| 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 | |
| Charlton Athletic FC v Sheffield United FC 26/02/2000 | £4.50 | |
| Bolton Wanderers FC v Charlton Athletic FC 04/03/2000 | View match | |
| Walsall FC v Charlton Athletic FC 07/03/2000 | View match | |
| Charlton Athletic FC v Swindon Town FC 11/03/2000 | £4.50 | |
| Manchester City FC v Charlton Athletic FC 19/03/2000 | £4.00 | |
| Charlton Athletic FC v Grimsby Town FC 22/03/2000 | £4.50 | |
| Crystal Palace FC v Charlton Athletic FC 25/03/2000 | £3.00 |