| Cambridge United FC v Stoke City FC 04/09/1999 | View match | |
| Chesterfield FC v Stoke City FC 11/09/1999 | View match | |
| Stoke City FC v Sheffield Wednesday FC 14/09/1999 | View match | |
| Stoke City FC v Wigan Athletic FC 18/09/1999 | View match | |
| Sheffield Wednesday FC v Stoke City FC 22/09/1999 | £2.50 | |
| Sheffield Wednesday FC v Stoke City FC 22/09/1999 | £4.00 | |
| Wrexham FC v Stoke City FC 25/09/1999 | View match | |
| Stoke City FC v Scunthorpe United FC 02/10/1999 | View match | |
| Stoke City FC v Reading FC 09/10/1999 | View match | |
| AFC Bournemouth v Stoke City FC 16/10/1999 | View match | |
| Cardiff City FC v Stoke City FC 19/10/1999 | View match | |
| Stoke City FC v Wrexham FC 23/10/1999 | View match |