| Season |
Competition |
Round Reached |
Date |
Home |
Score |
Away |
| 2012/2013 | F.A. Cup | 1st Round | Sat 03 Nov | Crewe Alex. | 4 - 1 | Wycombe Wdrs. |
| League Cup | 1st Round | Sat 11 Aug | Watford | 1 - 0 | Wycombe Wdrs. |
| after extra time, 90 minutes 0-0 |
| (Associate Members) | Southern Quarter-Final | Tue 04 Dec | Yeovil Town | 2 - 0 | Wycombe Wdrs. |
| 2011/2012 | F.A. Cup | 1st Round | Sat 12 Nov | Fleetwood Tn. | 2 - 0 | Wycombe Wdrs. |
| League Cup | 2nd Round | Tue 23 Aug | Wycombe Wdrs. | 1 - 4 | Nottm. Forest |
| (Associate Members) | Southern 2nd Round | Tue 04 Oct | Wycombe Wdrs. | 1 - 3 | Cheltenham T. |
| 2010/2011 | F.A. Cup | 3rd Round | Tue 11 Jan | Wycombe Wdrs. | 0 - 1 | Hereford Utd. |
| League Cup | 1st Round | Tue 10 Aug | Wycombe Wdrs. | 1 - 2 | Millwall |
| after extra time, 90 minutes 1-1 |
| (Associate Members) | Southern Quarter-Final | Tue 09 Nov | Wycombe Wdrs. | 3 - 6 | Bristol Rvs. |
| 2009/2010 | F.A. Cup | 1st Round Replay | Wed 18 Nov | Brighton & HA | 2 - 0 | Wycombe Wdrs. |
| League Cup | 1st Round | Tue 11 Aug | Wycombe Wdrs. | 0 - 4 | Peterborough |
| (Associate Members) | Southern 1st Round | Tue 01 Sep | Wycombe Wdrs. | 2 - 2 | Northampton |
| after extra time, 90 minutes 2-2, Northampton Town won 3-0 on penalties |
| 2008/2009 | F.A. Cup | 2nd Round | Sat 29 Nov | Eastwood Tn. | 2 - 0 | Wycombe Wdrs. |
| League Cup | 1st Round | Wed 13 Aug | Wycombe Wdrs. | 0 - 4 | Birmingham C. |
| (Associate Members) | Southern 2nd Round | Tue 07 Oct | Wycombe Wdrs. | 0 - 7 | Shrewsbury Tn. |
| 2007/2008 | F.A. Cup | 1st Round | Sat 10 Nov | Wycombe Wdrs. | 1 - 2 | Swindon Town |
| League Cup | 1st Round | Tue 14 Aug | Plymouth Arg. | 2 - 1 | Wycombe Wdrs. |
| (Associate Members) | Southern 2nd Round | Tue 09 Oct | Swansea City | 2 - 0 | Wycombe Wdrs. |
| 2006/2007 | F.A. Cup | 2nd Round | Fri 01 Dec | Stockport Co. | 2 - 1 | Wycombe Wdrs. |
| League Cup | Semi Final | Tue 23 Jan | Chelsea | 4 - 0 | Wycombe Wdrs. |
| Chelsea won 5-1 on aggregate |
| (Associate Members) | Southern 2nd Round | Tue 31 Oct | Wycombe Wdrs. | 0 - 2 | Bristol Rvs. |
| 2005/2006 | F.A. Cup | 1st Round | Sat 05 Nov | Wycombe Wdrs. | 1 - 3 | Northampton |
| League Cup | 2nd Round | Tue 20 Sep | Wycombe Wdrs. | 3 - 8 | Aston Villa |
| (Associate Members) | Southern Quarter-Final | Tue 20 Dec | Walsall | 3 - 2 | Wycombe Wdrs. |
| 2004/2005 | F.A. Cup | 2nd Round | Sat 04 Dec | Wycombe Wdrs. | 0 - 3 | Luton Town |
| League Cup | 1st Round | Tue 24 Aug | Wycombe Wdrs. | 0 - 1 | Bristol City |
| (Associate Members) | Southern Quarter-Final | Tue 30 Nov | Bristol Rvs. | 1 - 0 | Wycombe Wdrs. |
| 2003/2004 | F.A. Cup | 2nd Round Replay | Tue 16 Dec | Mansfield Town | 3 - 2 | Wycombe Wdrs. |
| League Cup | 2nd Round | Tue 23 Sep | Wycombe Wdrs. | 0 - 5 | Aston Villa |
| (Associate Members) | Southern Quarter-Final | Tue 09 Dec | Wycombe Wdrs. | 2 - 3 | Colchester U. |
| after extra time, 90 minutes 2-2 |
| 2002/2003 | F.A. Cup | 1st Round | Sat 16 Nov | Wycombe Wdrs. | 2 - 4 | Brentford |
| League Cup | 2nd Round | Tue 01 Oct | Sheff. Utd. | 4 - 1 | Wycombe Wdrs. |
| (Associate Members) | Southern Quarter-Final | Wed 11 Dec | Bristol City | 3 - 0 | Wycombe Wdrs. |
| 2001/2002 | F.A. Cup | 3rd Round Replay | Tue 15 Jan | Fulham | 1 - 0 | Wycombe Wdrs. |
| League Cup | 1st Round | Tue 21 Aug | Wycombe Wdrs. | 0 - 1 | Bristol Rvs. |
| (Associate Members) | Southern 2nd Round | Tue 30 Oct | Brighton & HA | 2 - 1 | Wycombe Wdrs. |
| after extra time, 90 minutes 1-1, Brighton & Hove Albion won on the golden goal rule |
| 2000/2001 | F.A. Cup | Semi Final | Sun 08 Apr | Wycombe Wdrs. | 1 - 2 | Liverpool |
| played at Villa Park |
| League Cup | 2nd Round | Tue 26 Sep | Birmingham C. | 1 - 0 | Wycombe Wdrs. |
| Birmingham City won 5-3 on aggregate |
| (Associate Members) | Southern Quarter-Final | Tue 30 Jan | Swindon Town | 2 - 1 | Wycombe Wdrs. |
| 1999/2000 | F.A. Cup | 2nd Round Replay | Tue 30 Nov | Wigan Ath. | 2 - 1 | Wycombe Wdrs. |
| League Cup | 2nd Round | Tue 21 Sep | Wycombe Wdrs. | 3 - 4 | West Brom. |
| after extra time, 90 minutes 2-2, West Bromwich Albion won 5-4 on aggregate |
| (Associate Members) | Southern 2nd Round | Tue 11 Jan | Oxford Utd. | 1 - 1 | Wycombe Wdrs. |
| after extra time, 90 minutes 1-1, Oxford United won 5-3 on penalties |
| 1998/1999 | F.A. Cup | 2nd Round Replay | Tue 15 Dec | Plymouth Arg. | 3 - 2 | Wycombe Wdrs. |
| League Cup | 2nd Round | Tue 22 Sep | Wycombe Wdrs. | 1 - 1 | Middlesbrough |
| Middlesbrough won 3-1 on aggregate |
| (Associate Members) | Southern 2nd Round | Tue 05 Jan | Wycombe Wdrs. | 1 - 4 | Brentford |
| 1997/1998 | F.A. Cup | 1st Round Replay | Tue 25 Nov | Basingstoke T. | 2 - 2 | Wycombe Wdrs. |
| after extra time, 90 minutes 2-2, Basingstoke Town won 5-4 on penalties |
| League Cup | 1st Round | Tue 26 Aug | Fulham | 4 - 4 | Wycombe Wdrs. |
| Fulham won 6-5 on aggregate |
| (Associate Members) | Southern 2nd Round | Tue 13 Jan | Fulham | 3 - 1 | Wycombe Wdrs. |
| 1996/1997 | F.A. Cup | 3rd Round | Sun 05 Jan | Wycombe Wdrs. | 0 - 2 | Bradford City |
| League Cup | 2nd Round | Tue 24 Sep | Wycombe Wdrs. | 1 - 1 | Nottm. Forest |
| Nottingham Forest won 2-1 on aggregate |
| (Associate Members) | Southern 1st Round | Wed 08 Jan | Swansea City | 1 - 1 | Wycombe Wdrs. |
| after extra time, 90 minutes 1-1, Swansea City won 6-5 on penalties |
| 1995/1996 | F.A. Cup | 1st Round Replay | Tue 21 Nov | Gillingham | 1 - 0 | Wycombe Wdrs. |
| League Cup | 2nd Round | Wed 04 Oct | Man. City | 4 - 0 | Wycombe Wdrs. |
| Manchester City won 4-0 on aggregate |
| (Associate Members) | Southern Preliminary Round Group Four | Tue 07 Nov | Walsall | 5 - 0 | Wycombe Wdrs. |
| 1994/1995 | F.A. Cup | 3rd Round | Sat 07 Jan | Wycombe Wdrs. | 0 - 2 | West Ham Utd. |
| League Cup | 1st Round | Tue 23 Aug | Wycombe Wdrs. | 1 - 3 | Brighton & HA |
| Brighton & Hove Albion won 5-2 on aggregate |
| (Associate Members) | Southern 1st Round | Tue 29 Nov | Shrewsbury Tn. | 2 - 0 | Wycombe Wdrs. |
| 1993/1994 | F.A. Cup | 3rd Round | Sat 08 Jan | Wycombe Wdrs. | 0 - 2 | Norwich City |
| League Cup | 2nd Round | Tue 05 Oct | Wycombe Wdrs. | 4 - 2 | Coventry City |
| Coventry City won 5-4 on aggregate |
| (Associate Members) | Southern Final | Tue 22 Mar | Wycombe Wdrs. | 1 - 0 | Swansea City |
| Swansea City won 3-2 on aggregate |
| 1992/1993 | F.A. Cup | 2nd Round Replay | Tue 15 Dec | West Brom. | 1 - 0 | Wycombe Wdrs. |
| 1991/1992 | F.A. Cup | 1st Round Replay | Wed 27 Nov | Wycombe Wdrs. | 0 - 2 | Kettering Tn. |
| 1990/1991 | F.A. Cup | 2nd Round Replay | Mon 17 Dec | Peterborough | 2 - 0 | Wycombe Wdrs. |
