| Charlton Athletic FC v Tranmere Rovers FC 26/10/1999 | £5.00 | |
| Charlton Athletic FC v Walsall FC 06/11/1999 | £4.50 | |
| Charlton Athletic FC v Manchester City FC 20/11/1999 | £5.50 | |
| Charlton Athletic FC v Port Vale FC 27/11/1999 | £4.50 | |
| Charlton Athletic FC v Blackburn Rovers FC 30/11/1999 | £4.00 | |
| Charlton Athletic FC v Swindon Town FC 11/12/1999 | £4.50 | |
| Queens Park Rangers FC v Charlton Athletic FC 18/12/1999 | £6.50 | |
| Charlton Athletic FC v Crystal Palace FC 26/12/1999 | £4.50 | |
| Charlton Athletic FC v Crystal Palace FC 26/12/1999 | £2.00 | |
| 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 | |
| Charlton Athletic FC v Queens Park Rangers FC 08/01/2000 | £6.00 |