Football League Cup 2023/24, First Round |
 | 08.08.2023 |  | Milton Keynes Dons | – | Wycombe Wanderers | | 0:2 (0:0) |
| Milton Keynes |
Football League Cup 2022/23, First Round |
| 09.08.2022 | | Northampton Town | – | Wycombe Wanderers | | 1:2 (0:2) |
| Northampton |
Football League Cup 2006/07, Fifth Round |
| 19.12.2006 | | Charlton Athletic | – | Wycombe Wanderers | | 0:1 (0:1) |
| London |
Football League Cup 2006/07, Fourth Round |
| 07.11.2006 | | Notts County | – | Wycombe Wanderers | | 0:1 (0:0) |
| Nottingham |
Football League Cup 2006/07, Second round |
| 20.09.2006 | | Fulham | – | Wycombe Wanderers | | 1:2 (0:2) |
| London |
Football League Cup 2006/07, First Round |
| 22.08.2006 |  | Swansea City | – | Wycombe Wanderers | | 2:3 aet
(0:0, 2:2) |
| Swansea |
Football League Cup 2005/06, First Round |
| 23.08.2005 | | Swindon Town | – | Wycombe Wanderers | | 1:3 (0:1) |
| Swindon |
Football League Cup 2003/04, First Round |
| 12.08.2003 | | Wycombe Wanderers | – | Wimbledon | | 2:0 (1:0) |
| High Wycombe |
Football League Cup 2002/03, First Round |
| 11.09.2002 | | Swindon Town | – | Wycombe Wanderers | | 1:2 aet
(0:0) |
| Swindon |
Football League Cup 2000/01, First Round |
| 05.09.2000 | | Wycombe Wanderers | – | Barnet | | 3:1 aet
(1:1, 2:1) |
| High Wycombe |
Football League Cup 1999/00, First Round |
| 24.08.1999 | | Wolverhampton Wanderers | – | Wycombe Wanderers | | 2:4 (0:2) |
| Wolverhampton |
Football League Cup 1998/99, First Round |
| 18.08.1998 | | Wycombe Wanderers | – | Swindon Town | | 2:0 (1:0) |
| High Wycombe |
Football League Cup 1996/97, First Round |
| 03.09.1996 | | Wycombe Wanderers | – | Reading | | 2:0 (0:0) |
| High Wycombe |
Football League Cup 1995/96, First Round |
| 15.08.1995 | | Wycombe Wanderers | – | Leyton Orient | | 3:0 (2:0) |
| High Wycombe |
Football League Cup 1993/94, Second round |
| 05.10.1993 | | Wycombe Wanderers | – | Coventry City | | 4:2 aet |
| High Wycombe |
Football League Cup 1993/94, First Round |
| 24.08.1993 | | Wycombe Wanderers | – | Leyton Orient | | 1:0 (1:0) |
| High Wycombe |
Football League Cup 1993/94, First Round |
| 17.08.1993 | | Leyton Orient | – | Wycombe Wanderers | | 0:2 (0:1) |
| London |
