Football League Cup 2021/22, Second round |
 | 24.08.2021 |  | Wigan Athletic | – | Bolton Wanderers | | 0:0,
pen. 5:4 |
| Wigan |
Football League Cup 2021/22, First Round |
| 10.08.2021 | | Bolton Wanderers | – | Barnsley | | 0:0,
pen. 5:4 |
| Bolton |
Football League Cup 2013/14, Second round |
| 27.08.2013 | | Tranmere Rovers | – | Bolton Wanderers | | 1:1 aet
(1:0, 1:1),
pen. 4:2 |
| Birkenhead |
Football League Cup 2001/02, Fourth Round |
| 27.11.2001 | | Bolton Wanderers | – | Southampton | | 2:2 aet
(0:0, 1:1),
pen. 6:5 |
| Bolton |
Football League Cup 1999/00, First Round |
| 10.08.1999 | | Darlington | – | Bolton Wanderers | | 1:1 (1:0) |
| Darlington |
Football League Cup 1998/99, Third round |
| 27.10.1998 | | Norwich City | – | Bolton Wanderers | | 1:1 aet
(0:0),
pen. 1:3 |
| Norwich |
Football League Cup 1997/98, Second round |
| 30.09.1997 | | Bolton Wanderers | – | Leyton Orient | | 4:4 (2:2) |
| Bolton |
Football League Cup 1996/97, Second round |
| 18.09.1996 | | Bristol City | – | Bolton Wanderers | | 0:0 |
| Bristol |
Football League Cup 1995/96, Fourth Round |
| 20.12.1995 | | Bolton Wanderers | – | Norwich City | | 0:0 aet,
pen. 3:5 * |
| Bolton |
Football League Cup 1995/96, Fourth Round |
| 29.11.1995 | | Norwich City | – | Bolton Wanderers | | 0:0 |
| Norwich |
Football League Cup 1995/96, Third round |
| 24.10.1995 | | Bolton Wanderers | – | Leicester City | | 0:0 |
| Bolton |
Football League Cup 1993/94, Second round |
| 21.09.1993 | | Bolton Wanderers | – | Sheffield Wednesday | | 1:1 (0:0) |
| Bolton |
Football League Cup 1992/93, First Round |
| 25.08.1992 | | Port Vale | – | Bolton Wanderers | | 1:1 (1:1) |
| Stoke-on-Trent |
Football League Cup 1991/92, First Round |
| 20.08.1991 | | Bolton Wanderers | – | York City | | 2:2 (1:0) |
| Bolton |
Football League Cup 1989/90, Third round |
| 14.11.1989 | | Bolton Wanderers | – | Swindon Town | | 1:1 aet * |
| Bolton |
Football League Cup 1989/90, Third round |
| 07.11.1989 | | Bolton Wanderers | – | Swindon Town | | 1:1 aet * |
| Bolton |
Football League Cup 1989/90, Third round |
| 24.10.1989 | | Swindon Town | – | Bolton Wanderers | | 3:3 |
| Swindon |
Football League Cup 1989/90, Second round |
| 03.10.1989 | | Watford | – | Bolton Wanderers | | 1:1 |
| Watford |
Football League Cup 1986/87, First Round |
| 02.09.1986 | | Bolton Wanderers | – | Bury | | 0:0 |
| Bolton |
Football League Cup 1985/86, First Round |
| 03.09.1985 | | Stockport County | – | Bolton Wanderers | | 1:1 |
| |
Football League Cup 1984/85, Second round |
| 25.09.1984 | | Shrewsbury Town | – | Bolton Wanderers | | 2:2 |
| |
Football League Cup 1984/85, First Round |
| 04.09.1984 | | Oldham Athletic | – | Bolton Wanderers | | 4:4 aet |
| |
Football League Cup 1982/83, First Round |
| 31.08.1982 | | Carlisle United | – | Bolton Wanderers | | 3:3 |
| |
Football League Cup 1979/80, Second round |
| 03.09.1979 | | Southend United | – | Bolton Wanderers | | 0:0 |
| |
Football League Cup 1976/77, Semifinals |
| 18.01.1977 | | Everton | – | Bolton Wanderers | | 1:1 |
| Liverpool |
Football League Cup 1976/77, Fourth Round |
| 26.10.1976 |  | Swansea City | – | Bolton Wanderers | | 1:1 |
| |
Football League Cup 1976/77, Third round |
| 04.10.1976 | | Bolton Wanderers | – | Fulham | | 2:2 aet * |
| |
Football League Cup 1976/77, Third round |
| 22.09.1976 | | Fulham | – | Bolton Wanderers | | 2:2 |
| |
Football League Cup 1974/75, Second round |
| 10.09.1974 | | Bolton Wanderers | – | Norwich City | | 0:0 |
| |
Football League Cup 1973/74, Third round |
| 31.10.1973 | | Millwall | – | Bolton Wanderers | | 1:1 |
| |
Football League Cup 1973/74, First Round |
| 28.08.1973 | | Bolton Wanderers | – | Preston North End | | 1:1 |
| |
Football League Cup 1971/72, Fourth Round |
| 27.10.1971 | | Chelsea | – | Bolton Wanderers | | 1:1 |
| London |
Football League Cup 1971/72, First Round |
| 18.08.1971 | | Bradford City | – | Bolton Wanderers | | 1:1 |
| |
Football League Cup 1970/71, Third round |
| 07.10.1970 | | Bolton Wanderers | – | Leicester City | | 1:1 |
| |
Football League Cup 1969/70, Second round |
| 09.09.1969 | | Rotherham United | – | Bolton Wanderers | | 3:3 aet * |
| |
Football League Cup 1969/70, Second round |
| 03.09.1969 | | Bolton Wanderers | – | Rotherham United | | 0:0 |
| |
Football League Cup 1967/68, Second round |
| 13.09.1967 | | Liverpool | – | Bolton Wanderers | | 1:1 |
| Liverpool |
Football League Cup 1961/62, First Round |
| 13.09.1961 | | Bolton Wanderers | – | Sunderland | | 1:1 |
| Bolton |
Football League Cup 1960/61, First Round |
| 10.10.1960 | | Hull City | – | Bolton Wanderers | | 0:0 |
| |
