Stadium: Center Court Round: 28 Ground: Carpet indoor
| Challenger Ortisei | 2019/11/12 12:00 | Elliot Benchetrit v Julian Ocleppo | 6-3,6-0 |
| Challenger Ortisei | 2019/11/11 12:45 | Andrea Arnaboldi v Julian Ocleppo | 4-6,2-6 |
| ITF M15 Sharm El Sheikh | 2019/11/02 08:00 | Julian Ocleppo v Pablo Vivero Gonzalez | 5-7,3-6 |
| ITF M15 Sharm El Sheikh | 2019/11/01 08:30 | Julian Ocleppo v Giovanni Fonio | 2-6,6-3,6-3 |
| ITF M15 Sharm El Sheikh | 2019/10/31 08:00 | Julian Ocleppo v Cheng-Yu Yu | 6-2,6-3 |
| ITF M15 Sharm El Sheikh | 2019/10/30 10:30 | Julian Ocleppo v Piotr Matuszewski | 4-6,7-6,6-4 |
| ITF M15 Sharm El Sheikh | 2019/10/26 08:00 | Pablo Vivero Gonzalez v Julian Ocleppo | 6-4,6-4 |
| ITF M15 Sharm El Sheikh | 2019/10/25 08:00 | Billy Harris v Julian Ocleppo | 6-7,6-4,6-7 |
| Challenger Bratislava | 2019/11/04 10:20 | Federico Gaio v Ruben Bemelmans | 1-6,6-4,6-3 |
| Challenger Eckental | 2019/10/29 17:40 | Ruben Bemelmans v Oscar Otte | 6-4,2-6,3-6 |
| Challenger Eckental | 2019/10/28 14:15 | Ruben Bemelmans v Aslan Karatsev | 6-2,6-3 |
| Challenger Hamburg | 2019/10/23 08:00 | Ruben Bemelmans v Elias Ymer | 7-6,6-7,3-6 |
| Challenger Hamburg | 2019/10/21 14:55 | John-Patrick Smith v Ruben Bemelmans | 5-7,4-6 |
| ATP Antwerp | 2019/10/13 14:35 | Marius Copil v Ruben Bemelmans | 6-4,6-4 |
| Challenger Nur-Sultan 2 | 2019/10/05 06:00 | Illya Marchenko v Ruben Bemelmans | 1-6,7-6,6-4 |
| Challenger Nur-Sultan 2 | 2019/10/04 05:00 | Ruben Bemelmans v Evgeny Donskoy | 6-1,3-6,6-3 |