Stadium: Court 4 Round: 24 Ground: Clay
| ITF Italy F24 | 2016/08/09 12:00 | Jeremy Jahn v Enrico Dalla Valle | 7-6,6-4 |
| Challenger Szczecin | 2019/09/13 12:00 | Albert Ramos-Vinolas v Jeremy Jahn | 7-6,6-2 |
| Challenger Szczecin | 2019/09/12 12:45 | Jeremy Jahn v Gianluca Mager | 6-1,2-6,6-4 |
| Challenger Szczecin | 2019/09/11 08:00 | Rudolf Molleker v Jeremy Jahn | 4-6,3-6 |
| Challenger Szczecin | 2019/09/10 14:00 | Vít Kopřiva v Jeremy Jahn | 5-7,4-6 |
| ITF M25 La Marsa | 2019/09/06 10:00 | Bruno Santanna v Jeremy Jahn | 6-1,6-2 |
| ITF M25 La Marsa | 2019/09/05 14:35 | Wilson Leite v Jeremy Jahn | 4-6,2-6 |
| ITF M25 La Marsa | 2019/09/04 09:00 | Mathis Moysan v Jeremy Jahn | 0-6,2-6 |
| Challenger Mallorca | 2019/08/26 12:35 | Jeremy Jahn v Botic Van De Zandschulp | 2-6,7-5,0-6 |
| Challenger Szczecin | 2019/09/10 17:25 | Enrico Dalla Valle v Pavel Nejedly | 1-6,6-3,3-6 |
| ITF M25 Trieste | 2019/09/04 16:45 | Tomas Barrios Vera v Enrico Dalla Valle | 6-2,6-2 |
| ITF M25 Trieste | 2019/09/03 15:50 | Gianmarco Ferrari v Enrico Dalla Valle | 7-6,4-6,5-7 |
| Challenger Cordenons | 2019/08/14 12:50 | Enrico Dalla Valle v Markus Eriksson | 6-4,3-6,6-7 |
| Challenger Cordenons | 2019/08/12 13:30 | Jacopo Berrettini v Enrico Dalla Valle | 4-6,4-6 |
| Challenger Manerbio | 2019/08/05 11:45 | Enrico Dalla Valle v Chun Hsin Tseng | 6-7,4-6 |
| Challenger Sopot | 2019/07/30 08:00 | Christopher O'Connell v Enrico Dalla Valle | 6-0,6-2 |
| ITF M25 Pontedera | 2019/07/28 14:00 | Enrico Dalla Valle v Giulio Zeppieri | 7-6,7-5 |