| 1. Round | 09/08/1999 | Lincoln City | - | Barnsley FC | 2:4 |  |
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| 1. Round | 23/08/1999 | Barnsley FC | - | Lincoln City | 2:2 | ||||
| 2. Round | 13/09/1999 | Barnsley FC | - | Stockport County | 1:1 | ||||
| 2. Round | 20/09/1999 | Stockport County | - | Barnsley FC | 3:3 aet |
| 1. Round | 09/08/1999 | Lincoln City | - | Barnsley FC | 2:4 | |
|||
| 1. Round | 23/08/1999 | Barnsley FC | - | Lincoln City | 2:2 | ||||
| 2. Round | 13/09/1999 | Barnsley FC | - | Stockport County | 1:1 | ||||
| 2. Round | 20/09/1999 | Stockport County | - | Barnsley FC | 3:3 aet |
| Robertus Petrus van der Laan | |
| Born: | 05.09.1968 |
| Place of birth: |
Schiedam, 
Netherlands |
| Nationality: |
Netherlands
|
| Height: | 180 cm |
| Weight: | 78 kg |
| Position(s): | Offensive Midfielder |