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| 01.10.1999 | 19:00 | 1. FC Köln | - | Waldhof Mannheim | 3:0 (2:0) | |
| 19:00 | FC St. Pauli | - | Kickers Offenbach | 1:1 (0:1) | ||
| 19:00 | Alemannia Aachen | - | Fortuna Köln | 1:1 (0:0) | ||
| 02.10.1999 | 15:30 | Karlsruher SC | - | 1. FSV Mainz 05 | 1:2 (0:0) | |
| 03.10.1999 | 15:00 | Stuttgarter Kickers | - | VfL Bochum | 0:0 (0:0) | |
| 15:00 | SpVgg Greuther Fürth | - | TeBe Berlin | 2:0 (2:0) | ||
| 15:00 | Rot-Weiß Oberhausen | - | Bor. Mönchengladbach | 1:1 (0:0) | ||
| 15:00 | Energie Cottbus | - | Chemnitzer FC | 2:4 (1:1) | ||
| 04.10.1999 | 20:15 | Hannover 96 | - | 1. FC Nürnberg | 2:0 (0:0) |
| # | Équipe | M. | G. | N. | P. | Buts | Diff. | Pts. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
SpVgg Greuther Fürth | 7 | 4 | 3 | 0 | 9:4 | 5 | 15 |
| 2 |
|
1. FC Köln | 7 | 4 | 2 | 1 | 13:7 | 6 | 14 |
| 3 |
|
Alemannia Aachen | 7 | 4 | 2 | 1 | 13:12 | 1 | 14 |
| 4 |
|
Hannover 96 | 7 | 4 | 1 | 2 | 14:9 | 5 | 13 |
| 5 |
|
1. FC Nürnberg | 7 | 4 | 1 | 2 | 10:7 | 3 | 13 |
| 6 |
|
Energie Cottbus | 7 | 4 | 0 | 3 | 13:6 | 7 | 12 |
| 7 |
|
TeBe Berlin | 7 | 3 | 3 | 1 | 11:9 | 2 | 12 |
| 8 |
|
Chemnitzer FC | 7 | 3 | 1 | 3 | 10:9 | 1 | 10 |
| 9 |
|
Karlsruher SC | 7 | 2 | 3 | 2 | 12:11 | 1 | 9 |
| 10 |
|
1. FSV Mainz 05 | 7 | 2 | 3 | 2 | 7:9 | -2 | 9 |
| 11 |
|
Stuttgarter Kickers | 7 | 2 | 3 | 2 | 7:11 | -4 | 9 |
| 12 |
|
VfL Bochum | 7 | 2 | 2 | 3 | 11:9 | 2 | 8 |
| 13 |
|
Bor. Mönchengladbach | 7 | 2 | 1 | 4 | 9:12 | -3 | 7 |
| 14 |
|
Fortuna Köln | 7 | 2 | 1 | 4 | 8:12 | -4 | 7 |
| 15 |
|
FC St. Pauli | 7 | 1 | 3 | 3 | 5:8 | -3 | 6 |
| 16 |
|
Rot-Weiß Oberhausen | 7 | 1 | 2 | 4 | 9:13 | -4 | 5 |
| 17 |
|
Waldhof Mannheim | 7 | 1 | 2 | 4 | 9:14 | -5 | 5 |
| 18 |
|
Kickers Offenbach | 7 | 0 | 3 | 4 | 5:13 | -8 | 3 |
