Stadium: Court 4 Round: 62 Ground: Clay
| UTR Pro Beograd | 2023/04/15 09:52 | Milan Drinic v Stefan Popovic | 1-6,1-6 |
| UTR Pro Beograd | 2023/04/14 07:00 | Milan Drinic v Kristian Juhas | 3-6,6-1,6-4 |
| UTR Pro Beograd | 2023/04/12 08:00 | Milan Drinic v Aleksa Pisaric | 6-4,2-6,6-3 |
| UTR Pro Beograd | 2023/04/11 09:00 | Milan Drinic v Petr Nesterov | 3-6,3-6 |
| ITF M25 Opatija | 2023/03/19 08:00 | Milan Drinic v Maks Lukman | 6-7,6-2,10-12 |
| ITF M15 Rovinj | 2023/03/16 09:00 | Federico Arnaboldi v Milan Drinic | 7-6,7-6 |
| ITF M15 Rovinj | 2023/03/15 12:55 | Milan Drinic v Lucas Bouquet | 6-4,6-4 |
| ITF M15 Rovinj | 2023/03/15 08:30 | Noah Perfetti v Milan Drinic | 1-6,3-6 |
| ITF M15 Tbilisi | 2023/05/02 05:00 | Maxim Zhukov v Irakli Tsurtsumia | 5-7,6-2,6-1 |
| ITF M25 Tbilisi | 2023/04/26 09:00 | Vladimir Bazilevskiy v Irakli Tsurtsumia | 6-3,6-3 |
| ITF M25 Sharm El Sheikh | 2023/04/10 10:55 | Evgeny Philippov v Irakli Tsurtsumia | 6-2,6-2 |
| ITF M25 Sharm El Sheikh | 2023/04/09 08:00 | Irakli Tsurtsumia v Samoil Lavric | 6-0,6-1 |
| ITF M15 Sharm El Sheikh | 2023/04/04 09:55 | Yurii Dzhavakian v Irakli Tsurtsumia | 3-6,6-2,10-7 |
| ITF M15 Sharm El Sheikh | 2023/04/03 08:30 | Pietro Mugelli v Irakli Tsurtsumia | 7-5,4-6,10-12 |
| ITF M15 Sharm El Sheikh | 2023/04/02 08:00 | Irakli Tsurtsumia v Razvan Baiant | 3-6,6-3,10-4 |
| ITF M15 Sharm El Sheikh | 2023/03/05 08:00 | Wishaya Trongcharoenchaikul v Irakli Tsurtsumia | 6-2,6-2 |