Stadium: Court 3 Round: 28 Ground: Clay
| ITF M15 Belgrade | 2019/07/05 11:35 | Lazarov, Alexandar v Apostol, Bogdan Ionut | 4-6,4-6 |
| ITF M15 Belgrade | 2019/07/04 09:30 | Apostol, Bogdan Ionut v Spec, Matic | 6-4,6-1 |
| ITF M15 Belgrade | 2019/07/03 10:10 | Apostol, Bogdan Ionut v Popovic, Mihailo | 6-2,7-6 |
| ITF M25 Bacau | 2019/05/28 11:10 | Apostol, Bogdan Ionut v Filip Cristian Jianu | 3-6,2-6 |
| ITF M15 Bucharest | 2019/05/24 07:00 | Apostol, Bogdan Ionut v Giovanni Fonio | 2-6,6-7 |
| ITF M15 Bucharest | 2019/05/23 10:10 | Apostol, Bogdan Ionut v Manda, Calin | 6-4,6-2 |
| ITF M15 Bucharest | 2019/05/22 11:05 | Apostol, Bogdan Ionut v Madaras, Dragos Nicolae | 6-0,6-3 |
| Casale Monferrato, Singles M-ITF-ITA-09A | 2019/05/14 10:00 | Maiga, Riccardo v Apostol, Bogdan Ionut | 6-4,6-3 |
| ITF M15 Belgrade | 2019/07/05 09:00 | Nerman Fatic v Miladinovic, Marko | 7-6,5-7,3-6 |
| ITF M15 Belgrade | 2019/07/04 08:00 | Hamad Medjedovic v Miladinovic, Marko | 1-6,4-6 |
| ITF M15 Belgrade | 2019/07/03 13:45 | Rajic, Dusan v Miladinovic, Marko | 1-6,2-6 |
| Balatonalmadi, Singles Qualifying M-ITF-HUN-02A | 2019/06/20 10:00 | Miladinovic, Marko v Dalibor Svrcina | 3-6,7-5,1-6 |
| Balatonalmadi, Singles Qualifying M-ITF-HUN-02A | 2019/06/19 08:00 | David Poljak v Miladinovic, Marko | 3-6,5-7 |
| ITF M25 Kiseljak | 2019/05/31 09:50 | Miladinovic, Marko v Francisco Cerundolo | 2-6,4-6 |
| ITF M25 Kiseljak | 2019/05/28 10:30 | Miladinovic, Marko v Robert Strombachs | 6-1,6-1 |
| Geneva, Switzerland | 2019/05/18 09:50 | Miladinovic, Marko v Fabbiano, Thomas | 2-6,4-6 |