1. Round | 07/08/1998 | Barnsley FC | - | West Bromwich Albion | 2:2 | ||||
2. Round | 14/08/1998 | Crewe Alexandra | - | Barnsley FC | 3:1 | ||||
3. Round | 20/08/1998 | Barnsley FC | - | Stockport County | 1:1 | ||||
4. Round | 28/08/1998 | Birmingham City | - | Barnsley FC | 0:0 | ||||
5. Round | 30/08/1998 | Barnsley FC | - | Oxford United | 1:0 | ||||
7. Round | 07/09/1998 | Barnsley FC | - | Norwich City | 1:3 | ||||
12. Round | 02/10/1998 | Barnsley FC | - | Bolton Wanderers | 2:2 | ||||
13. Round | 10/10/1998 | Barnsley FC | - | Port Vale FC | 0:2 | ||||
14. Round | 16/10/1998 | Sheffield United | - | Barnsley FC | 1:1 | ||||
15. Round | 19/10/1998 | Tranmere Rovers | - | Barnsley FC | 3:0 | ||||
32. Round | 19/02/1999 | Barnsley FC | - | Grimsby Town | 0:0 | ||||
34. Round | 02/03/1999 | Barnsley FC | - | Bradford City | 0:1 | ||||
37. Round | 12/03/1999 | Bury FC | - | Barnsley FC | 0:0 | ||||
38. Round | 19/03/1999 | Barnsley FC | - | Wolverhampton Wanderers | 2:3 | ||||
35. Round | 22/03/1999 | Barnsley FC | - | Bristol City | 2:0 | ||||
39. Round | 27/03/1999 | Portsmouth FC | - | Barnsley FC | 1:3 | ||||
43. Round | 15/04/1999 | Barnsley FC | - | Sunderland AFC | 1:3 |