Football League Cup 2023/24, Second Round |
 | 29.08.2023 |  | Wycombe Wanderers | – | Sutton United | | 0:1 (0:1) |
| High Wycombe |
Football League Cup 2022/23, Second Round |
| 24.08.2022 | | Wycombe Wanderers | – | Bristol City | | 1:3 (0:1) |
| High Wycombe |
Football League Cup 2021/22, Third round |
| 21.09.2021 | | Manchester City | – | Wycombe Wanderers | | 6:1 (3:1) |
| Manchester |
Football League Cup 2018/19, Third round |
| 25.09.2018 | | Wycombe Wanderers | – | Norwich City | | 3:4 (1:3) |
| High Wycombe |
Football League Cup 2017/18, First Round |
| 08.08.2017 | | Wycombe Wanderers | – | Fulham | | 0:2 (0:0) |
| High Wycombe |
Football League Cup 2016/17, First Round |
| 09.08.2016 | | Wycombe Wanderers | – | Bristol City | | 0:1 (0:1) |
| High Wycombe |
Football League Cup 2015/16, First Round |
| 11.08.2015 | | Wycombe Wanderers | – | Fulham | | 0:1 (0:0) |
| High Wycombe |
Football League Cup 2014/15, First Round |
| 12.08.2014 | | Millwall | – | Wycombe Wanderers | | 1:0 (1:0) |
| London |
Football League Cup 2013/14, First Round |
| 06.08.2013 | | Wycombe Wanderers | – | Leicester City | | 1:2 (1:1) |
| High Wycombe |
Football League Cup 2012/13, First Round |
| 11.08.2012 | | Watford | – | Wycombe Wanderers | | 1:0 aet
(0:0) |
| Watford |
Football League Cup 2011/12, Second round |
| 23.08.2011 | | Wycombe Wanderers | – | Nottingham Forest | | 1:4 (0:2) |
| High Wycombe |
Football League Cup 2010/11, First Round |
| 10.08.2010 | | Wycombe Wanderers | – | Millwall | | 1:2 aet
(0:1, 1:1) |
| High Wycombe |
Football League Cup 2009/10, First Round |
| 11.08.2009 | | Wycombe Wanderers | – | Peterborough United | | 0:4 (0:2) |
| High Wycombe |
Football League Cup 2008/09, First Round |
| 13.08.2008 | | Wycombe Wanderers | – | Birmingham City | | 0:4 (0:1) |
| High Wycombe |
Football League Cup 2007/08, First Round |
| 14.08.2007 | | Plymouth Argyle | – | Wycombe Wanderers | | 2:1 (2:0) |
| Plymouth |
Football League Cup 2006/07, Semifinals |
| 23.01.2007 | | Chelsea | – | Wycombe Wanderers | | 4:0 (2:0) |
| London |
Football League Cup 2005/06, Second round |
| 20.09.2005 | | Wycombe Wanderers | – | Aston Villa | | 3:8 (3:1) |
| High Wycombe |
Football League Cup 2004/05, First Round |
| 24.08.2004 | | Wycombe Wanderers | – | Bristol City | | 0:1 (0:0) |
| High Wycombe |
Football League Cup 2003/04, Second round |
| 23.09.2003 | | Wycombe Wanderers | – | Aston Villa | | 0:5 (0:2) |
| High Wycombe |
Football League Cup 2002/03, Second round |
| 01.10.2002 | | Sheffield United | – | Wycombe Wanderers | | 4:1 (1:0) |
| Sheffield |
Football League Cup 2001/02, First Round |
| 21.08.2001 | | Wycombe Wanderers | – | Bristol Rovers | | 0:1 (0:0) |
| High Wycombe |
Football League Cup 2000/01, Second round |
| 26.09.2000 | | Birmingham City | – | Wycombe Wanderers | | 1:0 (0:0) |
| Birmingham |
Football League Cup 2000/01, Second round |
| 19.09.2000 | | Wycombe Wanderers | – | Birmingham City | | 3:4 (1:3) |
| High Wycombe |
Football League Cup 2000/01, First Round |
| 22.08.2000 | | Barnet | – | Wycombe Wanderers | | 2:1 (0:0) |
| London |
Football League Cup 1999/00, Second round |
| 21.09.1999 | | Wycombe Wanderers | – | West Bromwich Albion | | 3:4 aet
(1:2, 2:2) |
| High Wycombe |
Football League Cup 1999/00, First Round |
| 10.08.1999 | | Wycombe Wanderers | – | Wolverhampton Wanderers | | 0:1 (0:0) |
| High Wycombe |
Football League Cup 1998/99, Second round |
| 16.09.1998 | | Middlesbrough | – | Wycombe Wanderers | | 2:0 (1:0) |
| Middlesbrough |
Football League Cup 1998/99, First Round |
| 12.08.1998 | | Swindon Town | – | Wycombe Wanderers | | 2:1 (1:0) |
| Swindon |
Football League Cup 1997/98, First Round |
| 12.08.1997 | | Wycombe Wanderers | – | Fulham | | 1:2 (1:1) |
| High Wycombe |
Football League Cup 1996/97, Second round |
| 18.09.1996 | | Nottingham Forest | – | Wycombe Wanderers | | 1:0 (0:0) |
| Nottingham |
Football League Cup 1995/96, Second round |
| 04.10.1995 | | Manchester City | – | Wycombe Wanderers | | 4:0 (2:0) |
| Manchester |
Football League Cup 1995/96, First Round |
| 22.08.1995 | | Leyton Orient | – | Wycombe Wanderers | | 2:0 (1:0) |
| London |
Football League Cup 1994/95, First Round |
| 23.08.1994 | | Wycombe Wanderers | – | Brighton & Hove Albion | | 1:3 (0:3) |
| High Wycombe |
Football League Cup 1994/95, First Round |
| 17.08.1994 | | Brighton & Hove Albion | – | Wycombe Wanderers | | 2:1 (1:0) |
| Hove |
Football League Cup 1993/94, Second round |
| 22.09.1993 | | Coventry City | – | Wycombe Wanderers | | 3:0 (2:0) |
| Coventry |
