| Season |
Competition |
Round Reached |
Date |
Home |
Score |
Away |
| 2012/2013 | F.A. Cup | 3rd Round | Sat 05 Jan | Charlton Ath. | 0 - 1 | Huddersfield |
| League Cup | 1st Round | Tue 14 Aug | Charlton Ath. | 1 - 1 | Leyton Orient |
| after extra time, 90 minutes 1-1, Leyton Orient won 4-3 on penalties |
| 2011/2012 | F.A. Cup | 3rd Round | Sat 07 Jan | Fulham | 4 - 0 | Charlton Ath. |
| League Cup | 2nd Round | Tue 13 Sep | Charlton Ath. | 0 - 2 | Preston N.E. |
| (Associate Members) | Southern 2nd Round | Wed 05 Oct | Charlton Ath. | 0 - 3 | Brentford |
| 2010/2011 | F.A. Cup | 3rd Round | Sun 09 Jan | Tottenham H. | 3 - 0 | Charlton Ath. |
| League Cup | 1st Round | Tue 10 Aug | Shrewsbury Tn. | 4 - 3 | Charlton Ath. |
| (Associate Members) | Southern Semi-Final | Tue 14 Dec | Brentford | 0 - 0 | Charlton Ath. |
| Brentford won 3-1 on penalties |
| 2009/2010 | F.A. Cup | 1st Round | Sun 08 Nov | Northwich Vic. | 1 - 0 | Charlton Ath. |
| League Cup | 1st Round | Tue 11 Aug | Hereford Utd. | 1 - 0 | Charlton Ath. |
| after extra time |
| (Associate Members) | Southern Quarter-Final | Wed 11 Nov | Southampton | 2 - 1 | Charlton Ath. |
| 2008/2009 | F.A. Cup | 4th Round | Sat 24 Jan | Sheff. Utd. | 2 - 1 | Charlton Ath. |
| League Cup | 1st Round | Tue 12 Aug | Charlton Ath. | 0 - 1 | Yeovil Town |
| 2007/2008 | F.A. Cup | 3rd Round Replay | Tue 15 Jan | West Brom. | 2 - 2 | Charlton Ath. |
| after extra time, 90 minutes 2-2, West Bromwich Albion won 4-3 on penalties |
| League Cup | 3rd Round | Tue 25 Sep | Luton Town | 3 - 1 | Charlton Ath. |
| after extra time, 90 minutes 1-1 |
| 2006/2007 | F.A. Cup | 3rd Round | Sat 06 Jan | Nottm. Forest | 2 - 0 | Charlton Ath. |
| League Cup | Quarter Final | Tue 19 Dec | Charlton Ath. | 0 - 1 | Wycombe Wdrs. |
| 2005/2006 | F.A. Cup | 6th Round Replay | Wed 12 Apr | Middlesbrough | 4 - 2 | Charlton Ath. |
| League Cup | 4th Round | Wed 30 Nov | Charlton Ath. | 2 - 3 | Blackburn R. |
| 2004/2005 | F.A. Cup | 5th Round | Sat 19 Feb | Charlton Ath. | 1 - 2 | Leicester City |
| League Cup | 3rd Round | Wed 27 Oct | Charlton Ath. | 1 - 2 | Crystal Palace |
| 2003/2004 | F.A. Cup | 3rd Round | Sat 03 Jan | Gillingham | 3 - 2 | Charlton Ath. |
| League Cup | 3rd Round | Wed 29 Oct | Everton | 1 - 0 | Charlton Ath. |
| 2002/2003 | F.A. Cup | 4th Round | Sun 26 Jan | Fulham | 3 - 0 | Charlton Ath. |
| League Cup | 2nd Round | Tue 01 Oct | Charlton Ath. | 0 - 0 | Oxford Utd. |
| after extra time, 90 minutes 0-0, Oxford United won 6-5 on penalties |
| 2001/2002 | F.A. Cup | 4th Round | Sat 26 Jan | Charlton Ath. | 1 - 2 | Walsall |
| League Cup | 4th Round | Tue 27 Nov | Watford | 3 - 2 | Charlton Ath. |
| after extra time, 90 minutes 2-2 |
| 2000/2001 | F.A. Cup | 4th Round | Wed 07 Feb | Charlton Ath. | 2 - 4 | Tottenham H. |
| League Cup | 2nd Round | Tue 26 Sep | Charlton Ath. | 4 - 3 | Stoke City |
| after extra time, 90 minutes 3-2, aggregate 5-5, Stoke City won on away goals rule |
| 1999/2000 | F.A. Cup | 6th Round | Sat 19 Feb | Bolton Wdrs. | 1 - 0 | Charlton Ath. |
| League Cup | 2nd Round | Tue 21 Sep | Bournemouth | 0 - 0 | Charlton Ath. |
| after extra time, 90 minutes 0-0, aggregate 0-0, Bournemouth won 3-1 on penalties |
| 1998/1999 | F.A. Cup | 3rd Round | Sat 02 Jan | Blackburn R. | 2 - 0 | Charlton Ath. |
| League Cup | 3rd Round | Tue 27 Oct | Charlton Ath. | 1 - 2 | Leicester City |
| 1997/1998 | F.A. Cup | 4th Round Replay | Tue 03 Feb | Wolves | 3 - 0 | Charlton Ath. |
| League Cup | 1st Round | Tue 26 Aug | Ipswich Town | 3 - 1 | Charlton Ath. |
| Ipswich Town won 4-1 on aggregate |
| 1996/1997 | F.A. Cup | 3rd Round Replay | Wed 15 Jan | Newcastle Utd. | 2 - 1 | Charlton Ath. |
| after extra time, 90 minutes 1-1 |
| League Cup | 3rd Round Replay | Wed 13 Nov | Liverpool | 4 - 1 | Charlton Ath. |
| 1995/1996 | F.A. Cup | 5th Round | Wed 28 Feb | Liverpool | 2 - 1 | Charlton Ath. |
| League Cup | 3rd Round Replay | Wed 08 Nov | Charlton Ath. | 1 - 2 | Wolves |
| after extra time, 90 minutes 1-1 |
| 1994/1995 | F.A. Cup | 3rd Round | Sat 07 Jan | Chelsea | 3 - 0 | Charlton Ath. |
| League Cup | 2nd Round | Tue 27 Sep | Charlton Ath. | 1 - 4 | Swindon Town |
| after extra time, 90 minutes 1-3, Swindon Town won 5-4 on aggregate |
| 1993/1994 | F.A. Cup | 6th Round | Sat 12 Mar | Man. Utd. | 3 - 1 | Charlton Ath. |
| League Cup | 2nd Round | Tue 05 Oct | Charlton Ath. | 0 - 1 | Crystal Palace |
| Crystal Palace won 4-1 on aggregate |
| 1992/1993 | F.A. Cup | 3rd Round Replay | Wed 13 Jan | Charlton Ath. | 1 - 3 | Leeds Utd. |
| League Cup | 2nd Round | Wed 07 Oct | Charlton Ath. | 0 - 1 | Bury |
| Bury won 1-0 on aggregate |
| 1991/1992 | F.A. Cup | 4th Round Replay | Wed 05 Feb | Sheff. Utd. | 3 - 1 | Charlton Ath. |
| League Cup | 2nd Round | Wed 09 Oct | Norwich City | 3 - 0 | Charlton Ath. |
| Norwich City won 5-0 on aggregate |
| 1990/1991 | F.A. Cup | 3rd Round | Sat 05 Jan | Charlton Ath. | 1 - 2 | Everton |
| League Cup | 2nd Round | Tue 09 Oct | Leyton Orient | 1 - 0 | Charlton Ath. |
| Leyton Orient won 3-2 on aggregate |
| 1989/1990 | F.A. Cup | 4th Round | Sat 27 Jan | West Brom. | 1 - 0 | Charlton Ath. |
| League Cup | 3rd Round | Tue 24 Oct | Southampton | 1 - 0 | Charlton Ath. |
| 1988/1989 | F.A. Cup | 5th Round | Sat 18 Feb | Charlton Ath. | 0 - 1 | West Ham Utd. |
| League Cup | 3rd Round | Wed 02 Nov | Q.P.R. | 2 - 1 | Charlton Ath. |
| 1987/1988 | F.A. Cup | 3rd Round | Sat 09 Jan | West Ham Utd. | 2 - 0 | Charlton Ath. |
| League Cup | 3rd Round | Tue 27 Oct | Charlton Ath. | 0 - 1 | Bradford City |
| 1986/1987 | F.A. Cup | 3rd Round | Sat 10 Jan | Charlton Ath. | 1 - 2 | Walsall |
| League Cup | 4th Round | Tue 18 Nov | Arsenal | 2 - 0 | Charlton Ath. |
