| Crewe Alexandra FC v Crystal Palace FC 04/12/1999 | View match | |
| Crystal Palace FC v Ipswich Town FC 07/12/1999 | £2.50 | |
| Cambridge United FC v Crystal Palace FC 10/12/1999 | View match | |
| Crystal Palace FC v Fulham FC 18/12/1999 | £3.00 | |
| Charlton Athletic FC v Crystal Palace FC 26/12/1999 | £4.50 | |
| Charlton Athletic FC v Crystal Palace FC 26/12/1999 | £2.00 | |
| Crystal Palace FC v Walsall FC 28/12/1999 | View match | |
| Stockport County FC v Crystal Palace FC 03/01/2000 | View match | |
| Crystal Palace FC v Barnsley FC 15/01/2000 | View match | |
| Swindon Town FC v Crystal Palace FC 21/01/2000 | View match | |
| Crystal Palace FC v Huddersfield Town FC 29/01/2000 | £4.00 | |
| Wolverhampton Wanderers FC v Crystal Palace FC 05/02/2000 | View match |