Stadium: Court 3 Round: 54 Ground: Clay
| ITF M15 Skopje | 2022/06/13 08:00 | Igor Dudun v Nikola Keremedchiev | 4-6,0-6 |
| ITF M25 Skopje | 2022/06/05 08:00 | Igor Dudun v Matic Dimic | 6-7,0-6 |
| ITF M25 Kiseljak | 2022/05/31 10:00 | Frane Nincevic v Igor Dudun | 6-1,6-0 |
| ITF M25 Kiseljak | 2022/05/30 11:00 | Igor Dudun v Kirill Mishkin | 2-6,6-3,10-8 |
| ITF M25 Osijek | 2022/05/18 10:00 | Igor Dudun v Paul Valsecchi | 3-6,0-6 |
| ITF M25 Osijek | 2022/05/17 11:00 | Adam Kovac v Igor Dudun | 6-2,3-6,5-10 |
| ITF M25 Split | 2022/04/25 13:25 | Dominik Recek v Igor Dudun | 6-3,6-1 |
| ITF M25 Split | 2022/04/24 13:00 | Igor Dudun v Lovre Erceg | 7-6,6-3 |
| ITF M25 Santa Margherita | 2022/05/12 11:10 | Riccardo Chessari v Oliver Crawford | 1-6,6-7 |
| ITF M25 Santa Margherita | 2022/05/11 12:50 | Andrea Fiorentini v Riccardo Chessari | 2-6,6-0,3-6 |
| ITF M25 Santa Margherita | 2022/05/10 16:25 | Riccardo Chessari v Rocco Piatti | 7-5,7-6 |
| ITF M25 Santa Margherita | 2022/05/01 14:00 | Federico Marchetti v Riccardo Chessari | 6-7,6-1,10-7 |
| ITF M15 Monastir | 2021/11/03 12:30 | Riccardo Chessari v Omar Giacalone | 2-6,6-4,2-6 |
| ITF M15 Monastir | 2021/10/24 11:00 | Riccardo Chessari v Giannicola Misasi | 4-6,5-7 |
| ITF M15 Monastir | 2021/10/18 09:30 | Thibaut Gadilhe v Riccardo Chessari | 7-5,6-2 |
| ITF M15 Monastir | 2021/10/17 08:00 | Riccardo Chessari v Ethan Terblanche | 6-3,6-4 |