| Season |
Competition |
Round Reached |
Date |
Home |
Score |
Away |
| 2012/2013 | F.A. Cup | 3rd Round | Sat 05 Jan | Luton Town | 1 - 0 | Wolves |
| League Cup | 3rd Round | Tue 25 Sep | Chelsea | 6 - 0 | Wolves |
| 2011/2012 | F.A. Cup | 3rd Round Replay | Wed 18 Jan | Wolves | 0 - 1 | Birmingham C. |
| League Cup | 4th Round | Wed 26 Oct | Wolves | 2 - 5 | Man. City |
| 2010/2011 | F.A. Cup | 4th Round | Sun 30 Jan | Wolves | 0 - 1 | Stoke City |
| League Cup | 4th Round | Tue 26 Oct | Man. Utd. | 3 - 2 | Wolves |
| 2009/2010 | F.A. Cup | 4th Round Replay | Tue 02 Feb | Crystal Palace | 3 - 1 | Wolves |
| League Cup | 3rd Round | Wed 23 Sep | Man. Utd. | 1 - 0 | Wolves |
| 2008/2009 | F.A. Cup | 4th Round | Sat 24 Jan | Wolves | 1 - 2 | Middlesbrough |
| League Cup | 2nd Round | Tue 26 Aug | Rotherham U. | 0 - 0 | Wolves |
| after extra time, Rotherham United won 4-3 on penalties |
| 2007/2008 | F.A. Cup | 5th Round | Sat 16 Feb | Cardiff City | 2 - 0 | Wolves |
| League Cup | 2nd Round | Tue 28 Aug | Wolves | 1 - 3 | Morecambe |
| after extra time, 90 minutes 1-1 |
| 2006/2007 | F.A. Cup | 4th Round | Sun 28 Jan | Wolves | 0 - 3 | West Brom. |
| League Cup | 1st Round | Wed 23 Aug | Chesterfield | 0 - 0 | Wolves |
| after extra-time, Chesterfield win 6-5 on pens |
| 2005/2006 | F.A. Cup | 4th Round | Sun 29 Jan | Wolves | 0 - 3 | Man. Utd. |
| League Cup | 2nd Round | Tue 20 Sep | Watford | 2 - 1 | Wolves |
| after extra time, 90 minutes 1-1 |
| 2004/2005 | F.A. Cup | 4th Round | Sat 29 Jan | Arsenal | 2 - 0 | Wolves |
| League Cup | 2nd Round | Tue 21 Sep | Burnley | 1 - 1 | Wolves |
| after extra time, 90 minutes 1-1, Burnley won 4-2 on penalties |
| 2003/2004 | F.A. Cup | 4th Round | Sun 25 Jan | Wolves | 1 - 3 | West Ham Utd. |
| League Cup | 4th Round | Tue 02 Dec | Arsenal | 5 - 1 | Wolves |
| 2002/2003 | F.A. Cup | 6th Round | Sun 09 Mar | Southampton | 2 - 0 | Wolves |
| League Cup | 2nd Round | Tue 01 Oct | Rotherham U. | 4 - 4 | Wolves |
| after extra time, 90 minutes 3-3, Rotherham United won 4-2 on penalties |
| 2001/2002 | F.A. Cup | 3rd Round | Sat 05 Jan | Wolves | 0 - 1 | Gillingham |
| League Cup | 1st Round | Wed 22 Aug | Wolves | 1 - 2 | Swindon Town |
| 2000/2001 | F.A. Cup | 4th Round | Sat 27 Jan | Wycombe Wdrs. | 2 - 1 | Wolves |
| League Cup | 3rd Round | Wed 01 Nov | Fulham | 3 - 2 | Wolves |
| 1999/2000 | F.A. Cup | 4th Round Replay | Tue 18 Jan | Wolves | 0 - 0 | Sheff. Wed. |
| after extra time, 90 minutes 0-0, Sheffield Wednesday won 4-3 on penalties |
| League Cup | 1st Round | Tue 24 Aug | Wolves | 2 - 4 | Wycombe Wdrs. |
| Wycombe Wanderers won 4-3 on aggregate |
| 1998/1999 | F.A. Cup | 4th Round | Sun 24 Jan | Wolves | 1 - 2 | Arsenal |
| League Cup | 2nd Round | Tue 22 Sep | Wolves | 1 - 2 | Bournemouth |
| Bournemouth won 3-2 on aggregate |
| 1997/1998 | F.A. Cup | Semi Final | Sun 05 Apr | Arsenal | 1 - 0 | Wolves |
| played at Villa Park |
| League Cup | 3rd Round | Tue 14 Oct | Reading | 4 - 2 | Wolves |
| 1996/1997 | F.A. Cup | 3rd Round | Sat 04 Jan | Wolves | 1 - 2 | Portsmouth |
| League Cup | 1st Round | Wed 04 Sep | Wolves | 1 - 0 | Swindon Town |
| Swindon Town won 2-1 on aggregate |
| 1995/1996 | F.A. Cup | 4th Round Replay | Wed 07 Feb | Wolves | 0 - 2 | Tottenham H. |
| League Cup | Quarter Final | Wed 10 Jan | Aston Villa | 1 - 0 | Wolves |
| 1994/1995 | F.A. Cup | 6th Round Replay | Wed 22 Mar | Wolves | 1 - 4 | Crystal Palace |
| League Cup | 3rd Round | Wed 26 Oct | Wolves | 2 - 3 | Nottm. Forest |
| Anglo-Italian Cup | Group A | Tue 15 Nov | Wolves | 1 - 1 | Atalanta |
| 1993/1994 | F.A. Cup | 6th Round | Sun 13 Mar | Chelsea | 1 - 0 | Wolves |
| League Cup | 2nd Round | Tue 05 Oct | Wolves | 2 - 1 | Swindon Town |
| Swindon Town won 3-2 on aggregate |
| 1992/1993 | F.A. Cup | 4th Round | Sun 24 Jan | Wolves | 0 - 2 | Bolton Wdrs. |
| League Cup | 2nd Round | Wed 07 Oct | Wolves | 0 - 1 | Notts. County |
| Notts. County won 4-2 on aggregate |
| 1991/1992 | F.A. Cup | 3rd Round | Sat 04 Jan | Nottm. Forest | 1 - 0 | Wolves |
| League Cup | 3rd Round | Wed 30 Oct | Everton | 4 - 1 | Wolves |
| 1990/1991 | F.A. Cup | 3rd Round | Sat 05 Jan | Wolves | 0 - 1 | Cambridge U. |
| League Cup | 2nd Round | Tue 09 Oct | Wolves | 1 - 1 | Hull City |
| aggregate 1-1, Hull City won on away goals rule |
| 1989/1990 | F.A. Cup | 3rd Round | Sat 06 Jan | Wolves | 1 - 2 | Sheff. Wed. |
| League Cup | 2nd Round | Wed 04 Oct | Wolves | 1 - 1 | Aston Villa |
| Aston Villa won 3-2 on aggregate |
| 1988/1989 | F.A. Cup | 1st Round | Sat 19 Nov | Grimsby Town | 1 - 0 | Wolves |
| League Cup | 1st Round | Tue 06 Sep | Birmingham C. | 1 - 0 | Wolves |
| aggregate 3-3, Birmingham City won on away goals rule |
| (Associate Members) | Southern Final | Tue 18 Apr | Wolves | 0 - 2 | Torquay Utd. |
| Torquay United won 3-2 on aggregate |
| 1987/1988 | F.A. Cup | 3rd Round | Sat 09 Jan | Bradford City | 2 - 1 | Wolves |
| League Cup | 2nd Round | Tue 06 Oct | Wolves | 0 - 2 | Man. City |
| Manchester City won 3-2 on aggregate |
| (Associate Members) | Final | Sun 29 May | Wolves | 2 - 0 | Burnley |
| at Wembley |
| 1986/1987 | F.A. Cup | 1st Round 2nd Replay | Mon 24 Nov | Chorley | 3 - 0 | Wolves |
| played at neutral ground |
| League Cup | 1st Round | Tue 02 Sep | Lincoln City | 0 - 1 | Wolves |
| aggregate 2-2, Lincoln City won on away goals rule |
| (Associate Members) | Southern 1st Round | Mon 26 Jan | Wolves | 0 - 1 | Hereford Utd. |
