3. Round | 21/08/1999 | Crystal Palace | - | Swindon Town | 1:2 | ||||
4. Round | 28/08/1999 | Swindon Town | - | West Bromwich Albion | 1:2 | ||||
5. Round | 30/08/1999 | Grimsby Town | - | Swindon Town | 1:0 | ||||
7. Round | 11/09/1999 | Swindon Town | - | Nottingham Forest | 0:0 | ||||
8. Round | 18/09/1999 | Crewe Alexandra | - | Swindon Town | 2:1 | ||||
9. Round | 25/09/1999 | Port Vale FC | - | Swindon Town | 2:0 | ||||
14. Round | 23/10/1999 | Swindon Town | - | Sheffield United | 2:2 | ||||
23. Round | 18/12/1999 | Manchester City | - | Swindon Town | 3:0 | ||||
24. Round | 26/12/1999 | Swindon Town | - | Portsmouth FC | 1:1 | ||||
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 | ||||
32. Round | 19/02/2000 | Swindon Town | - | Birmingham City | 1:4 | ||||
33. Round | 26/02/2000 | Swindon Town | - | Crewe Alexandra | 0:1 | ||||
34. Round | 04/03/2000 | Nottingham Forest | - | Swindon Town | 3:1 | ||||
38. Round | 22/03/2000 | Norwich City | - | Swindon Town | 0:2 | ||||
45. Round | 29/04/2000 | Swindon Town | - | Barnsley FC | 1:2 | ||||
46. Round | 07/05/2000 | Sheffield United | - | Swindon Town | 2:2 |