Stadium: Court 1 Round: 25 Ground: Clay
| Challenger Split | 2023/04/09 11:40 | Nikola Milojevic v Alexandar Lazarov | 3-6,2-6 |
| Challenger Girona | 2023/03/26 08:30 | Maks Kasnikowski v Nikola Milojevic | 7-6,6-4 |
| Challenger Zadar | 2023/03/21 09:00 | Chun Hsin Tseng v Nikola Milojevic | 6-4,7-5 |
| Challenger Zadar | 2023/03/20 11:00 | Nikola Milojevic v Jeremy Jahn | 6-3,5-7,5-7 |
| Challenger Zadar | 2023/03/19 14:25 | Nikola Milojevic v Ivan Sodan | 6-2,6-0 |
| Challenger Pune | 2023/03/01 05:30 | Rio Noguchi v Nikola Milojevic | 2-6,7-5,6-3 |
| Challenger Pune | 2023/02/28 07:25 | Frederico Ferreira Silva v Nikola Milojevic | 7-6,6-7,4-6 |
| Challenger Pune | 2023/02/27 05:30 | Nikola Milojevic v Dayne Kelly | 7-6,6-4 |
| ATP Marrakech | 2023/04/02 14:05 | Elias Ymer v Matteo Martineau | 4-6,7-6,6-4 |
| ITF M25 Saint Dizier | 2023/03/31 11:40 | Matteo Martineau v Lucas Poullain | 2-6,2-6 |
| ITF M25 Saint Dizier | 2023/03/30 12:15 | Matteo Martineau v David Jorda Sanchis | 6-4,6-7,6-4 |
| ITF M25 Saint Dizier | 2023/03/29 10:30 | Matteo Martineau v Raphael Calzi | 7-5,6-4 |
| Challenger Biel | 2023/03/19 13:55 | Matteo Martineau v Nicolas Kobelt | 4-6,4-6 |
| ITF M25 Trimbach | 2023/03/16 10:20 | Matteo Martineau v Jakub Paul | 6-2,4-6,7-5 |
| ITF M25 Trimbach | 2023/03/14 13:55 | Matteo Martineau v Nicolas Kobelt | 6-2,6-7,6-1 |
| Challenger Lugano | 2023/03/05 18:20 | Matteo Martineau v Dan Added | 4-6,1-6 |