| Walsall FC v Birmingham City FC 08/10/1999 | View match | |
| Birmingham City FC v Newcastle United FC 12/10/1999 | View match | |
| Birmingham City FC v Crystal Palace FC 16/10/1999 | View match | |
| Birmingham City FC v Manchester City FC 19/10/1999 | £8.00 | |
| Grimsby Town FC v Birmingham City FC 23/10/1999 | View match | |
| Queens Park Rangers FC v Birmingham City FC 27/10/1999 | £5.00 | |
| Birmingham City FC v Charlton Athletic FC 30/10/1999 | View match | |
| Portsmouth FC v Birmingham City FC 06/11/1999 | View match | |
| Barnsley FC v Birmingham City FC 20/11/1999 | View match | |
| Birmingham City FC v Tranmere Rovers FC 23/11/1999 | View match | |
| Birmingham City FC v Swindon Town FC 27/11/1999 | View match | |
| Birmingham City FC v West Ham United FC 30/11/1999 | £5.00 |