Stadium: Court 2 Round: 62 Ground: Clay
| UTR Pro Skopje | 2024/07/13 06:00 | Shendrit Deari v Tadija Radovanovic | 6-3,6-3 |
| UTR Pro Skopje | 2024/07/12 09:00 | Marcus Walters v Tadija Radovanovic | 6-4,7-5 |
| UTR Pro Skopje | 2024/07/12 06:00 | Andrii Zimnokh v Tadija Radovanovic | 6-0,6-4 |
| UTR Pro Skopje | 2024/07/11 11:20 | Razvan Baiant v Tadija Radovanovic | 7-6,6-3 |
| UTR Pro Skopje | 2024/07/08 10:04 | Javier Montoya Rodriguez v Tadija Radovanovic | 7-6,7-6 |
| ITF M15 Belgrade | 2024/06/23 11:00 | Benjamin Torres v Tadija Radovanovic | 7-6,6-3 |
| ITF M15 Kursumlijska Banja | 2024/05/21 06:30 | Zsombor Velcz v Tadija Radovanovic | 6-2,6-2 |
| ITF M15 Kursumlijska Banja | 2024/05/19 08:30 | Mikhail Malakhovich v Tadija Radovanovic | 4-6,2-6 |
| ITF M15 Kursumlijska Banja | 2024/07/03 12:25 | Peter Fajta v Milan Drinic | 6-3,6-2 |
| ITF M15 Belgrade | 2024/06/23 08:30 | Milan Drinic v Ainius Sabaliauskas | 5-7,5-7 |
| ITF M15 Kursumlijska Banja | 2024/04/30 08:30 | Milan Drinic v Stefan Vujic | 6-7,6-3,5-10 |
| ITF M15 Kursumlijska Banja | 2024/04/29 08:30 | Milan Drinic v Aleksandar Hudjec | 6-0,7-6 |
| ITF M15 Kursumlijska Banja | 2024/04/28 10:00 | Milan Drinic v Carlos Giraldi | 6-4,6-7,10-7 |
| UTR Pro Beograd | 2024/04/10 07:00 | Milan Drinic v Niels Lootsma | 6-4,7-6 |
| UTR Pro Beograd | 2024/04/09 08:30 | Milan Drinic v Aleksa Pisaric | 6-4,4-6,6-7 |
| UTR Pro Beograd | 2024/04/08 15:06 | Dinko Dinev v Milan Drinic | 6-4,6-4 |