Stadium: Court 5 Round: 25 Ground: Clay
| ITF M15 Cairo | 2021/12/01 14:05 | Mateo Berta v Gray, Jonathan | 3-6,3-6 |
| ITF M15 Cairo | 2021/11/27 08:00 | Gray, Jonathan v Acquaroli, Gianluca | 3-6,4-6 |
| ITF M15 Cairo | 2021/11/25 08:00 | Gray, Jonathan v Nathan Seateun | 7-6,6-4 |
| ITF M15 Cairo | 2021/11/24 11:40 | Gray, Jonathan v El-Moslemany, Omar | 6-2,6-0 |
| ITF M15 Benicarlo | 2021/11/10 12:35 | Gray, Jonathan v Alex M Pujolras | 4-6,6-3,6-7 |
| ITF M15 Benicarlo | 2021/11/09 08:30 | Gray, Jonathan v Gian Marco Ortenzi | 3-6,6-4,10-5 |
| ITF M15 Benicarlo | 2021/11/08 10:00 | Gray, Jonathan v Jordi Garcia Mestre | 6-1,6-4 |
| ITF M15 Benicarlo | 2021/11/07 14:30 | Gray, Jonathan v Stepanian, Areg | 6-3,6-3 |
| Forli 6, Italy | 2022/05/29 11:00 | Kirill Kivattsev v Gulbis, Ernests | 3-6,3-6 |
| Challenger - Tunis | 2022/05/15 09:30 | Elmar Ejupovic v Kirill Kivattsev | 6-3,6-4 |
| ITF M25 Monastir | 2022/05/12 12:30 | Raul Brancaccio v Kirill Kivattsev | 6-4,6-0 |
| ITF M25 Monastir | 2022/05/10 10:00 | Tao Mu v Kirill Kivattsev | 4-6,6-2,3-6 |
| ITF - M15 Monastir | 2022/04/29 10:30 | Kirill Kivattsev v Omni Kumar | 5-7,7-6,1-6 |
| ITF - M15 Monastir | 2022/04/28 08:30 | Daniil Glinka v Kirill Kivattsev | 6-7,3-6 |
| ITF - M15 Monastir | 2022/04/27 10:50 | Kirill Kivattsev v Leonardo Rossi | 4-6,6-1,6-2 |
| ITF - M15 Monastir | 2022/04/21 10:15 | Zhe Li v Kirill Kivattsev | 6-4,6-2 |