Estadio: Court 1 Round: 44 Ground: Clay
| ITF M15 Ulcinj | 2021/09/20 08:00 | Lior Goldenberg v Leonardo Rossi | 1-6,1-6 |
| ITF M15 Ulcinj | 2021/09/19 08:00 | Stefano Reitano v Leonardo Rossi | 2-6,6-4,6-10 |
| ITF M15 Ulcinj | 2021/09/13 08:00 | Leonardo Rossi v Gabriele Piraino | 2-6,1-6 |
| ITF M15 Ulcinj | 2021/09/12 08:00 | Felipe Mikkelsen v Leonardo Rossi | 2-6,1-6 |
| ITF M25 Lesa | 2021/08/22 07:00 | Leonardo Rossi v Edoardo Zanada | 0-6,3-6 |
| ITF M15 Warmbad-Villach | 2021/08/17 13:00 | Franco Ribero v Leonardo Rossi | 3-6,6-4,10-4 |
| ITF M15 Warmbad-Villach | 2021/08/16 12:30 | Leonardo Rossi v Michalis Sakellaridis | 7-6,6-4 |
| ITF M25 Bolzano | 2021/08/02 07:05 | Augusto Virgili v Leonardo Rossi | 6-4,3-6,10-8 |
| ITF M15 Ulcinj | 2021/09/20 08:00 | Ervin H Eminefendic v Flemming Peters | 1-6,0-6 |
| ITF M15 Ulcinj | 2021/09/12 08:00 | Matthew Dellavedova v Flemming Peters | 6-3,0-6,10-6 |
| ITF M25 Poznan | 2021/08/24 08:00 | Ivan Kazakov v Flemming Peters | 2-6,7-5,10-3 |
| ITF M25 Poznan | 2021/08/22 08:00 | Thijmen Loof v Flemming Peters | 5-7,3-6 |
| ITF M15 Oldenzaal | 2021/08/15 07:30 | Zachary Eisinga v Flemming Peters | 6-0,6-3 |
| ITF M15 Sarajevo | 2021/05/30 10:30 | Matej Galik v Flemming Peters | 6-1,4-6,10-8 |
| ITF M25 Kiseljak | 2021/05/24 12:15 | Lilian Breut v Flemming Peters | 2-6,6-3,10-7 |
| ITF M25 Kiseljak | 2021/05/23 13:15 | Flemming Peters v Maxim Krapivin | 3-6,7-5,10-6 |