23. Round | 11/12/1998 | Ipswich Town | - | Barnsley FC | 0:2 | ||||
24. Round | 18/12/1998 | Barnsley FC | - | Swindon Town | 1:3 | ||||
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 | ||||
30. Round | 05/02/1999 | Barnsley FC | - | Crewe Alexandra | 2:2 | ||||
31. Round | 15/02/1999 | Norwich City | - | Barnsley FC | 0:0 | ||||
32. Round | 19/02/1999 | Barnsley FC | - | Grimsby Town | 0:0 | ||||
38. Round | 19/03/1999 | Barnsley FC | - | Wolverhampton Wanderers | 2:3 | ||||
40. Round | 02/04/1999 | Barnsley FC | - | Sheffield United | 2:1 | ||||
41. Round | 04/04/1999 | Port Vale FC | - | Barnsley FC | 1:0 |