| 1. Round | 07/08/1998 | Bristol City | - | Oxford United | 2:2 | ||||
| 2. Round | 14/08/1998 | Queens Park Rangers | - | Bristol City | 1:1 |  |
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| 3. Round | 21/08/1998 | Bristol City | - | Watford FC | 1:4 | ||||
| 4. Round | 28/08/1998 | Tranmere Rovers | - | Bristol City | 1:1 | ||||
| 5. Round | 30/08/1998 | Bristol City | - | Huddersfield Town | 1:2 | ||||
| 6. Round | 04/09/1998 | Swindon Town | - | Bristol City | 3:2 | ||||
| 7. Round | 07/09/1998 | Sunderland AFC | - | Bristol City | 1:1 | ||||
| 8. Round | 12/09/1998 | Bristol City | - | West Bromwich Albion | 1:3 | ||||
| 27. Round | 08/01/1999 | Oxford United | - | Bristol City | 0:0 | ||||
| 35. Round | 22/03/1999 | Barnsley FC | - | Bristol City | 2:0 |
England