Football League Cup 2024/25, Second Round |
| 27.08.2024 | | Shrewsbury Town | | Bolton Wanderers | | 0:2 (0:0) |
| Shrewsbury |
Football League Cup 2023/24, First Round |
| 08.08.2023 | | Bolton Wanderers | | Barrow | | 1:0 (1:0) |
| Bolton |
Football League Cup 2022/23, First Round |
| 09.08.2022 | | Bolton Wanderers | | Salford City | | 5:1 (2:1) |
| Bolton |
Football League Cup 2017/18, Second round |
| 22.08.2017 | | Bolton Wanderers | | Sheffield Wednesday | | 3:2 (1:0) |
| Bolton |
Football League Cup 2017/18, First Round |
| 09.08.2017 | | Crewe Alexandra | | Bolton Wanderers | | 1:2 (1:0) |
| Crewe |
Football League Cup 2014/15, Second round |
| 26.08.2014 | | Crewe Alexandra | | Bolton Wanderers | | 2:3 aet (1:1, 2:2) |
| Crewe |
Football League Cup 2014/15, First Round |
| 12.08.2014 | | Bolton Wanderers | | Bury | | 3:2 aet (0:1, 1:1) |
| Bolton |
Football League Cup 2013/14, First Round |
| 06.08.2013 | | Shrewsbury Town | | Bolton Wanderers | | 1:3 (1:2) |
| Shrewsbury |
Football League Cup 2011/12, Third round |
| 20.09.2011 | | Aston Villa | | Bolton Wanderers | | 0:2 (0:0) |
| Birmingham |
Football League Cup 2011/12, Second round |
| 24.08.2011 | | Bolton Wanderers | | Macclesfield Town | | 2:1 (0:1) |
| Bolton |
Football League Cup 2010/11, Second round |
| 24.08.2010 | | Southampton | | Bolton Wanderers | | 0:1 (0:1) |
| Southampton |
Football League Cup 2009/10, Third round |
| 22.09.2009 | | Bolton Wanderers | | West Ham United | | 3:1 aet (0:0, 1:1) |
| Bolton |
Football League Cup 2009/10, Second round |
| 25.08.2009 | | Tranmere Rovers | | Bolton Wanderers | | 0:1 (0:1) |
| Birkenhead |
Football League Cup 2007/08, Third round |
| 26.09.2007 | | Fulham | | Bolton Wanderers | | 1:2 aet (0:0, 1:1) |
| London |
Football League Cup 2006/07, Second round |
| 19.09.2006 | | Walsall | | Bolton Wanderers | | 1:3 (0:0) |
| Walsall |
Football League Cup 2005/06, Fourth Round |
| 30.11.2005 | | Bolton Wanderers | | Leicester City | | 2:1 aet (0:0) |
| Bolton |
Football League Cup 2005/06, Third round |
| 26.10.2005 | | Bolton Wanderers | | West Ham United | | 1:0 (0:0) |
| Bolton |
Football League Cup 2004/05, Second round |
| 21.09.2004 | | Yeovil Town | | Bolton Wanderers | | 0:2 (0:0) |
| Yeovil |
Football League Cup 2003/04, Semifinals |
| 21.01.2004 | | Bolton Wanderers | | Aston Villa | | 5:2 (3:1) |
| Bolton |
Football League Cup 2003/04, Fifth Round |
| 16.12.2003 | | Bolton Wanderers | | Southampton | | 1:0 aet (0:0) |
| Bolton |
Football League Cup 2003/04, Fourth Round |
| 03.12.2003 | | Liverpool | | Bolton Wanderers | | 2:3 (0:1) |
| Liverpool |
Football League Cup 2003/04, Third round |
| 28.10.2003 | | Bolton Wanderers | | Gillingham | | 2:0 (1:0) |
| Bolton |
Football League Cup 2003/04, Second round |
| 24.09.2003 | | Bolton Wanderers | | Walsall | | 3:1 (1:0) |
| Bolton |
Football League Cup 2001/02, Third round |
| 08.10.2001 | | Bolton Wanderers | | Nottingham Forest | | 1:0 (1:0) |
| Bolton |
Football League Cup 2001/02, Second round |
| 11.09.2001 | | Bolton Wanderers | | Walsall | | 4:3 aet (0:0, 3:3) |
| Bolton |
Football League Cup 2000/01, First Round |
| 22.08.2000 | | Bolton Wanderers | | Macclesfield Town | | 1:0 (0:0) |
| Bolton |
Football League Cup 1999/00, Fifth Round |
| 14.12.1999 | | Bolton Wanderers | | Wimbledon | | 2:1 (2:1) |
| Bolton |
Football League Cup 1999/00, Fourth Round |
| 30.11.1999 | | Bolton Wanderers | | Sheffield Wednesday | | 1:0 (0:0) |
| Bolton |
Football League Cup 1999/00, Third round |
| 13.10.1999 | | Derby County | | Bolton Wanderers | | 1:2 (1:1) |
| Derby |
Football League Cup 1999/00, Second round |
| 21.09.1999 | | Bolton Wanderers | | Gillingham | | 2:0 (2:0) |
| Bolton |
Football League Cup 1999/00, Second round |
| 14.09.1999 | | Gillingham | | Bolton Wanderers | | 1:4 (0:2) |
| Gillingham |
Football League Cup 1999/00, First Round |
| 24.08.1999 | | Bolton Wanderers | | Darlington | | 5:3 (2:2) |
| Bolton |
Football League Cup 1998/99, Second round |
| 22.09.1998 | | Hull City | | Bolton Wanderers | | 2:3 (1:1) |
| Kingston upon Hull |
Football League Cup 1998/99, Second round |
| 15.09.1998 | | Bolton Wanderers | | Hull City | | 3:1 (1:0) |
| Bolton |
Football League Cup 1998/99, First Round |
| 25.08.1998 | | Hartlepool United | | Bolton Wanderers | | 0:3 (0:0) |
| Hartlepool |
Football League Cup 1998/99, First Round |
| 11.08.1998 | | Bolton Wanderers | | Hartlepool United | | 1:0 (0:0) |
| Bolton |
Football League Cup 1997/98, Third round |
| 14.10.1997 | | Bolton Wanderers | | Wimbledon | | 2:0 aet (0:0) |
| Bolton |
Football League Cup 1997/98, Second round |
| 16.09.1997 | | Leyton Orient | | Bolton Wanderers | | 1:3 (1:2) |
| London |
Football League Cup 1996/97, Fourth Round |
| 27.11.1996 | | Bolton Wanderers | | Tottenham Hotspur | | 6:1 (2:1) |
| Bolton |
Football League Cup 1996/97, Third round |
| 22.10.1996 | | Bolton Wanderers | | Chelsea | | 2:1 (2:1) |
| Bolton |
Football League Cup 1996/97, Second round |
| 24.09.1996 | | Bolton Wanderers | | Bristol City | | 3:1 aet (0:0, 1:1) |
| Bolton |
Football League Cup 1995/96, Third round |
| 08.11.1995 | | Leicester City | | Bolton Wanderers | | 2:3 (0:1) * |
| Leicester |
Football League Cup 1995/96, Second round |
| 03.10.1995 | | Brentford | | Bolton Wanderers | | 2:3 (1:0) |
| Brentford |
Football League Cup 1995/96, Second round |
| 19.09.1995 | | Bolton Wanderers | | Brentford | | 1:0 (0:0) |
| Bolton |
Football League Cup 1994/95, Semifinals |
| 08.03.1995 | | Bolton Wanderers | | Swindon Town | | 3:1 (0:0) |
| Bolton |
Football League Cup 1994/95, Fifth Round |
| 11.01.1995 | | Bolton Wanderers | | Norwich City | | 1:0 (0:0) |
| Bolton |
Football League Cup 1994/95, Fourth Round |
| 30.11.1994 | | West Ham United | | Bolton Wanderers | | 1:3 (0:1) |
| London |
Football League Cup 1994/95, Third round |
| 25.10.1994 | | Sheffield United | | Bolton Wanderers | | 1:2 (1:1) |
| Sheffield |
Football League Cup 1994/95, Second round |
| 05.10.1994 | | Bolton Wanderers | | Ipswich Town | | 1:0 (0:0) |
| Bolton |
Football League Cup 1994/95, Second round |
| 21.09.1994 | | Ipswich Town | | Bolton Wanderers | | 0:3 (0:1) |
| Ipswich |
Football League Cup 1993/94, First Round |
| 24.08.1993 | | Bury | | Bolton Wanderers | | 0:2 aet, pen. 0:3 |
| Bury |
Football League Cup 1992/93, Second round |
| 06.10.1992 | | Wimbledon | | Bolton Wanderers | | 0:1 (0:0) |
| London |
Football League Cup 1992/93, First Round |
| 18.08.1992 | | Bolton Wanderers | | Port Vale | | 2:1 (2:0) |
| Bolton |
Football League Cup 1991/92, First Round |
| 27.08.1991 | | York City | | Bolton Wanderers | | 1:2 (1:1) |
| York |
Football League Cup 1990/91, First Round |
| 04.09.1990 | | Bolton Wanderers | | Huddersfield Town | | 2:1 |
| Bolton |
Football League Cup 1990/91, First Round |
| 29.08.1990 | | Huddersfield Town | | Bolton Wanderers | | 0:3 |
| Huddersfield |
Football League Cup 1989/90, Second round |
| 19.09.1989 | | Bolton Wanderers | | Watford | | 2:1 |
| Bolton |
Football League Cup 1989/90, First Round |
| 29.08.1989 | | Bolton Wanderers | | Rochdale | | 5:1 |
| Bolton |
Football League Cup 1988/89, First Round |
| 30.08.1988 | | Bolton Wanderers | | Chester City | | 1:0 |
| Bolton |
Football League Cup 1987/88, First Round |
| 18.08.1987 | | Wigan Athletic | | Bolton Wanderers | | 2:3 |
| Wigan |
Football League Cup 1985/86, First Round |
| 20.08.1985 | | Bolton Wanderers | | Stockport County | | 4:1 |
| |
Football League Cup 1984/85, Second round |
| 09.10.1984 | | Bolton Wanderers | | Shrewsbury Town | | 2:1 |
| |
Football League Cup 1984/85, First Round |
| 28.08.1984 | | Bolton Wanderers | | Oldham Athletic | | 2:1 |
| |
Football League Cup 1983/84, First Round |
| 30.08.1983 | | Bolton Wanderers | | Chester City | | 3:0 |
| |
Football League Cup 1982/83, First Round |
| 14.09.1982 | | Bolton Wanderers | | Carlisle United | | 4:0 |
| |
Football League Cup 1981/82, First Round |
| 01.09.1981 | | Bolton Wanderers | | Oldham Athletic | | 2:1 |
| |
Football League Cup 1978/79, Second round |
| 29.08.1978 | | Bolton Wanderers | | Chelsea | | 2:1 |
| Bolton |
Football League Cup 1977/78, Third round |
| 25.10.1977 | | Bolton Wanderers | | Peterborough United | | 3:1 |
| |
Football League Cup 1977/78, Second round |
| 30.08.1977 | | Bolton Wanderers | | Lincoln City | | 1:0 |
| |
Football League Cup 1976/77, Fifth Round |
| 01.12.1976 | | Derby County | | Bolton Wanderers | | 1:2 |
| |
Football League Cup 1976/77, Fourth Round |
| 02.11.1976 | | Bolton Wanderers | | Swansea City | | 5:1 * |
| |
Football League Cup 1976/77, Third round |
| 18.10.1976 | | Fulham | | Bolton Wanderers | | 1:2 * |
| |
Football League Cup 1976/77, Second round |
| 01.09.1976 | | Bradford City | | Bolton Wanderers | | 1:2 |
| |
Football League Cup 1973/74, Second round |
| 10.10.1973 | | Rochdale | | Bolton Wanderers | | 0:4 |
| |
Football League Cup 1973/74, First Round |
| 05.09.1973 | | Preston North End | | Bolton Wanderers | | 0:2 aet * |
| |
Football League Cup 1972/73, First Round |
| 16.08.1972 | | Bolton Wanderers | | Oldham Athletic | | 3:0 |
| |
Football League Cup 1971/72, Third round |
| 05.10.1971 | | Bolton Wanderers | | Manchester City | | 3:0 |
| Bolton |
Football League Cup 1971/72, Second round |
| 07.09.1971 | | Huddersfield Town | | Bolton Wanderers | | 0:2 |
| Huddersfield |
Football League Cup 1971/72, First Round |
| 25.08.1971 | | Bolton Wanderers | | Bradford City | | 2:1 * |
| |
Football League Cup 1970/71, Second round |
| 09.09.1970 | | Bolton Wanderers | | Blackburn Rovers | | 1:0 |
| |
Football League Cup 1969/70, First Round |
| 13.08.1969 | | Bolton Wanderers | | Rochdale | | 6:3 |
| |
Football League Cup 1967/68, Second round |
| 27.09.1967 | | Bolton Wanderers | | Liverpool | | 3:2 * |
| Bolton |
Football League Cup 1965/66, Second round |
| 22.09.1965 | | Bolton Wanderers | | Aldershot | | 3:0 |
| |
Football League Cup 1963/64, Second round |
| 25.09.1963 | | Sheffield United | | Bolton Wanderers | | 1:2 |
| |
Football League Cup 1960/61, Third round |
| 14.11.1960 | | Darlington | | Bolton Wanderers | | 1:2 |
| |
Football League Cup 1960/61, Second round |
| 26.10.1960 | | Bolton Wanderers | | Grimsby Town | | 6:2 |
| |
Football League Cup 1960/61, First Round |
| 19.10.1960 | | Bolton Wanderers | | Hull City | | 5:1 * |
| |