Football League Cup 2003/04, First Round |
 | 12.08.2003 |  | Wycombe Wanderers | – | Wimbledon | | 2:0 (1:0) |
| High Wycombe |
Football League Cup 2002/03, Third round |
| 05.11.2002 | | Wimbledon | – | Rotherham United | | 1:3 (1:0) |
| London |
Football League Cup 2001/02, First Round |
| 21.08.2001 | | Brighton & Hove Albion | – | Wimbledon | | 2:1 (0:0) |
| Brighton & Hove |
Football League Cup 2000/01, Fourth Round |
| 29.11.2000 | | Manchester City | – | Wimbledon | | 2:1 (1:1) |
| Manchester |
Football League Cup 1999/00, Fifth Round |
| 14.12.1999 | | Bolton Wanderers | – | Wimbledon | | 2:1 (2:1) |
| Bolton |
Football League Cup 1998/99, Semifinals |
| 16.02.1999 | | Wimbledon | – | Tottenham Hotspur | | 0:1 (0:1) |
| London |
Football League Cup 1998/99, Second round |
| 15.09.1998 | | Portsmouth | – | Wimbledon | | 2:1 (2:1) |
| Portsmouth |
Football League Cup 1997/98, Third round |
| 14.10.1997 | | Bolton Wanderers | – | Wimbledon | | 2:0 aet
(0:0) |
| Bolton |
Football League Cup 1995/96, Second round |
| 19.09.1995 | | Wimbledon | – | Charlton Athletic | | 4:5 (1:2) |
| London |
Football League Cup 1994/95, Third round |
| 25.10.1994 | | Wimbledon | – | Crystal Palace | | 0:1 (0:0) |
| London |
Football League Cup 1993/94, Fifth Round |
| 11.01.1994 | | Wimbledon | – | Sheffield Wednesday | | 1:2 (0:0) |
| London |
Football League Cup 1992/93, Third round |
| 10.11.1992 | | Wimbledon | – | Everton | | 0:1 (0:0) * |
| London |
Football League Cup 1992/93, Second round |
| 06.10.1992 | | Wimbledon | – | Bolton Wanderers | | 0:1 (0:0) |
| London |
Football League Cup 1991/92, Second round |
| 24.09.1991 | | Wimbledon | – | Peterborough United | | 1:2 (1:2) |
| London |
Football League Cup 1990/91, Second round |
| 10.10.1990 | | Wimbledon | – | Plymouth Argyle | | 0:2 |
| London |
Football League Cup 1990/91, Second round |
| 25.09.1990 | | Plymouth Argyle | – | Wimbledon | | 1:0 |
| Plymouth |
Football League Cup 1989/90, Fourth Round |
| 22.11.1989 | | West Ham United | – | Wimbledon | | 1:0 |
| London |
Football League Cup 1988/89, Fourth Round |
| 14.12.1988 | | Wimbledon | – | Queens Park Rangers | | 0:1 * |
| London |
Football League Cup 1988/89, Second round |
| 12.10.1988 | | Wimbledon | – | Barnsley | | 0:1 |
| London |
Football League Cup 1987/88, Fourth Round |
| 18.11.1987 | | Oxford United | – | Wimbledon | | 2:1 |
| Oxford |
Football League Cup 1985/86, Third round |
| 06.11.1985 | | Tottenham Hotspur | – | Wimbledon | | 2:0 |
| London |
Football League Cup 1985/86, Second round |
| 08.10.1985 | | Blackburn Rovers | – | Wimbledon | | 2:1 |
| |
Football League Cup 1984/85, First Round |
| 28.08.1984 | | Portsmouth | – | Wimbledon | | 3:0 |
| |
Football League Cup 1983/84, Fourth Round |
| 29.11.1983 | | Rotherham United | – | Wimbledon | | 1:0 |
| |
Football League Cup 1983/84, First Round |
| 29.08.1983 | | Southend United | – | Wimbledon | | 1:0 |
| |
Football League Cup 1982/83, First Round |
| 14.09.1982 | | Brentford | – | Wimbledon | | 2:0 |
| |
Football League Cup 1981/82, First Round |
| 15.09.1981 | | Wimbledon | – | Aldershot | | 1:3 |
| |
Football League Cup 1980/81, Second round |
| 02.09.1980 | | Sheffield Wednesday | – | Wimbledon | | 3:1 |
| |
Football League Cup 1980/81, First Round |
| 09.08.1980 | | Aldershot | – | Wimbledon | | 2:0 |
| |
Football League Cup 1979/80, Fourth Round |
| 30.10.1979 | | Wimbledon | – | Swindon Town | | 1:2 |
| |
Football League Cup 1978/79, Second round |
| 29.08.1978 | | Everton | – | Wimbledon | | 8:0 |
| Liverpool |
Football League Cup 1978/79, First Round |
| 12.08.1978 | | Southend United | – | Wimbledon | | 1:0 |
| |
Football League Cup 1977/78, Second round |
| 30.08.1977 | | Tottenham Hotspur | – | Wimbledon | | 4:0 |
| London |
