Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Tbilisi | 2023/04/26 07:30 | Daniil Ostapenkov v Ron Ellouck | 2-6,4-6 |
| ITF M25 Tbilisi | 2023/04/25 09:00 | Daniil Ostapenkov v Arslanbek Temirhanov | 6-3,6-1 |
| ITF M25 Tbilisi | 2023/04/24 08:00 | Daniil Ostapenkov v Niv Zuckerman | 6-2,7-6 |
| ITF M15 Monastir | 2023/04/07 08:30 | Daniel Rodrigues v Daniil Ostapenkov | 1-6,6-3,6-2 |
| ITF M15 Monastir | 2023/04/06 08:30 | Daniil Ostapenkov v Constantin Bittoun Kouzmine | 7-6,4-6,6-3 |
| ITF M15 Monastir | 2023/04/05 11:55 | Daniil Ostapenkov v Philip Florig | 6-4,6-3 |
| ITF M15 Monastir | 2023/04/04 13:55 | Daniil Ostapenkov v Amaan Siddiqui | 6-0,6-1 |
| ITF M15 Monastir | 2023/04/04 08:30 | Daniil Ostapenkov v Henry Jefferson | 6-0,6-0 |
| ITF M15 Monastir | 2023/04/29 09:00 | Andrea Guerrieri v Blaz Rola | 7-6,2-6,2-6 |
| ITF M15 Monastir | 2023/04/28 09:00 | Bogdan Bobrov v Andrea Guerrieri | 7-6,4-6,2-6 |
| ITF M15 Monastir | 2023/04/27 14:05 | Andrea Guerrieri v Jeremy Jin | 7-6,7-6 |
| ITF M15 Monastir | 2023/04/25 12:30 | Kokoro Isomura v Andrea Guerrieri | 6-1,3-6,3-6 |
| ITF M15 Monastir | 2023/04/21 09:25 | Andrea Guerrieri v Adrien Gobat | 4-6,6-7 |
| ITF M15 Monastir | 2023/04/20 08:30 | Arthur Bouquier v Andrea Guerrieri | 2-6,7-6,1-6 |
| ITF M15 Monastir | 2023/04/19 12:10 | Andrea Guerrieri v Grigory Shebekin | 6-3,7-6 |
| ITF M25 Trento | 2023/03/29 17:25 | Andrea Guerrieri v Charles Broom | 2-6,2-6 |