| Season |
Competition |
Round Reached |
Date |
Home |
Score |
Away |
| 2012/2013 | F.A. Cup | 2nd Round | Sat 01 Dec | Sheff. Utd. | 2 - 1 | Port Vale |
| League Cup | 1st Round | Tue 14 Aug | Port Vale | 1 - 3 | Burnley |
| (Associate Members) | Northern Quarter-Final | Tue 04 Dec | Port Vale | 0 - 2 | Bradford City |
| 2011/2012 | F.A. Cup | 1st Round Replay | Tue 22 Nov | Grimsby Town | 1 - 0 | Port Vale |
| League Cup | 1st Round | Tue 09 Aug | Port Vale | 2 - 4 | Huddersfield |
| (Associate Members) | Northern 1st Round | Tue 30 Aug | Tranmere Rvs. | 1 - 1 | Port Vale |
| Tranmere Rovers won 4-2 on penalties |
| 2010/2011 | F.A. Cup | 3rd Round | Sat 08 Jan | Burnley | 4 - 2 | Port Vale |
| League Cup | 2nd Round | Wed 25 Aug | Fulham | 6 - 0 | Port Vale |
| (Associate Members) | Northern 2nd Round | Tue 05 Oct | Carlisle Utd. | 2 - 2 | Port Vale |
| Carlisle United won 4-3 on penalties |
| 2009/2010 | F.A. Cup | 2nd Round | Sat 28 Nov | Port Vale | 0 - 1 | Huddersfield |
| League Cup | 3rd Round | Tue 22 Sep | Scunthorpe U. | 2 - 0 | Port Vale |
| after extra time |
| (Associate Members) | Northern Quarter-Final | Tue 10 Nov | Bradford City | 2 - 2 | Port Vale |
| after extra time, 90 minutes 2-2, Bradford City won 5-4 on penalties |
| 2008/2009 | F.A. Cup | 2nd Round | Fri 28 Nov | Port Vale | 1 - 3 | Macclesfield |
| League Cup | 1st Round | Wed 13 Aug | Sheff. Utd. | 3 - 1 | Port Vale |
| (Associate Members) | Northern 1st Round | Tue 02 Sep | Stockport Co. | 1 - 0 | Port Vale |
| 2007/2008 | F.A. Cup | 2nd Round Replay | Tue 11 Dec | Chasetown | 1 - 0 | Port Vale |
| League Cup | 1st Round | Tue 14 Aug | Port Vale | 1 - 1 | Wrexham |
| after extra time, 90 minutes 1-1, Wrexham won 5-3 on penalties |
| (Associate Members) | Northern 2nd Round | Tue 09 Oct | Morecambe | 2 - 2 | Port Vale |
| after extra time, 90 minutes 2-2, Morecambe won 4-2 on penalties |
| 2006/2007 | F.A. Cup | 2nd Round | Sat 02 Dec | Hereford Utd. | 4 - 0 | Port Vale |
| League Cup | 4th Round | Wed 08 Nov | Tottenham H. | 3 - 1 | Port Vale |
| after extra time, 90 minutes 1-1 |
| (Associate Members) | Northern Quarter-Final | Wed 29 Nov | Port Vale | 2 - 3 | Crewe Alex. |
| 2005/2006 | F.A. Cup | 4th Round | Sat 28 Jan | Aston Villa | 3 - 1 | Port Vale |
| League Cup | 1st Round | Tue 23 Aug | Rotherham U. | 3 - 1 | Port Vale |
| (Associate Members) | Northern 2nd Round | Tue 22 Nov | Hereford Utd. | 2 - 1 | Port Vale |
| after extra time, 90 minutes 1-1 |
| 2004/2005 | F.A. Cup | 2nd Round | Sat 04 Dec | Blackpool | 1 - 0 | Port Vale |
| League Cup | 1st Round | Tue 24 Aug | Doncaster Rvs. | 3 - 1 | Port Vale |
| (Associate Members) | Northern 2nd Round | Tue 02 Nov | Tranmere Rvs. | 2 - 1 | Port Vale |
| 2003/2004 | F.A. Cup | 2nd Round | Sun 07 Dec | Port Vale | 0 - 1 | Scarborough |
| League Cup | 1st Round | Tue 12 Aug | Port Vale | 0 - 0 | Nottm. Forest |
| after extra time, 90 minutes 0-0, Nottingham Forest won 3-2 on penalties |
| (Associate Members) | Northern 1st Round | Tue 14 Oct | Scarborough | 2 - 1 | Port Vale |
| 2002/2003 | F.A. Cup | 1st Round | Sat 16 Nov | Port Vale | 0 - 1 | Crewe Alex. |
| League Cup | 1st Round | Tue 10 Sep | Port Vale | 0 - 2 | Crewe Alex. |
| (Associate Members) | Northern Quarter-Final | Tue 10 Dec | Shrewsbury Tn. | 2 - 1 | Port Vale |
| after extra time, 90 minutes 1-1, Shrewsbury Town won on the golden goal rule |
| 2001/2002 | F.A. Cup | 2nd Round | Sat 08 Dec | Cardiff City | 3 - 0 | Port Vale |
| League Cup | 2nd Round | Wed 12 Sep | Charlton Ath. | 2 - 0 | Port Vale |
| (Associate Members) | Northern Quarter-Final | Tue 04 Dec | Hull City | 2 - 1 | Port Vale |
| 2000/2001 | F.A. Cup | 1st Round Replay | Tue 28 Nov | Port Vale | 1 - 2 | Canvey Island |
| after extra time, 90 minutes 0-0 |
| League Cup | 1st Round | Tue 05 Sep | Chesterfield | 2 - 2 | Port Vale |
| (Associate Members) | Final | Sun 22 Apr | Port Vale | 2 - 1 | Brentford |
| at the Millennium Stadium, Cardiff |
| 1999/2000 | F.A. Cup | 3rd Round | Sun 12 Dec | Leeds Utd. | 2 - 0 | Port Vale |
| League Cup | 1st Round | Tue 24 Aug | Port Vale | 4 - 4 | Chester City |
| Chester City won 6-5 on aggregate |
| 1998/1999 | F.A. Cup | 3rd Round | Sun 03 Jan | Port Vale | 0 - 3 | Liverpool |
| League Cup | 1st Round | Tue 18 Aug | Chester City | 2 - 2 | Port Vale |
| Chester City won 4-3 on aggregate |
| 1997/1998 | F.A. Cup | 3rd Round Replay | Wed 14 Jan | Port Vale | 1 - 1 | Arsenal |
| after extra time, 90 minutes 0-0, Arsenal won 4-3 on penalties |
| League Cup | 1st Round | Tue 26 Aug | York City | 1 - 1 | Port Vale |
| York City won 3-2 on aggregate |
| 1996/1997 | F.A. Cup | 3rd Round | Sat 04 Jan | Blackburn R. | 1 - 0 | Port Vale |
| League Cup | 3rd Round Replay | Tue 05 Nov | Oxford Utd. | 2 - 0 | Port Vale |
| 1995/1996 | F.A. Cup | 5th Round Replay | Tue 27 Feb | Port Vale | 1 - 2 | Leeds Utd. |
| League Cup | 1st Round | Tue 22 Aug | Port Vale | 1 - 3 | Huddersfield |
| Huddersfield Town won 4-3 on aggregate |
| 1994/1995 | F.A. Cup | 2nd Round | Sat 03 Dec | Scarborough | 1 - 0 | Port Vale |
| League Cup | 2nd Round | Wed 05 Oct | Man. Utd. | 2 - 0 | Port Vale |
| Manchester United won 4-1 on aggregate |
| 1993/1994 | F.A. Cup | 4th Round | Sat 29 Jan | Port Vale | 0 - 2 | Wolves |
| League Cup | 1st Round | Tue 24 Aug | Lincoln City | 0 - 0 | Port Vale |
| after extra time, 90 minutes 0-0, aggregate 2-2, Lincoln City won on away goals rule |
| (Associate Members) | Southern Quarter-Final | Tue 11 Jan | Swansea City | 1 - 0 | Port Vale |
| 1992/1993 | F.A. Cup | 3rd Round | Sat 02 Jan | Newcastle Utd. | 4 - 0 | Port Vale |
| League Cup | 1st Round | Tue 25 Aug | Port Vale | 1 - 1 | Bolton Wdrs. |
| Bolton Wanderers won 3-2 on aggregate |
| (Associate Members) | Final | Sat 22 May | Port Vale | 2 - 1 | Stockport Co. |
| at Wembley |
| 1991/1992 | F.A. Cup | 3rd Round | Sat 04 Jan | Sunderland | 3 - 0 | Port Vale |
| League Cup | 3rd Round Replay | Wed 20 Nov | Port Vale | 1 - 4 | Liverpool |
| 1990/1991 | F.A. Cup | 4th Round | Sat 26 Jan | Port Vale | 1 - 2 | Man. City |
| League Cup | 2nd Round | Wed 10 Oct | Oxford Utd. | 0 - 0 | Port Vale |
| Oxford United won 2-0 on aggregate |
| 1989/1990 | F.A. Cup | 4th Round | Sat 27 Jan | Aston Villa | 6 - 0 | Port Vale |
| League Cup | 2nd Round | Wed 04 Oct | Wimbledon | 3 - 0 | Port Vale |
| Wimbledon won 5-1 on aggregate |
| 1988/1989 | F.A. Cup | 3rd Round | Sun 08 Jan | Port Vale | 1 - 3 | Norwich City |
| League Cup | 2nd Round | Tue 11 Oct | Ipswich Town | 3 - 0 | Port Vale |
| Ipswich Town won 3-1 on aggregate |
| (Associate Members) | Southern Preliminary Round Group Six | Tue 13 Dec | Wolves | 5 - 1 | Port Vale |
| 1987/1988 | F.A. Cup | 5th Round Replay | Tue 23 Feb | Watford | 2 - 0 | Port Vale |
| League Cup | 1st Round | Wed 02 Sep | Northampton | 4 - 0 | Port Vale |
| Northampton Town won 5-0 on aggregate |
| (Associate Members) | Southern 1st Round | Tue 19 Jan | Torquay Utd. | 1 - 0 | Port Vale |
| 1986/1987 | F.A. Cup | 2nd Round | Sat 06 Dec | Walsall | 5 - 0 | Port Vale |
| League Cup | 2nd Round | Tue 07 Oct | Port Vale | 2 - 5 | Man. Utd. |
| Manchester United won 7-2 on aggregate |
| (Associate Members) | Southern Quarter-Final | Tue 10 Feb | Port Vale | 3 - 3 | Gillingham |
| after extra time, 90 minutes 3-3, Gillingham won 5-4 on penalties |
