Stadium: Court 6 Round: 62 Ground: Clay
| 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 |
| UTR Pro Dubai | 2024/03/16 05:00 | Ilya Snitari v Milan Drinic | 6-3,6-1 |
| UTR Pro Dubai | 2024/03/15 05:00 | Milan Drinic v Kristian Juhas | 6-2,6-2 |
| ITF M15 Kursumlijska Banja | 2024/04/14 13:00 | Andrej Tasevski v Francesco Scarpa | 1-6,0-6 |
| ITF M25 Skopje | 2023/06/05 12:50 | Andrej Tasevski v Luka Petrovic | 0-6,2-6 |