| 1. Round | 07/08/1998 | Portsmouth FC | - | Watford FC | 1:2 | ||||
| 2. Round | 14/08/1998 | Watford FC | - | Bradford City | 1:0 | ||||
| 4. Round | 27/08/1998 | Watford FC | - | Wolverhampton Wanderers | 0:2 |  |
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| 28. Round | 15/01/1999 | Wolverhampton Wanderers | - | Watford FC | 0:0 | ||||
| 32. Round | 19/02/1999 | Queens Park Rangers | - | Watford FC | 1:2 | ||||
| 33. Round | 25/02/1999 | Watford FC | - | Swindon Town | 0:1 | ||||
| 34. Round | 01/03/1999 | Ipswich Town | - | Watford FC | 3:2 |
England