Stadium: Court 2 Round: 62 Ground: Clay
| 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 |
| UK Pro League | 2021/03/21 12:00 | Julian Cash v Jonathan Gray | 6-1,6-2 |
| UK Pro League | 2021/03/20 10:45 | Jonathan Gray v Tom Hands | 6-4,6-4 |
| UK Pro League | 2021/03/19 12:30 | Jonathan Gray v Jack Findel-Hawkins | 3-6,5-7 |
| UK Pro League | 2021/03/18 17:00 | Mark Whitehouse v Jonathan Gray | 6-0,7-6 |
| ITF M15 Benicarlo | 2021/11/08 10:00 | Jay Friend v Gian Marco Ortenzi | 0-6,3-6 |
| ITF M15 Benicarlo | 2021/11/07 11:00 | Thijmen Loof v Gian Marco Ortenzi | 2-6,7-6,8-10 |
| ITF M15 Antalya | 2021/10/19 09:20 | Dan Alexandru Tomescu v Gian Marco Ortenzi | 5-7,7-6,11-9 |
| ITF M15 Antalya | 2021/10/18 12:00 | Vitek Horak v Gian Marco Ortenzi | 6-4,3-6,7-10 |
| ITF M15 Antalya | 2021/10/17 07:00 | Aziz Dadabaev v Gian Marco Ortenzi | 2-6,3-6 |
| ITF M15 Antalya | 2021/10/12 11:05 | Gian Marco Ortenzi v Facundo Yunis | 5-7,6-7 |
| ITF M15 Antalya | 2021/10/11 09:00 | Gian Marco Ortenzi v Simon Habsuda | 6-4,6-0 |
| ITF M15 Cairo | 2021/09/30 10:20 | Simone Roncalli v Gian Marco Ortenzi | 2-6,6-3,6-0 |