| Fr., 19.11.1999 | SV Waldhof Mannheim - Tennis Borussia Berlin | 0:0 |
| Fr., 19.11.1999 | SC Fortuna Köln - Stuttgarter Kickers | 1:1 |
| Fr., 19.11.1999 | Hannover 96 - FC St. Pauli | 1:2 |
| Fr., 19.11.1999 | Kickers Offenbach - VfL Bochum | 2:1 |
| Sa., 20.11.1999 | Borussia Mönchengladbach - FC Energie Cottbus | 2:2 |
| Sa., 20.11.1999 | FSV Mainz 05 - SpVgg Greuther Fürth | 1:0 |
| So., 21.11.1999 | Karlsruher SC - Alemannia Aachen | 0:0 |
| So., 21.11.1999 | 1. FC Nürnberg - Rot-Weiß Oberhausen | 2:1 |
| Mo., 22.11.1999 | Chemnitzer FC - 1. FC Köln | 1:3 |
| Sp. | S-U-N | Tore | Diff. | P | ||||
|---|---|---|---|---|---|---|---|---|
| 1. |  |  | 1. FC Köln | 12 | 8-3-1 | 26:9 | 17 | 27 |
| 2. | |  | FC Energie Cottbus | 12 | 8-1-3 | 26:13 | 13 | 25 |
| 3. | |  | Tennis Borussia Berlin | 12 | 5-5-2 | 22:16 | 6 | 20 |
| 4. |  |  | 1. FC Nürnberg | 12 | 6-2-4 | 20:22 | -2 | 20 |
| 5. | |  | Alemannia Aachen | 12 | 5-4-3 | 21:21 | 0 | 19 |
| 6. |  |  | Chemnitzer FC | 12 | 5-3-4 | 17:16 | 1 | 18 |
| 7. | |  | FSV Mainz 05 | 12 | 4-6-2 | 14:13 | 1 | 18 |
| 8. | |  | Hannover 96 | 12 | 5-2-5 | 19:16 | 3 | 17 |
| 9. | |  | SpVgg Greuther Fürth | 12 | 4-5-3 | 9:8 | 1 | 17 |
| 10. | |  | Stuttgarter Kickers | 12 | 4-4-4 | 16:20 | -4 | 16 |
| 11. | |  | VfL Bochum | 12 | 4-2-6 | 19:21 | -2 | 14 |
| 12. | |  | SV Waldhof Mannheim | 12 | 3-4-5 | 15:19 | -4 | 13 |
| 13. | |  | SC Fortuna Köln | 12 | 3-4-5 | 11:16 | -5 | 13 |
| 14. | |  | Borussia Mönchengladbach | 12 | 3-3-6 | 16:20 | -4 | 12 |
| 15. | |  | FC St. Pauli | 12 | 2-6-4 | 11:15 | -4 | 12 |
| 16. | |  | Karlsruher SC | 12 | 2-5-5 | 19:21 | -2 | 11 |
| 17. | |  | Rot-Weiß Oberhausen | 12 | 2-4-6 | 11:17 | -6 | 10 |
| 18. | |  | Kickers Offenbach | 12 | 2-3-7 | 9:18 | -9 | 9 |