| 1. Round | 04/08/1999 | 1. FC Saarbrücken | - | Fortuna Düsseldorf | 1:1 | ||||
| 3. Round | 11/08/1999 | 1. FC Saarbrücken | - | FSV Salmrohr | 2:0 | ||||
| 4. Round | 15/08/1999 | SC Verl | - | 1. FC Saarbrücken | 0:0 | ||||
| 2. Round | 25/08/1999 | KFC Uerdingen 05 | - | 1. FC Saarbrücken | 1:3 | ||||
| 6. Round | 29/08/1999 | Bayer Leverkusen II | - | 1. FC Saarbrücken | 0:1 | ||||
| 11. Round | 03/10/1999 | Sportfreunde Siegen | - | 1. FC Saarbrücken | 1:0 | ||||
| 16. Round | 07/11/1999 | 1. FC Saarbrücken | - | SC Paderborn 07 | 3:0 |  |
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| 17. Round | 13/11/1999 | SV 07 Elversberg | - | 1. FC Saarbrücken | 0:5 |
Germany