1. Round | 07/08/1999 | Walsall FC | - | Swindon Town | 0:0 | ||||
2. Round | 15/08/1999 | Swindon Town | - | Ipswich Town | 1:4 | ||||
6. Round | 28/09/1999 | Swindon Town | - | Blackburn Rovers | 2:1 | ||||
10. Round | 02/10/1999 | Swindon Town | - | Bolton Wanderers | 0:4 | ||||
20. Round | 23/11/1999 | Swindon Town | - | Charlton Athletic | 1:2 | ||||
23. Round | 18/12/1999 | Manchester City | - | Swindon Town | 3:0 | ||||
24. Round | 26/12/1999 | Swindon Town | - | Portsmouth FC | 1:1 | ||||
25. Round | 28/12/1999 | Tranmere Rovers | - | Swindon Town | 3:1 | ||||
26. Round | 03/01/2000 | Swindon Town | - | Queens Park Rangers | 0:1 | ||||
27. Round | 15/01/2000 | Ipswich Town | - | Swindon Town | 3:0 | ||||
29. Round | 29/01/2000 | West Bromwich Albion | - | Swindon Town | 1:1 | ||||
30. Round | 05/02/2000 | Swindon Town | - | Grimsby Town | 0:1 | ||||
31. Round | 12/02/2000 | Blackburn Rovers | - | Swindon Town | 0:0 |