| Reading FC v Cambridge United FC 15/01/2000 | View match | |
| Luton Town FC v Reading FC 22/01/2000 | £4.50 | |
| Reading FC v Colchester United FC 29/01/2000 | View match | |
| Preston North End FC v Reading FC 05/02/2000 | View match | |
| Blackpool FC v Reading FC 08/02/2000 | View match | |
| Reading FC v Millwall FC 12/02/2000 | View match | |
| Scunthorpe United FC v Reading FC 19/02/2000 | View match | |
| Chesterfield FC v Reading FC 26/02/2000 | View match | |
| Reading FC v AFC Bournemouth 04/03/2000 | View match | |
| Oxford United FC v Reading FC 07/03/2000 | View match | |
| Reading FC v Brentford FC 11/03/2000 | View match | |
| Burnley FC v Reading FC 18/03/2000 | View match |