| Mi., 05.05.1999 | FC Carl Zeiss Jena - Chemnitzer FC | 0:0 |
| Mi., 05.05.1999 | VfB Leipzig - Spandauer SV | 2:2 |
| Mi., 05.05.1999 | FSV Zwickau - 1. FC Dynamo Dresden | 1:3 |
| Mi., 05.05.1999 | FC Berlin - FSV Lok Altmark Stendal | 0:1 |
| Mi., 05.05.1999 | Dresdner SC - FC Rot-Weiß Erfurt | 2:0 |
| Mi., 05.05.1999 | SV Babelsberg 03 - Eisenhüttenstädter FC Stahl | 1:1 |
| Mi., 05.05.1999 | SD Croatia Berlin - FC Sachsen Leipzig | 1:1 |
| Mi., 05.05.1999 | 1. FC Magdeburg - 1. FC Union Berlin | 3:2 |
| Mi., 05.05.1999 | VFC Plauen - FC Erzgebirge Aue | 2:4 |
| Sp. | S-U-N | Tore | Diff. | P | ||||
|---|---|---|---|---|---|---|---|---|
| 1. |  |  | Chemnitzer FC | 32 | 21-8-3 | 53:12 | 41 | 71 |
| 2. | |  | VfB Leipzig | 32 | 20-6-6 | 54:28 | 26 | 66 |
| 3. | |  | FSV Zwickau | 32 | 19-6-7 | 53:30 | 23 | 63 |
| 4. | |  | 1. FC Magdeburg | 32 | 17-9-6 | 50:32 | 18 | 60 |
| 5. | |  | 1. FC Union Berlin | 32 | 17-5-10 | 56:24 | 32 | 56 |
| 6. | |  | VFC Plauen | 32 | 15-10-7 | 52:40 | 12 | 55 |
| 7. | |  | FC Erzgebirge Aue | 32 | 15-6-11 | 45:35 | 10 | 51 |
| 8. | |  | FC Berlin | 32 | 13-8-11 | 43:37 | 6 | 47 |
| 9. | |  | FC Carl Zeiss Jena | 32 | 13-8-11 | 33:33 | 0 | 47 |
| 10. | |  | FC Rot-Weiß Erfurt | 32 | 11-9-12 | 35:42 | -7 | 42 |
| 11. | |  | FSV Lok Altmark Stendal | 32 | 11-4-17 | 31:50 | -19 | 37 |
| 12. |  |  | 1. FC Dynamo Dresden | 32 | 9-7-16 | 39:43 | -4 | 34 |
| 13. |  |  | SV Babelsberg 03 | 32 | 7-12-13 | 35:48 | -13 | 33 |
| 14. | |  | FC Sachsen Leipzig | 32 | 7-11-14 | 40:57 | -17 | 32 |
| 15. | |  | Dresdner SC | 32 | 8-8-16 | 28:49 | -21 | 32 |
| 16. | |  | Spandauer SV | 32 | 6-9-17 | 29:49 | -20 | 27 |
| 17. | |  | Eisenhüttenstädter FC Stahl | 32 | 4-9-19 | 30:61 | -31 | 21 |
| 18. | |  | SD Croatia Berlin | 32 | 6-3-23 | 20:56 | -36 | 21 |