| AFC Bournemouth v Wrexham FC 08/05/1999 | View match | |
| AFC Bournemouth v Cambridge United FC 07/08/1999 | View match | |
| AFC Bournemouth v Barnet FC 10/08/1999 | View match | |
| Bristol City FC v AFC Bournemouth 14/08/1999 | View match | |
| AFC Bournemouth v Colchester United FC 21/08/1999 | View match | |
| Barnet FC v AFC Bournemouth 24/08/1999 | View match | |
| Scunthorpe United FC v AFC Bournemouth 28/08/1999 | View match | |
| AFC Bournemouth v Luton Town FC 31/08/1999 | View match | |
| Burnley FC v AFC Bournemouth 03/09/1999 | View match | |
| AFC Bournemouth v Reading FC 11/09/1999 | View match | |
| Charlton Athletic FC v AFC Bournemouth 14/09/1999 | £5.50 | |
| Blackpool FC v AFC Bournemouth 18/09/1999 | View match |