| Sa., 08.05.1999 | Chemnitzer FC - FSV Zwickau | 4:0 |
| Sa., 08.05.1999 | 1. FC Magdeburg - FC Carl Zeiss Jena | 4:2 |
| Sa., 08.05.1999 | 1. FC Union Berlin - FC Berlin | 0:2 |
| Sa., 08.05.1999 | FC Erzgebirge Aue - Dresdner SC | 1:1 |
| Sa., 08.05.1999 | FC Rot-Weiß Erfurt - FSV Lok Altmark Stendal | 5:1 |
| Sa., 08.05.1999 | 1. FC Dynamo Dresden - SD Croatia Berlin | 3:0 |
| Sa., 08.05.1999 | FC Sachsen Leipzig - SV Babelsberg 03 | 1:0 |
| Sa., 08.05.1999 | Spandauer SV - VFC Plauen | 1:3 |
| Sa., 08.05.1999 | Eisenhüttenstädter FC Stahl - VfB Leipzig | 0:0 |
| Sp. | S-U-N | Tore | Diff. | P | ||||
|---|---|---|---|---|---|---|---|---|
| 1. |  |  | Chemnitzer FC | 33 | 22-8-3 | 57:12 | 45 | 74 |
| 2. | |  | VfB Leipzig | 33 | 20-7-6 | 54:28 | 26 | 67 |
| 3. |  |  | 1. FC Magdeburg | 33 | 18-9-6 | 54:34 | 20 | 63 |
| 4. |  |  | FSV Zwickau | 33 | 19-6-8 | 53:34 | 19 | 63 |
| 5. | |  | VFC Plauen | 33 | 16-10-7 | 55:41 | 14 | 58 |
| 6. | |  | 1. FC Union Berlin | 33 | 17-5-11 | 56:26 | 30 | 56 |
| 7. | |  | FC Erzgebirge Aue | 33 | 15-7-11 | 46:36 | 10 | 52 |
| 8. | |  | FC Berlin | 33 | 14-8-11 | 45:37 | 8 | 50 |
| 9. | |  | FC Carl Zeiss Jena | 33 | 13-8-12 | 35:37 | -2 | 47 |
| 10. | |  | FC Rot-Weiß Erfurt | 33 | 12-9-12 | 40:43 | -3 | 45 |
| 11. | |  | 1. FC Dynamo Dresden | 33 | 10-7-16 | 42:43 | -1 | 37 |
| 12. | |  | FSV Lok Altmark Stendal | 33 | 11-4-18 | 32:55 | -23 | 37 |
| 13. | |  | FC Sachsen Leipzig | 33 | 8-11-14 | 41:57 | -16 | 35 |
| 14. | |  | SV Babelsberg 03 | 33 | 7-12-14 | 35:49 | -14 | 33 |
| 15. | |  | Dresdner SC | 33 | 8-9-16 | 29:50 | -21 | 33 |
| 16. | |  | Spandauer SV | 33 | 6-9-18 | 30:52 | -22 | 27 |
| 17. | |  | Eisenhüttenstädter FC Stahl | 33 | 4-10-19 | 30:61 | -31 | 22 |
| 18. | |  | SD Croatia Berlin | 33 | 6-3-24 | 20:59 | -39 | 21 |