| Wrexham FC v Brentford FC 06/11/1999 | View match | |
| Kettering Town v Wrexham FC 10/11/1999 | View match | |
| Millwall FC v Wrexham FC 12/11/1999 | View match | |
| Wrexham FC v Rochdale FC 20/11/1999 | View match | |
| Wrexham FC v Cambridge United FC 23/11/1999 | View match | |
| Oldham Athletic FC v Wrexham FC 27/11/1999 | View match | |
| Wrexham FC v Blackpool FC 04/12/1999 | View match | |
| Wrexham FC v Middlesbrough FC 11/12/1999 | £6.99 | |
| Reading FC v Wrexham FC 18/12/1999 | View match | |
| Wrexham FC v Preston North End FC 26/12/1999 | View match | |
| AFC Bournemouth v Wrexham FC 28/12/1999 | View match | |
| Wrexham FC v Bristol City FC 03/01/2000 | View match |