Stadium: Court 4 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Sharm El Sheikh | 2022/09/25 09:00 | Dennis Dragomirov v Stefan Simeunovic | 3-6,1-6 |
| ITF M25 Madrid | 2022/09/12 10:00 | Luis Diego Chavez Villalpando v Dennis Dragomirov | 2-6,6-4,10-6 |
| ITF M15 Budapest | 2022/09/06 12:30 | Dennis Dragomirov v Peter Goldsteiner | 3-6,3-6 |
| ITF M25 Budapest | 2022/09/05 08:00 | Dennis Dragomirov v Stefan Simeunovic | 7-5,3-6,10-6 |
| ITF M25 Budapest | 2022/09/04 12:30 | Dominik Langmajer v Dennis Dragomirov | 2-6,4-6 |
| ITF M15 Bad Waltersdorf | 2022/08/15 11:30 | Dennis Dragomirov v Luca Giacomini | 5-7,0-6 |
| ITF M15 Bad Waltersdorf | 2022/08/15 07:00 | Jan Kupcic v Dennis Dragomirov | 3-6,4-6 |
| ITF M15 Bad Waltersdorf | 2022/08/14 11:30 | Dennis Dragomirov v Maj Najvirt Kolaric | 7-6,7-6 |
| ITF M25 Sunderland | 2023/01/22 14:35 | Hamish Stewart v Naran Bahra | 6-2,6-0 |
| ITF M25 Sheffield | 2023/01/16 11:30 | Tom Hands v Hamish Stewart | 6-4,2-6,11-9 |
| ITF M25 Sheffield | 2023/01/15 14:40 | Matthew Rankin v Hamish Stewart | 2-6,3-6 |
| ITF M25 Loughborough | 2023/01/12 13:35 | Aidan Mchugh v Hamish Stewart | 3-6,6-3,6-3 |
| ITF M25 Loughborough | 2023/01/11 10:00 | Hamish Stewart v Mark Whitehouse | 6-2,6-4 |
| ITF M15 East Lansing | 2022/11/16 15:00 | Ronald Hohmann v Hamish Stewart | 7-6,6-7,6-3 |
| ITF M25 East Lansing | 2022/11/15 15:00 | Hamish Stewart v Mark Wallner | 6-3,6-1 |
| ITF M25 Austin | 2022/11/09 19:00 | Siem Woldeab v Hamish Stewart | 6-4,6-7,6-1 |