| 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 | |
| Coventry City FC v Charlton Athletic FC 29/01/2000 | View match | |
| Stockport County FC v Charlton Athletic FC 05/02/2000 | View match | |
| Charlton Athletic FC v Wolverhampton Wanderers FC 12/02/2000 | £4.50 | |
| Charlton Athletic FC v Fulham FC 15/02/2000 | £5.00 | |
| Bolton Wanderers FC v Charlton Athletic FC 19/02/2000 | £4.50 |