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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| 2026 7 February | | League One | Bolton Wanderers | 3 - 2 | Barnsley |
| 2026 27 January | | League One | Bolton Wanderers | 2 - 1 | Burton Albion |
| 2026 24 January | | League One | Bolton Wanderers | 2 - 1 | Leyton Orient |
| 2026 13 January | | FL Trophy | Bolton Wanderers | 0 - 1 | Port Vale |
| 2026 4 January | | League One | Bolton Wanderers | 0 - 0 | Northampton Town |
Last 5 Chelsea Home Matches
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| 2026 10 February | | Premier League | Chelsea | 2 - 2 | Leeds United |
| 2026 31 January | | Premier League | Chelsea | 3 - 2 | West Ham United |
| 2026 21 January | | UEFA Champions League | Chelsea | 1 - 0 | Pafos |
| 2026 17 January | | Premier League | Chelsea | 2 - 0 | Brentford |
| 2026 14 January | | Carling Cup | Chelsea | 2 - 3 | Arsenal |
Last 5 Bolton Away Matches
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| 2026 17 February | | League One | Reading | 1 - 1 | Bolton Wanderers |
| 2026 14 February | | League One | Lincoln City | 1 - 1 | Bolton Wanderers |
| 2026 31 January | | League One | AFC Wimbledon | 0 - 1 | Bolton Wanderers |
| 2026 20 January | | League One | Stevenage | 0 - 0 | Bolton Wanderers |
| 2026 17 January | | League One | Wigan Athletic | 0 - 1 | Bolton Wanderers |
Last 5 Chelsea Away Matches
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| 2026 13 February | | FA Cup | Hull City | 0 - 4 | Chelsea |
| 2026 7 February | | Premier League | Wolverhampton Wanderers | 1 - 3 | Chelsea |
| 2026 3 February | | Carling Cup | Arsenal | 1 - 0 | Chelsea |
| 2026 28 January | | UEFA Champions League | Napoli | 2 - 3 | Chelsea |
| 2026 25 January | | Premier League | Crystal Palace | 1 - 3 | Chelsea |