Stadium: Court 1 Round: 44 Ground: Clay
| ITF M15 Bad Waltersdorf | 2021/08/31 08:20 | Leonardo Taddia v Luca Castagnola | 6-2,4-6,10-6 |
| ITF M15 Bad Waltersdorf | 2021/08/30 09:00 | Kaj Quirijns v Luca Castagnola | 2-6,4-6 |
| ITF M15 Bad Waltersdorf | 2021/08/22 07:00 | Niklas Rohrer v Luca Castagnola | 6-7,6-2,10-7 |
| ITF M15 Pescara | 2021/08/15 11:30 | Luca Castagnola v Alessandro Ragazzi | 2-6,7-5,10-12 |
| ITF M25 Bolzano | 2021/08/03 16:20 | Marco Bortolotti v Luca Castagnola | 6-1,3-6,6-2 |
| ITF M25 Bolzano | 2021/08/02 13:15 | Igor Solomatin v Luca Castagnola | 6-7,2-6 |
| ITF M25 Bolzano | 2021/08/02 07:00 | Nicolo Pozzani v Luca Castagnola | 4-6,6-2,8-10 |
| ITF M15 Antalya | 2021/06/01 09:30 | Giovanni Fonio v Luca Castagnola | 6-1,1-6,7-6 |
| ITF M15 Zlatibor | 2021/09/13 09:30 | Pavle Daljev v Obrad Markovski | 3-6,3-6 |
| ITF M15 Novi Sad | 2021/08/01 13:45 | Pavle Daljev v Millen Hurrion | 1-6,3-6 |
| ITF M15 Novi Sad | 2021/07/26 09:00 | Pavle Daljev v Alen Rogic-Hadzalic | 4-6,6-7 |
| ITF M15 Novi Sad | 2021/07/25 10:45 | Luka Todorovic v Pavle Daljev | 7-6,5-7,5-10 |
| ITF M15 Doboj | 2021/07/11 11:00 | Pavle Daljev v Lukas Pokorny | 5-7,2-6 |
| ITF M25 Belgrade | 2021/06/28 10:00 | Bogdan Pavel v Pavle Daljev | 6-0,7-6 |
| ITF M25 Belgrade | 2021/06/27 12:00 | Pavle Daljev v Mario Aleksic | 6-2,6-3 |
| ITF M15 Skopje | 2021/06/06 10:30 | Pavle Daljev v Viktor Jovic | 6-4,6-7,10-12 |