| UTR Pro Dubai | 01/30 06:30 | - | Henning, Benedikt v 슬블리아크, 고라즈드 | 2-6,6-3,6-4 | |
| ITF M15 Cairo | 01/25 14:40 | 25 | 바예호, 아돌포 다니엘 v Henning, Benedikt | 6-3,7-6 | |
| ITF M15 Antalya | 11/20 06:00 | 62 | 포페안가, 드라고스 페트레 v Henning, Benedikt | Retired | |
| ITF M15 Al Zahra | 11/04 09:30 | 27 | Henning, Benedikt v 아틀란게리에브, 베칸 | 4-6,0-6 | |
| ITF M15 Al Zahra | 11/03 07:00 | 26 | Bielinskyi, Viacheslav v Henning, Benedikt | 3-6,2-6 | |
| ITF M15 Al Zahra | 11/02 08:55 | 25 | Henning, Benedikt v Patrik Oplustil | 6-1,6-2 | |
| ITF M15 Antalya | 10/23 07:00 | 62 | 디 나탈, 기안 마티아스 v Henning, Benedikt | 6-3,6-2 | |
| ITF M15 Antalya | 10/17 12:40 | 62 | 알카야, 멜트 v Henning, Benedikt | 6-1,6-4 | |
| ITF M15 Antalya | 10/16 07:00 | 62 | Lukas Janousek v Henning, Benedikt | 0-6,1-6 | |
| Istanbul, Turkey | 09/11 11:15 | 14 | Atmane, Terence v Henning, Benedikt | 6-2,6-4 | |
| ITF M15 Constanta | 09/06 14:00 | 25 | Henning, Benedikt v 기마, 세바스티안 | 6-7,1-6 | |
| ITF M15 Malmo | 08/18 14:05 | 26 | 라지스키, 마치에이 v Henning, Benedikt | 6-3,7-6 | |
| ITF M15 Malmo | 08/16 11:30 | 25 | 레날드, 루카스 v Henning, Benedikt | 4-6,6-7 | |
| ITF M15 Helsinki | 08/11 07:00 | 26 | Henning, Benedikt v 보룸, 찰레스 | 2-6,0-6 | |
| ITF M15 Helsinki | 08/10 07:00 | 25 | Henning, Benedikt v 데니소브, 이반 | 3-6,7-5,6-0 | |
| ITF M25 Kassel | 07/12 10:55 | 54 | 바레나, 알렉스 v Henning, Benedikt | 6-2,6-2 | |
| ITF M25 Kassel | 07/11 10:30 | 54 | Henning, Benedikt v Hess, Sean | 7-5,6-1 | |
| ITF M15 Vaasa | 06/01 08:35 | 25 | Henning, Benedikt v 아틀란게리에브, 베칸 | 3-6,3-6 | |
| ITF M25 Netanya | 05/25 11:55 | 25 | Henning, Benedikt v 다데드, 단 | Retired | |
| Tunis, Tunisia | 05/15 10:40 | 14 | Henning, Benedikt v 산체즈 조벨, 카를로스 | 2-6,2-6 | |
| ITF M15 Monastir | 05/10 11:25 | 25 | 스첼, 니클라스 v Henning, Benedikt | 7-6,6-3 | |
| ITF M15 Dubrovnik | 04/06 07:30 | 25 | Henning, Benedikt v 기마, 세바스티안 | 4-6,2-6 | |
| ITF M15 Dubrovnik | 04/05 07:55 | 44 | 발세치, 파울 v Henning, Benedikt | 2-6,2-6 | |
| ITF M15 Dubrovnik | 04/04 13:15 | 44 | 카우프만, 한스 페터 v Henning, Benedikt | 3-6,1-6 | |
| ITF M15 Dubrovnik | 04/03 14:15 | 44 | 알렌, 루이스 v Henning, Benedikt | 3-6,4-6 | |
| Marrakech, Singles M-ITF-MAR-02A | 03/21 12:00 | 44 | Henning, Benedikt v 사다오우이, 메흐디 | 1-6,6-4,4-10 | |
| ITF M15 Marrakech Qual | 03/20 12:40 | 44 | Henning, Benedikt v Ruari McLennan | 6-1,6-1 | |
| Marrakech, Singles M-ITF-MAR-02A | 03/15 09:45 | 44 | Rodriguez, Lorenzo Joaquin v Henning, Benedikt | 7-5,4-6,10-7 | |
| Marrakech, Singles M-ITF-MAR-02A | 03/14 11:40 | 44 | Federico Valle v Henning, Benedikt | 6-7,4-6 | |
| Marrakech, Singles M-ITF-MAR-02A | 03/13 10:00 | 44 | Gianluca Coloma-Heck v Henning, Benedikt | 2-6,2-6 |