Stadium: Court Tsitsipas Round: 26 Ground: Hardcourt outdoor
| ITF - Heraklion M15 | 2023/03/14 09:55 | Simon A Ivanov v Yuichiro Inui | 6-1,6-4 |
| ITF - Antalya M15 | 2023/03/08 11:40 | Arthur Reymond v Simon A Ivanov | 6-2,6-4 |
| ITF - Torello M25 | 2023/02/28 10:40 | Daniel Merida Aguilar v Simon A Ivanov | 2-6,6-4,6-2 |
| ITF - Monastir M15 | 2023/01/24 10:20 | Simon A Ivanov v Ilia Simakin | 2-6,0-6 |
| ITF - Monastir M15 | 2023/01/17 08:30 | Bekkhan Atlangeriev v Simon A Ivanov | 7-6,6-0 |
| ITF - Monastir M15 | 2023/01/10 08:30 | Lilian Marmousez v Simon A Ivanov | 6-0,6-3 |
| ITF - Heraklion M25 | 2022/11/25 09:40 | Oleksandr Ovcharenko v Simon A Ivanov | 6-1,6-2 |
| ITF - Sozopol M15 | 2022/10/19 08:05 | Valentin Vanta v Simon A Ivanov | 6-3,6-2 |
| ITF - Heraklion M15 | 2023/03/15 14:15 | Stephanos Schinas v Aleksi Lofman | 7-5,1-6,3-6 |
| ITF - Monastir M15 | 2023/02/13 13:05 | Aleksi Lofman v Valentin Lapalu | 3-6,6-4,10-5 |
| ITF - Monastir M15 | 2023/02/12 08:30 | Aleksi Lofman v Yannik Steinegger | 7-6,6-4 |
| ITF - Monastir M15 | 2023/02/08 10:45 | Taisei Ichikawa v Aleksi Lofman | 6-3,6-4 |
| ITF - Monastir M15 | 2023/02/06 10:55 | Aleksi Lofman v Naoki Tajima | 7-5,6-2 |
| ITF - Monastir M15 | 2023/02/05 10:30 | Aleksi Lofman v Hugo Joaquim Babakian | 6-2,6-3 |
| ITF - Monastir M15 | 2023/01/30 09:00 | Aleksi Lofman v Mark Wallner | 7-6,1-6,5-10 |
| ITF - Monastir M15 | 2023/01/29 09:00 | Aleksi Lofman v Chaz Doherty | 6-0,6-3 |