| Kickers Offenbach beat Greuther Fürth 1-0 (H) on 31 Oct 1999 |
| Greuther Fürth beat TeBe Berlin 2-0 (H) on 3 Oct 1999 |
| TeBe Berlin beat St Pauli 2-0 (H) on 10 Sep 1999 |
| St Pauli beat Waldhof Mannheim 3-1 (A) on 26 Sep 1999 |
| Waldhof Mannheim beat Chemnitzer 4-0 (H) on 20 Aug 1999 |
| Chemnitzer beat Karlsruhe 2-1 (A) on 24 Oct 1999 |
| Karlsruhe beat Borussia Mönchengladbach 3-0 (H) on 30 Aug 1999 |
| Borussia Mönchengladbach beat Köln 3-1 (H) on 27 Sep 1999 |
| Köln beat Rot Weiß Oberhausen 1-0 (H) on 14 Aug 1999 |
| Rot Weiß Oberhausen beat VfL Bochum 3-0 (H) on 17 Sep 1999 |
| VfL Bochum beat Alemannia Aachen 5-0 (H) on 20 Aug 1999 |
| Alemannia Aachen beat Stuttgarter Kickers 4-1 (H) on 15 Aug 1999 |
| Stuttgarter Kickers beat Energie Cottbus 1-0 (H) on 26 Sep 1999 |
| Energie Cottbus beat Fortuna Köln 2-0 (H) on 13 Aug 1999 |
| Fortuna Köln beat Mainz 2-1 (H) on 22 Aug 1999 |
| Mainz beat Hannover 1-0 (H) on 24 Sep 1999 |
| Hannover beat Nürnberg 2-0 (H) on 4 Oct 1999 |
| Nürnberg beat Kickers Offenbach 3-1 (A) on 23 Aug 1999 |
HWC: Thick arrows show the earliest chain of wins that passes through every team and returns to its start.