Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| 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 |
| ITF - M15 Monastir | 2021/08/29 08:00 | Riccardo Chessari v Linghao Zhang | 6-7,4-6 |
| ITF - M15 Monastir | 2021/08/23 09:00 | Li Tu v Riccardo Chessari | 6-1,6-1 |
| ITF - M15 Monastir | 2021/08/22 10:00 | Riccardo Chessari v Dylan Salton | 2-6,6-2,11-9 |
| ITF - M15 Monastir | 2021/05/17 09:00 | Riccardo Chessari v Perry Gregg | 3-6,4-6 |
| ITF - M15 Monastir | 2021/05/16 11:00 | Mhamed Affes v Riccardo Chessari | 4-6,1-6 |
| ITF - M25 Budapesta | 2021/09/29 07:30 | Filip Duda v Omar Giacalone | 6-1,6-3 |
| ITF - M25 Pardubice | 2021/09/23 07:30 | Omar Giacalone v Luca Nardi | 2-6,6-7 |
| ITF - M25 Madrid | 2021/09/17 08:00 | Carlos Lopez Montagud v Omar Giacalone | 7-6,0-6,7-6 |
| ITF - M25 Madrid | 2021/09/16 07:55 | Omar Giacalone v Carlos Sanchez Jover | 6-3,6-4 |
| ITF - M25 Madrid | 2021/09/15 11:45 | Pedro Rodenas v Omar Giacalone | 2-6,5-7 |
| ITF - M15 Bad Waltersdorf | 2021/09/04 10:20 | Matic Spec v Omar Giacalone | 2-6,6-3,6-3 |
| ITF - M15 Bad Waltersdorf | 2021/09/03 10:00 | Omar Giacalone v Lukas Neumayer | 6-3,7-6 |
| ITF - M15 Bad Waltersdorf | 2021/09/02 10:50 | Filip Misolic v Omar Giacalone | 6-4,4-6,4-6 |