Round: 44 Ground: Clay
| ITF M25 Antalya | 2022/03/06 07:00 | Leon Benedict v Mohamed Ali Abibsi | 4-6,7-5,8-10 |
| ITF M15 Antalya | 2022/02/28 16:00 | Leon Benedict v Alan Postay | 7-5,0-6,8-10 |
| ITF M15 Antalya | 2022/02/27 07:00 | Michael Avetisyan v Leon Benedict | 5-7,4-6 |
| ITF M15 Cairo | 2021/11/29 08:00 | Leon Benedict v Omar El-Moslemany | 7-6,6-3 |
| ITF M15 Cairo | 2021/11/28 10:30 | Leon Benedict v Adham Gaber | 7-6,6-3 |
| ITF M15 Warmbad-Villach | 2021/08/16 12:30 | Leon Benedict v Stefanos Sakellaridis | 4-6,3-6 |
| ITF M25 Kottingbrunn | 2021/07/18 07:30 | Taiyo Yamanaka v Leon Benedict | 6-4,6-1 |
| ITF M15 Sibenik | 2021/05/17 15:40 | Leon Benedict v Mili Poljicak | 6-7,0-6 |
| ITF M25 Radomlje | 2022/07/20 13:30 | Juan Pablo Paz v Jan Dimitrijevic | 6-4,6-3 |
| ITF M15 Litija | 2022/07/12 09:40 | Oleksandr Ovcharenko v Jan Dimitrijevic | 6-2,6-2 |
| ITF M15 Velenje | 2022/07/06 11:30 | Filip Jeff Planinsek v Jan Dimitrijevic | 6-0,6-0 |
| ITF M25 Split | 2022/04/25 08:00 | Jan Dimitrijevic v Karlo Cubelic | 3-6,5-7 |
| ITF M15 Sharm El Sheikh | 2022/03/14 07:30 | Aleksandre Bakshi v Jan Dimitrijevic | 6-1,6-2 |
| ITF M15 Sharm El Sheikh | 2022/03/08 07:30 | Maximus Jones v Jan Dimitrijevic | 6-3,6-1 |
| ITF M15 Sharm El Sheikh | 2022/03/07 10:00 | Jan Dimitrijevic v Pijus Vaitiekunas | 4-6,6-4,10-8 |
| UTR Pro Tennis Series Montrouge | 2021/11/21 08:00 | Lilian Breut v Jan Dimitrijevic | 6-7,6-1,6-2 |