25. Round | 25/12/1998 | Stockport County | - | Barnsley FC | 0:1 | ||||
26. Round | 27/12/1998 | Barnsley FC | - | Queens Park Rangers | 1:0 | ||||
27. Round | 08/01/1999 | West Bromwich Albion | - | Barnsley FC | 2:0 | ||||
28. Round | 15/01/1999 | Barnsley FC | - | Birmingham City | 0:0 | ||||
29. Round | 29/01/1999 | Oxford United | - | Barnsley FC | 1:0 | ||||
33. Round | 27/02/1999 | Crystal Palace | - | Barnsley FC | 1:0 | ||||
34. Round | 02/03/1999 | Barnsley FC | - | Bradford City | 0:1 | ||||
36. Round | 08/03/1999 | Bolton Wanderers | - | Barnsley FC | 3:3 |