| Charlton Athletic FC v Blackburn Rovers FC 30/11/1999 | £4.00 | |
| Barnsley FC v Charlton Athletic FC 04/12/1999 | View match | |
| Charlton Athletic FC v Swindon Town FC 11/12/1999 | £4.50 | |
| Queens Park Rangers FC v Charlton Athletic FC 18/12/1999 | View match | |
| Charlton Athletic FC v Crystal Palace FC 26/12/1999 | £4.50 | |
| Charlton Athletic FC v Crystal Palace FC 26/12/1999 | £2.00 | |
| Huddersfield Town FC v Charlton Athletic FC 28/12/1999 | View match | |
| Charlton Athletic FC v Nottingham Forest FC 03/01/2000 | £5.50 | |
| Charlton Athletic FC v Queens Park Rangers FC 08/01/2000 | £5.00 | |
| Wolverhampton Wanderers FC v Charlton Athletic FC 11/01/2000 | View match | |
| Charlton Athletic FC v Crewe Alexandra FC 15/01/2000 | £4.50 | |
| Norwich City FC v Charlton Athletic FC 22/01/2000 | View match |