| Brentford FC v Blackpool FC 28/08/1999 | View match | |
| Blackpool FC v Oxford United FC 30/08/1999 | View match | |
| Bristol City FC v Blackpool FC 04/09/1999 | View match | |
| Notts County FC v Blackpool FC 11/09/1999 | View match | |
| Blackpool FC v AFC Bournemouth 18/09/1999 | View match | |
| Blackpool FC v Wycombe Wanderers FC 25/09/1999 | View match | |
| Bristol Rovers FC v Blackpool FC 02/10/1999 | View match | |
| Chesterfield FC v Blackpool FC 09/10/1999 | View match | |
| Blackpool FC v Bury FC 16/10/1999 | £5.00 | |
| Blackpool FC v Oldham Athletic FC 19/10/1999 | View match | |
| Wycombe Wanderers FC v Blackpool FC 23/10/1999 | View match | |
| Blackpool FC v Stoke City FC 30/10/1999 | View match |