[5] Rot-Weiss Walldorf 1-4 Karacabey Birlikspor AS [15] 2019-06-19 17:00
Stadium: Stadion an der Okrifteler Strasse Round: 13
Away History
| Germany Regionalliga South West | 2019/05/18 12:00 | Saarbrucken v Hessen Dreieich | L | 3-1 |
| Germany Regionalliga South West | 2019/05/11 12:00 | Hessen Dreieich v Freiburg II | L | 0-5 |
| Germany Regionalliga South West | 2019/05/04 12:00 | FSV Frankfurt v Hessen Dreieich | L | 5-1 |
| Germany Regionalliga South West | 2019/04/28 12:00 | VfB Stuttgart II v Hessen Dreieich | L | 3-0 |
| Germany Regionalliga South West | 2019/04/20 12:00 | Hessen Dreieich v TSG 1899 Hoffenheim II | L | 1-4 |
| Germany Regionalliga South West | 2019/04/13 12:00 | SSV Ulm 1846 v Hessen Dreieich | L | 5-0 |
| Germany Regionalliga South West | 2019/04/05 17:00 | Hessen Dreieich v Mainz II | L | 1-3 |
| Germany Regionalliga South West | 2019/03/30 13:00 | FC Astoria Walldorf v Hessen Dreieich | L | 5-0 |