Stadium: Court 2 Round: 44 Ground: Clay
| ITF M15 Pirot | 2021/09/20 08:00 | Dusan Obradovic v Luca Castagnola | 3-6,5-7 |
| ITF M15 Pirot | 2021/09/19 07:00 | Luca Castagnola v Pavle Daljev | 6-4,6-1 |
| 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 M15 Pirot | 2021/09/20 09:30 | Ali Habib v Dusan Rajic | 2-6,4-6 |
| ITF M15 Zlatibor | 2021/09/13 11:00 | Dusan Rajic v Ali Habib | 6-2,3-6,3-10 |
| ITF M15 Zlatibor | 2021/09/12 10:00 | Dusan Rajic v Vlad Andrei Dumitru | 6-7,7-5,10-6 |
| ITF M15 Ulcinj | 2021/09/08 08:00 | Gabriel Donev v Dusan Rajic | 6-4,6-7,7-5 |
| ITF M15 Ulcinj | 2021/09/06 13:00 | Matthew Dellavedova v Dusan Rajic | 2-6,5-7 |
| ITF M15 Ulcinj | 2021/09/06 07:30 | Dusan Rajic v Igor Smilansky | 6-4,6-4 |
| ITF M15 Ulcinj | 2021/09/05 07:30 | Ammar Elamin v Dusan Rajic | 4-6,4-6 |
| ITF M15 Ulcinj | 2021/09/01 11:25 | Matthew Dellavedova v Dusan Rajic | 6-2,6-3 |