| Wrexham FC v Bristol Rovers FC 28/08/1999 | View match | |
| Wycombe Wanderers FC v Wrexham FC 31/08/1999 | View match | |
| Wrexham FC v Notts County FC 03/09/1999 | View match | |
| Luton Town FC v Wrexham FC 11/09/1999 | £6.00 | |
| Wrexham FC v Oxford United FC 18/09/1999 | View match | |
| Wrexham FC v Stoke City FC 25/09/1999 | View match | |
| Colchester United FC v Wrexham FC 01/10/1999 | View match | |
| Gillingham FC v Wrexham FC 09/10/1999 | View match | |
| Wrexham FC v Chesterfield FC 16/10/1999 | View match | |
| Wrexham FC v Wigan Athletic FC 19/10/1999 | View match | |
| Stoke City FC v Wrexham FC 23/10/1999 | View match | |
| Wrexham FC v Kettering Town 30/10/1999 | View match |