| MSV Duisburg beat 1860 München 3-0 (H) on 21 Nov 1999 |
| 1860 München beat Ulm 4-1 (H) on 21 Aug 1999 |
| Ulm beat Arminia Bielefeld 2-0 (H) on 18 Sep 1999 |
| Arminia Bielefeld beat Kaiserslautern 2-0 (A) on 27 Aug 1999 |
| Kaiserslautern beat Hamburger SV 2-0 (H) on 19 Sep 1999 |
| Hamburger SV beat Hertha Berlin 5-1 (H) on 11 Sep 1999 |
| Hertha Berlin beat Hansa Rostock 5-2 (H) on 15 Aug 1999 |
| Hansa Rostock beat Eintracht Frankfurt 3-1 (H) on 16 Oct 1999 |
| Eintracht Frankfurt beat Freiburg 3-2 (A) on 21 Aug 1999 |
| Freiburg beat Werder Bremen 2-1 (H) on 3 Oct 1999 |
| Werder Bremen beat Borussia Dortmund 3-1 (A) on 24 Oct 1999 |
| Borussia Dortmund beat VfL Wolfsburg 2-1 (H) on 21 Aug 1999 |
| VfL Wolfsburg beat Bayer Leverkusen 3-1 (H) on 2 Oct 1999 |
| Bayer Leverkusen beat Schalke 3-2 (H) on 11 Sep 1999 |
| Schalke beat SpVgg Unterhaching 1-0 (H) on 18 Sep 1999 |
| SpVgg Unterhaching beat VfB Stuttgart 2-0 (H) on 11 Sep 1999 |
| VfB Stuttgart beat Bayern München 1-0 (A) on 24 Sep 1999 |
| Bayern München beat MSV Duisburg 2-1 (A) on 11 Sep 1999 |
HWC: Thick arrows show the earliest chain of wins that passes through every team and returns to its start.