Stadium: Court 2 Round: 25 Ground: Hardcourt indoor
| ITF M25 Poprad | 2022/06/29 09:30 | Simon Freund v Johannes Ingildsen | 3-6,4-6 |
| ITF M25 Skopje | 2022/06/09 08:00 | Simon Freund v Khumoyun Sultanov | 2-6,0-6 |
| ITF M25 Skopje | 2022/06/08 08:00 | Simon Freund v Obrad Markovski | 6-4,6-2 |
| ITF M25 Kiseljak | 2022/06/01 09:35 | Frane Nincevic v Simon Freund | 6-7,6-2,7-6 |
| ITF M25 Kalmar | 2022/05/12 08:15 | Simon Freund v Karl Friberg | 1-6,1-6 |
| ITF M25 Kalmar | 2022/05/11 14:05 | Tom Gentzsch v Simon Freund | 6-7,4-6 |
| ITF M15 Monastir | 2022/05/05 08:30 | Simon Freund v Maxence Beauge | 4-6,1-6 |
| ITF M15 Monastir | 2022/05/04 08:30 | Timofey Stepanov v Simon Freund | 3-6,4-6 |
| Challenger Zug | 2022/07/24 09:00 | Henri Squire v Jakub Paul | 3-6,2-6 |
| Challenger Nottingham | 2022/06/07 10:00 | Henri Squire v Jack Sock | 2-6,6-7 |
| Challenger Nottingham | 2022/06/06 14:00 | Charles Broom v Henri Squire | 3-6,7-6,3-6 |
| Challenger Nottingham | 2022/06/06 10:00 | Stuart Parker v Henri Squire | 5-7,6-7 |
| Challenger Troisdorf | 2022/05/28 15:25 | Henri Squire v Lukas Klein | 4-6,1-6 |
| Challenger Troisdorf | 2022/05/27 11:40 | Evgeny Donskoy v Henri Squire | 6-2,3-6,4-6 |
| Challenger Troisdorf | 2022/05/26 15:30 | Henri Squire v Thomas Fabbiano | 6-4,6-3 |
| Challenger Troisdorf | 2022/05/24 16:00 | Shintaro Mochizuki v Henri Squire | 6-3,5-7,4-6 |