| 2. Round | 10/08/2018 | FC St. Pauli | - | SV Darmstadt 98 | 2:0 | ||||
| 4. Round | 02/09/2018 | 1. FC Heidenheim 1846 | - | SV Darmstadt 98 | 0:1 | ||||
| 6. Round | 22/09/2018 | Dynamo Dresden | - | SV Darmstadt 98 | 4:1 | ||||
| 7. Round | 25/09/2018 | SV Darmstadt 98 | - | Arminia Bielefeld | 1:2 | ||||
| 8. Round | 28/09/2018 | Holstein Kiel | - | SV Darmstadt 98 | 4:2 | ||||
| 9. Round | 05/10/2018 | SV Darmstadt 98 | - | Hamburger SV | 1:2 | ||||
| 10. Round | 21/10/2018 | Jahn Regensburg | - | SV Darmstadt 98 | 1:1 | ||||
| 11. Round | 26/10/2018 | SV Darmstadt 98 | - | SpVgg Greuther Fürth | 2:0 | ||||
| 12. Round | 03/11/2018 | SV Darmstadt 98 | - | 1. FC Magdeburg | 3:1 | ||||
| 13. Round | 12/11/2018 | VfL Bochum | - | SV Darmstadt 98 | 1:0 |  |
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| 14. Round | 24/11/2018 | SV Darmstadt 98 | - | 1. FC Köln | 0:3 | |
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| 15. Round | 01/12/2018 | 1. FC Union Berlin | - | SV Darmstadt 98 | 3:1 | ||||
| 16. Round | 08/12/2018 | SV Darmstadt 98 | - | FC Ingolstadt 04 | 1:1 | ||||
| 18. Round | 23/12/2018 | SC Paderborn 07 | - | SV Darmstadt 98 | 6:2 | ||||
| 19. Round | 29/01/2019 | SV Darmstadt 98 | - | FC St. Pauli | 2:1 |
Germany