Stadium: Court 06 Round: 62 Ground: Clay
| 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 M15 - Sibenik | 2021/05/16 12:30 | Leon Benedict v Matthias Uwe Kask | 4-6,6-2,10-6 |
| ITF M15 - Antalya | 2021/04/18 07:00 | Daniel Siniakov v Leon Benedict | 6-2,6-1 |
| ITF M15 - Antalya | 2021/04/04 06:30 | Sandro Kopp v Leon Benedict | 6-2,6-4 |
| ITF M15 - Novi Sad | 2021/08/01 14:00 | Stefanos Sakellaridis v Lukas Palovic | 4-6,1-6 |
| ITF M25 - Kottingbrunn | 2021/07/18 07:30 | Stefanos Sakellaridis v Samuel Paulovcak | 1-6,4-6 |
| ITF M15 - Sofia | 2021/07/05 07:00 | Stefanos Sakellaridis v Aristotelis Thanos | 2-6,6-7 |
| ITF M15 - Antalya | 2021/06/30 06:30 | Hanwen Li v Stefanos Sakellaridis | 6-1,6-2 |
| ITF M15 - Antalya | 2021/06/29 11:50 | Daniil Glinka v Stefanos Sakellaridis | 3-6,2-6 |
| ITF M15 - Antalya | 2021/06/28 11:55 | Stefanos Sakellaridis v Inigo G Olasagasti | 6-3,6-4 |
| ITF M15 - Antalya | 2021/06/27 06:30 | Ivan Kazakov v Stefanos Sakellaridis | 1-6,4-6 |
| ITF M15 - Antalya | 2021/06/20 07:00 | Ignacio Carou v Stefanos Sakellaridis | 6-4,6-3 |