Stadium: Center Court Round: 25 Ground: Grass
| ITF M15 Gaiba | 2021/06/08 11:20 | Andrea Picchione v Alessandro Pecci | 3-6,6-2,10-8 |
| ITF M15 Gaiba | 2021/06/07 13:35 | Andrea Picchione v Davide Pozzi | 6-3,7-5 |
| ITF M15 Monastir | 2021/05/10 12:30 | Francois Musitelli v Andrea Picchione | 6-2,6-4 |
| ITF M15 Monastir | 2021/05/10 08:00 | Laelson Rodrigues v Andrea Picchione | 4-6,2-6 |
| ITF M15 Monastir | 2021/05/04 08:00 | Andrea Picchione v Omni Kumar | 4-6,2-6 |
| ITF M15 Monastir | 2021/05/03 13:00 | Andrea Picchione v Nicolas Bruna | 6-2,6-4 |
| ITF M15 Monastir | 2021/05/02 12:00 | Andrea Picchione v Niklas Waldner | 6-2,6-4 |
| ITF M15 Monastir | 2021/04/26 13:30 | Andrea Picchione v Fabio Coelho | 6-7,3-6 |
| ITF M15 Sarajevo | 2021/06/02 10:40 | Tobias Simon v Federico Iannaccone | 1-6,3-6 |
| ITF M25 Meerbusch | 2021/04/15 13:25 | Tobias Simon v Tim Handel | 4-6,6-7 |
| ITF M25 Meerbusch | 2021/04/14 12:25 | Sebastian Prechtel v Tobias Simon | 5-7,6-3,3-6 |
| Challenger Lille | 2021/03/21 13:55 | Tobias Simon v Edan Leshem | 2-6,6-7 |
| ITF M15 Sharm El Sheikh | 2021/02/10 11:15 | Tobias Simon v Marek Gengel | 5-7,4-6 |
| ITF M15 Sharm El Sheikh | 2021/02/04 10:10 | Tobias Simon v Marko Tepavac | 4-6,2-6 |
| ITF M15 Sharm El Sheikh | 2021/02/03 12:50 | Tobias Simon v Remy Bertola | 6-2,6-4 |
| ITF M15 Bressuire | 2021/01/20 09:30 | Corentin Denolly v Tobias Simon | 7-6,7-6 |