Stadium: Campo Centrale Round: 14 Ground: Clay
| Challenger Hamburg | 2020/10/28 16:00 | Henri Laaksonen v Tobias Kamke | 7-6,7-5 |
| Challenger Hamburg | 2020/10/27 13:05 | Prajnesh Gunneswaran v Tobias Kamke | 6-3,4-6,1-6 |
| Challenger Hamburg | 2020/10/25 12:50 | Illya Marchenko v Tobias Kamke | 7-6,3-6,0-6 |
| Challenger Hamburg | 2020/10/24 17:30 | Julian Lenz v Tobias Kamke | 3-6,1-6 |
| Challenger Ismaning | 2020/10/23 10:30 | Botic Van De Zandschulp v Tobias Kamke | 6-3,3-6,7-6 |
| Challenger Ismaning | 2020/10/22 13:30 | Tobias Kamke v Yannick Hanfmann | 6-1,6-4 |
| Challenger Ismaning | 2020/10/20 11:00 | Constant Lestienne v Tobias Kamke | 4-6,2-6 |
| French Open | 2020/09/21 08:00 | Marc Polmans v Tobias Kamke | 6-2,6-2 |
| ITF M15 Antalya | 2020/12/04 07:00 | Flavio Cobolli v Filip Misolic | 4-6,0-6 |
| ITF M15 Antalya | 2020/12/03 10:00 | Yanki Erel v Flavio Cobolli | 3-6,2-6 |
| ITF M15 Antalya | 2020/12/02 07:00 | Martin Dimitrov v Flavio Cobolli | 0-6,4-6 |
| Challenger Parma 2 | 2020/10/31 15:30 | Tristan Lamasine v Flavio Cobolli | 6-2,6-1 |
| ITF M15 Sharm El Sheikh | 2020/10/28 13:25 | David Poljak v Flavio Cobolli | 7-6,4-6,7-5 |
| ITF M15 Sharm El Sheikh | 2020/10/23 07:00 | Pablo Vivero Gonzalez v Flavio Cobolli | 6-3,2-6,7-5 |
| ITF M15 Sharm El Sheikh | 2020/10/21 11:25 | Daniele Capecchi v Flavio Cobolli | 3-6,6-2,5-7 |
| ATP Rome | 2020/09/12 09:20 | Flavio Cobolli v Dominik Koepfer | 6-7,6-3,0-6 |