| Season |
Competition |
Round Reached |
Date |
Home |
Score |
Away |
| 2012/2013 | F.A. Cup | 5th Round | Mon 18 Feb | Man. Utd. | 2 - 1 | Reading |
| League Cup | 4th Round | Tue 30 Oct | Reading | 5 - 7 | Arsenal |
| after extra time, 90 minutes 4-4 |
| 2011/2012 | F.A. Cup | 3rd Round | Sat 07 Jan | Reading | 0 - 1 | Stevenage |
| League Cup | 1st Round | Tue 23 Aug | Charlton Ath. | 2 - 1 | Reading |
| 2010/2011 | F.A. Cup | 6th Round | Sun 13 Mar | Man. City | 1 - 0 | Reading |
| League Cup | 2nd Round | Tue 24 Aug | Reading | 3 - 3 | Northampton |
| after extra time, 90 minutes 2-2 |
| 2009/2010 | F.A. Cup | 6th Round | Sun 07 Mar | Reading | 2 - 4 | Aston Villa |
| League Cup | 2nd Round | Tue 25 Aug | Reading | 1 - 2 | Barnsley |
| 2008/2009 | F.A. Cup | 3rd Round | Sat 03 Jan | Cardiff City | 2 - 0 | Reading |
| League Cup | 3rd Round | Tue 23 Sep | Stoke City | 2 - 2 | Reading |
| after extra time, 90 minutes 2-2, Stoke City won 4-3 on penalties |
| 2007/2008 | F.A. Cup | 3rd Round Replay | Tue 15 Jan | Reading | 0 - 1 | Tottenham H. |
| League Cup | 3rd Round | Tue 25 Sep | Reading | 2 - 4 | Liverpool |
| 2006/2007 | F.A. Cup | 5th Round Replay | Tue 27 Feb | Reading | 2 - 3 | Man. Utd. |
| League Cup | 3rd Round | Wed 25 Oct | Liverpool | 4 - 3 | Reading |
| 2005/2006 | F.A. Cup | 4th Round Replay | Tue 07 Feb | Birmingham C. | 2 - 1 | Reading |
| League Cup | 4th Round | Tue 29 Nov | Arsenal | 3 - 0 | Reading |
| 2004/2005 | F.A. Cup | 4th Round | Sat 29 Jan | Reading | 1 - 2 | Leicester City |
| League Cup | 2nd Round | Tue 21 Sep | Reading | 0 - 3 | Watford |
| 2003/2004 | F.A. Cup | 3rd Round Replay | Tue 13 Jan | Reading | 1 - 2 | Preston N.E. |
| League Cup | 4th Round | Wed 03 Dec | Reading | 0 - 1 | Chelsea |
| 2002/2003 | F.A. Cup | 3rd Round Replay | Tue 14 Jan | Reading | 1 - 1 | Walsall |
| after extra time, 90 minutes 1-1, Walsall won 4-1 on penalties |
| League Cup | 1st Round | Tue 10 Sep | Cambridge U. | 3 - 1 | Reading |
| 2001/2002 | F.A. Cup | 2nd Round | Sat 08 Dec | York City | 2 - 0 | Reading |
| League Cup | 3rd Round | Wed 10 Oct | Aston Villa | 1 - 0 | Reading |
| (Associate Members) | Southern Quarter-Final | Tue 04 Dec | Barnet | 4 - 1 | Reading |
| 2000/2001 | F.A. Cup | 2nd Round Replay | Tue 19 Dec | Reading | 1 - 3 | York City |
| League Cup | 1st Round | Tue 05 Sep | Reading | 0 - 2 | Leyton Orient |
| (Associate Members) | Southern Quarter-Final | Tue 30 Jan | Swansea City | 1 - 0 | Reading |
| 1999/2000 | F.A. Cup | 3rd Round Replay | Tue 21 Dec | Plymouth Arg. | 1 - 0 | Reading |
| League Cup | 2nd Round | Wed 22 Sep | Reading | 2 - 2 | Bradford City |
| after extra time, 90 minutes 1-1, aggregate 3-3, Bradford City won on away goals rule |
| (Associate Members) | Southern Semi-Final | Tue 15 Feb | Bristol City | 4 - 0 | Reading |
| 1998/1999 | F.A. Cup | 1st Round | Sat 14 Nov | Reading | 0 - 1 | Stoke City |
| League Cup | 2nd Round | Wed 23 Sep | Reading | 1 - 1 | Barnsley |
| Barnsley won 4-1 on aggregate |
| (Associate Members) | Southern 1st Round | Tue 08 Dec | Bournemouth | 2 - 0 | Reading |
| 1997/1998 | F.A. Cup | 5th Round | Fri 13 Feb | Sheff. Utd. | 1 - 0 | Reading |
| League Cup | Quarter Final | Tue 06 Jan | Reading | 0 - 1 | Middlesbrough |
| 1996/1997 | F.A. Cup | 4th Round | Sat 25 Jan | Portsmouth | 3 - 0 | Reading |
| League Cup | 1st Round | Tue 03 Sep | Wycombe Wdrs. | 2 - 0 | Reading |
| Wycombe Wanderers won 3-1 on aggregate |
| 1995/1996 | F.A. Cup | 4th Round | Sat 27 Jan | Reading | 0 - 3 | Man. Utd. |
| League Cup | Quarter Final | Wed 10 Jan | Leeds Utd. | 2 - 1 | Reading |
| 1994/1995 | F.A. Cup | 3rd Round | Sat 07 Jan | Reading | 1 - 3 | Oldham Ath. |
| League Cup | 2nd Round | Wed 28 Sep | Derby County | 2 - 0 | Reading |
| after extra time, 90 minutes 2-0, aggregate 3-3, Derby County won on away goals rule |
| 1993/1994 | F.A. Cup | 1st Round Replay | Wed 24 Nov | Reading | 1 - 2 | Cambridge U. |
| League Cup | 2nd Round | Wed 06 Oct | Reading | 1 - 2 | Man. City |
| Manchester City won 3-2 on aggregate |
| (Associate Members) | Southern Quarter-Final | Tue 11 Jan | Fulham | 1 - 0 | Reading |
| 1992/1993 | F.A. Cup | 3rd Round Replay | Wed 13 Jan | Reading | 0 - 4 | Man. City |
| League Cup | 2nd Round | Wed 07 Oct | Reading | 0 - 2 | Watford |
| Watford won 4-2 on aggregate |
| (Associate Members) | Southern 1st Round | Tue 09 Feb | Exeter City | 2 - 2 | Reading |
| after extra time, 90 minutes 1-1, Exeter City won 4-2 on penalties |
| 1991/1992 | F.A. Cup | 3rd Round | Sat 04 Jan | Bolton Wdrs. | 2 - 0 | Reading |
| League Cup | 1st Round | Wed 28 Aug | Reading | 0 - 3 | Cambridge U. |
| Cambridge United won 4-0 on aggregate |
| (Associate Members) | Southern Preliminary Round Group Three | Wed 20 Nov | Reading | 0 - 2 | Northampton |
| 1990/1991 | F.A. Cup | 1st Round | Sat 17 Nov | Colchester U. | 2 - 1 | Reading |
| League Cup | 1st Round | Wed 05 Sep | Oxford Utd. | 2 - 1 | Reading |
| Oxford United won 3-1 on aggregate |
| (Associate Members) | Southern Preliminary Round Group Three | Fri 07 Dec | Reading | 1 - 4 | Southend Utd. |
| 1989/1990 | F.A. Cup | 4th Round Replay | Wed 31 Jan | Newcastle Utd. | 4 - 1 | Reading |
| League Cup | 2nd Round | Wed 04 Oct | Newcastle Utd. | 4 - 0 | Reading |
| Newcastle United won 5-3 on aggregate |
| (Associate Members) | Southern 1st Round | Tue 23 Jan | Brentford | 2 - 1 | Reading |
| 1988/1989 | F.A. Cup | 4th Round Replay | Wed 01 Feb | Reading | 1 - 2 | Grimsby Town |
| League Cup | 2nd Round | Wed 12 Oct | Bradford City | 2 - 1 | Reading |
| Bradford City won 3-2 on aggregate |
| (Associate Members) | Southern 1st Round | Wed 18 Jan | Reading | 2 - 3 | Hereford Utd. |
| 1987/1988 | F.A. Cup | 3rd Round | Sat 09 Jan | Reading | 0 - 1 | Southampton |
| League Cup | 4th Round Replay | Tue 24 Nov | Bradford City | 1 - 0 | Reading |
| 1986/1987 | F.A. Cup | 3rd Round | Sat 10 Jan | Reading | 1 - 3 | Arsenal |
| League Cup | 2nd Round | Wed 08 Oct | Aston Villa | 4 - 1 | Reading |
| Aston Villa won 5-2 on aggregate |
