Stadium: COURT VIKTOR TROICKI Round: 44 Ground: Clay
| ITF M15 Kursumlijska Banja | 2023/06/11 12:30 | Gabriel Matuszewski v Marko Maksimovic | 1-6,1-6 |
| ITF M25 Kursumlijska Banja | 2023/05/10 13:45 | Mohamed Safwat v Marko Maksimovic | 6-3,7-6 |
| ITF M15 Kursumlijska Banja | 2023/05/02 07:00 | Federico Bertuccioli v Marko Maksimovic | 6-2,4-6,11-9 |
| ITF M15 Kursumlijska Banja | 2023/05/01 08:00 | Marko Maksimovic v Geni Inoue | 6-3,6-1 |
| ITF M15 Kursumlijska Banja | 2023/04/30 11:00 | Lazar Danic v Marko Maksimovic | 1-6,1-6 |
| ITF M15 Kursumlijska Banja | 2023/04/26 09:20 | Marko Maksimovic v Gergely Madarasz | 2-6,1-6 |
| ITF M15 Kursumlijska Banja | 2023/04/25 09:00 | Sergei Pogosian v Marko Maksimovic | 3-6,4-6 |
| ITF M15 Kursumlijska Banja | 2023/04/24 11:10 | Marko Maksimovic v Valerio Perruzza | 6-3,6-2 |
| ITF M25 Kursumlijska Banja | 2023/06/06 08:20 | Lucio Ratti v Mihail Ivanov | 6-1,6-0 |
| ITF M25 Kursumlijska Banja | 2023/06/05 11:30 | Itay Bity v Mihail Ivanov | 4-6,6-3,5-10 |
| ITF M15 Pazardzhik | 2023/05/16 07:00 | Vadym Konovchuk v Mihail Ivanov | 7-5,1-6,10-7 |
| ITF M15 Pazardzhik | 2023/05/15 11:45 | Artsiom Sinitsyn v Mihail Ivanov | 3-6,2-6 |
| ITF M25 Kursumlijska Banja | 2023/05/08 14:25 | Aleksandar Ljubojevic v Mihail Ivanov | 4-6,6-2,10-2 |
| ITF M15 Kursumlijska Banja | 2023/05/01 10:45 | Romeo Hadzimehmedovic v Mihail Ivanov | 7-6,7-6 |
| ITF M15 Kursumlijska Banja | 2023/04/25 06:55 | Matvey Minin v Mihail Ivanov | 6-4,6-4 |
| ITF M15 Kursumlijska Banja | 2023/04/24 12:35 | Samuil Konov v Mihail Ivanov | 3-6,4-6 |