chelsea | 4 - 0 | Bolton Wanderers |
| 1962 30 March | | Premier League | Bolton Wanderers | 4 - 2 | Chelsea |
| 1961 10 November | | Premier League | Chelsea | 1 - 0 | Bolton Wanderers |
| 1961 13 January | | Premier League | Chelsea | 1 - 1 | Bolton Wanderers |
| 1960 2 September | | Premier League | Bolton Wanderers | 4 - 1 | Chelsea |
| 1960 22 April | | Premier League | Bolton Wanderers | 2 - 0 | Chelsea |
| 1959 9 October | | Premier League | Chelsea | 0 - 2 | Bolton Wanderers |
| 1959 3 March | | Premier League | Bolton Wanderers | 6 - 0 | Chelsea |
| 1958 10 October | | Premier League | Chelsea | 0 - 1 | Bolton Wanderers |
| 1958 11 April | | Premier League | Chelsea | 2 - 2 | Bolton Wanderers |
| 1957 29 November | | Premier League | Bolton Wanderers | 3 - 3 | Chelsea |
| 1957 22 February | | Premier League | Chelsea | 2 - 2 | Bolton Wanderers |
| 1956 26 October | | Premier League | Bolton Wanderers | 2 - 2 | Chelsea |
| 1955 16 December | | Premier League | Bolton Wanderers | 4 - 0 | Chelsea |
| 1955 19 August | | Premier League | Chelsea | 0 - 2 | Bolton Wanderers |
| 1954 31 December | | Premier League | Bolton Wanderers | 2 - 5 | Chelsea |
| 1954 27 August | | Premier League | Chelsea | 3 - 2 | Bolton Wanderers |
| 1954 9 April | | Premier League | Chelsea | 2 - 0 | Bolton Wanderers |
| 1953 20 November | | Premier League | Bolton Wanderers | 2 - 2 | Chelsea |
Biggest Bolton Victory vs Chelsea
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| 1959 3 March | | Premier League | Bolton Wanderers | 6 - 0 | Chelsea |
Biggest Chelsea Victory vs Bolton
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| 2011 2 October | | Premier League | Bolton Wanderers | 1 - 5 | Chelsea |
Biggest Bolton Defeat vs Chelsea
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| 2011 2 October | | Premier League | Bolton Wanderers | 1 - 5 | Chelsea |
Biggest Chelsea Defeat vs Bolton
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| 1959 3 March | | Premier League | Bolton Wanderers | 6 - 0 | Chelsea |
Last 5 Bolton Home Matches
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| 2024 14 December | | League One | Bolton Wanderers | 0 - 2 | Wigan Athletic |
| 2024 10 December | | FL Trophy | Bolton Wanderers | 3 - 1 | Huddersfield Town |
| 2024 3 December | | League One | Bolton Wanderers | 3 - 1 | Mansfield Town |
| 2024 23 November | | League One | Bolton Wanderers | 2 - 1 | Blackpool |
| 2024 12 November | | FL Trophy | Bolton Wanderers | 2 - 1 | Fleetwood Town |
Last 5 Chelsea Home Matches
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| 2024 15 December | | Premier League | Chelsea | 2 - 1 | Brentford |
| 2024 1 December | | Premier League | Chelsea | 3 - 0 | Aston Villa |
| 2024 10 November | | Premier League | Chelsea | 1 - 1 | Arsenal |
| 2024 7 November | | Europa Conference League | Chelsea | 8 - 0 | Noah |
| 2024 27 October | | Premier League | Chelsea | 2 - 1 | Newcastle United |
Last 5 Bolton Away Matches
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| 2024 26 November | | League One | Cambridge United | 1 - 1 | Bolton Wanderers |
| 2024 9 November | | League One | Stockport County | 5 - 0 | Bolton Wanderers |
| 2024 2 November | | FA Cup | Walsall | 2 - 1 | Bolton Wanderers |
| 2024 29 October | | League One | Stevenage | 1 - 4 | Bolton Wanderers |
| 2024 22 October | | League One | Birmingham City | 2 - 0 | Bolton Wanderers |
Last 5 Chelsea Away Matches
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| 2024 12 December | | Europa Conference League | FK Lokomotiv Astana | 1 - 3 | Chelsea |
| 2024 8 December | | Premier League | Tottenham Hotspur | 3 - 4 | Chelsea |
| 2024 4 December | | Premier League | Southampton | 1 - 5 | Chelsea |
| 2024 28 November | | Europa Conference League | Heidenheim | 0 - 2 | Chelsea |
| 2024 23 November | | Premier League | Leicester City | 1 - 2 | Chelsea |