Stadium: Court Hard 1 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Burgas | 2019/10/11 10:25 | Fabrizio Ornago v Simon A Ivanov | 6-2,6-0 |
| ITF M15 Burgas | 2019/10/10 10:10 | Simon A Ivanov v Vasko Mladenov | 3-6,6-2,6-2 |
| ITF M15 Burgas | 2019/10/09 12:55 | Simon A Ivanov v Vladimir Filip | 1-6,6-2,6-3 |
| ITF - Melilla M15 | 2019/09/26 09:00 | Simon A Ivanov v Timofey Skatov | 3-6,2-6 |
| ITF - Melilla M15 | 2019/09/24 11:30 | Jose Joaquin M Cisneros v Simon A Ivanov | 1-6,1-6 |
| ITF M15 Varna | 2019/09/13 08:55 | Juan Ignacio Galarza v Simon A Ivanov | 1-6,6-1,6-4 |
| ITF M15 Varna | 2019/09/12 09:20 | Luca Gelhardt v Simon A Ivanov | 3-6,1-6 |
| ITF M15 Varna | 2019/09/11 07:00 | Simon A Ivanov v Niklas Schell | 3-6,6-0,6-2 |
| ITF - Heraklion M15 | 2019/11/03 07:00 | Valentin Ivanov v Stephanos Schinas | 6-7,4-6 |
| ITF M15 Bad Salzdetfurth | 2019/10/07 10:40 | Aloys J W Van Baal v Stephanos Schinas | 6-0,6-7,10-5 |
| ITF - Santa Margherita M25 | 2019/09/23 12:00 | Stephanos Schinas v Marcel Marlon Sudzum | 4-6,5-7 |
| ITF - Santa Margherita M25 | 2019/09/16 12:00 | Stephanos Schinas v Marcel Marlon Sudzum | 2-6,7-5,8-10 |
| ITF - Trier M15 | 2019/08/12 08:00 | Stephanos Schinas v Jeremy Schifris | 6-7,2-6 |
| ITF - Koszalin M15 | 2019/08/06 08:00 | Stephanos Schinas v Alexander Chepik | 3-6,6-4,8-10 |
| ITF - Wrocław M15 | 2019/07/01 08:00 | Stephanos Schinas v Martins Rocens | 4-6,2-6 |
| ITF - Heraklion M15 | 2019/05/28 10:35 | Boris Pokotilov v Stephanos Schinas | 6-7,6-3,6-4 |