| 1. Round | 09/08/1999 | Walsall FC | - | Plymouth Argyle | 4:1 |  |
|||
| 1. Round | 23/08/1999 | Plymouth Argyle | - | Walsall FC | 1:4 | |
|||
| 2. Round | 13/09/1999 | Sunderland AFC | - | Walsall FC | 3:2 | ||||
| 2. Round | 20/09/1999 | Walsall FC | - | Sunderland AFC | 0:5 |
| 1. Round | 09/08/1999 | Walsall FC | - | Plymouth Argyle | 4:1 | |
|||
| 1. Round | 23/08/1999 | Plymouth Argyle | - | Walsall FC | 1:4 | |
|||
| 2. Round | 13/09/1999 | Sunderland AFC | - | Walsall FC | 3:2 | ||||
| 2. Round | 20/09/1999 | Walsall FC | - | Sunderland AFC | 0:5 |
| Sigurður Ragnar Eyjólfsson | |
| Born: | 01.12.1973 |
| Place of birth: |
Reykjavík, 
Iceland |
| Nationality: |
Iceland
|
| Height: | 188 cm |
| Weight: | 79 kg |