Stadium: Court 1 Round: 28 Ground: Clay
| ITF M15 Cairo | 2021/11/25 08:00 | Jonathan Gray v Nathan Seateun | 7-6,6-4 |
| ITF M15 Cairo | 2021/11/24 11:40 | Jonathan Gray v Omar El-Moslemany | 6-2,6-0 |
| ITF M15 Benicarlo | 2021/11/10 12:35 | Jonathan Gray v Alex M Pujolras | 4-6,6-3,6-7 |
| ITF M15 Benicarlo | 2021/11/09 08:30 | Jonathan Gray v Gian Marco Ortenzi | 3-6,6-4,10-5 |
| ITF M15 Benicarlo | 2021/11/08 10:00 | Jonathan Gray v Jordi Garcia Mestre | 6-1,6-4 |
| ITF M15 Benicarlo | 2021/11/07 14:30 | Jonathan Gray v Areg Stepanian | 6-3,6-3 |
| ITF M15 Torello | 2021/11/02 11:00 | Jonathan Gray v Yann Wojcik | 4-6,4-6 |
| UK Pro League | 2021/04/05 11:30 | Jonathan Gray v Lui Maxted | 1-6,3-6 |
| ITF M15 Cairo | 2021/11/26 08:00 | Gianluca Acquaroli v Edoardo Zanada | 6-1,6-2 |
| ITF M15 Cairo | 2021/11/25 08:00 | Hady Habib v Gianluca Acquaroli | 6-1,4-6,4-6 |
| ITF M15 Cairo | 2021/11/24 09:20 | Gianluca Acquaroli v Karim El Feky | 6-2,6-1 |
| ITF M15 Tabarka | 2019/09/05 11:40 | Mateus Alves v Gianluca Acquaroli | 6-7,7-5,6-4 |
| ITF M15 Tabarka | 2019/09/04 13:55 | Gianluca Acquaroli v Aziz Ouakaa | 7-6,6-2 |
| ITF M15 Tabarka | 2019/09/03 09:00 | Alessandro Coppini v Gianluca Acquaroli | 4-6,2-6 |
| ITF M15 Tabarka | 2019/09/02 16:00 | Gianluca Acquaroli v Matthew Mendez | 6-2,6-2 |
| ITF M15 Tabarka | 2019/09/01 11:00 | Gianluca Acquaroli v Caspar Schuetze | 6-3,6-2 |