Stadium: Court 1 Round: 54 Ground: Clay
| ITF M25 Doboj | 2019/05/13 09:30 | Radojkovic, Milan v Podzus, Janis | 2-6,5-7 |
| ITF - M25 Santa Margherita | 2019/04/29 12:00 | Luca Tomasetto v Radojkovic, Milan | 6-1,6-0 |
| ITF - M25 Santa Margherita | 2019/04/22 12:00 | Radojkovic, Milan v Sabanov, Ivan | 2-6,2-6 |
| ITF - M25 Santa Margherita | 2019/04/15 12:00 | Radojkovic, Milan v Sabanov, Matej | 3-6,2-6 |
| ITF - M25 Santa Margherita | 2019/04/08 12:00 | Radojkovic, Milan v Salgado, Afonso | 2-6,2-6 |
| ITF - M25 Santa Margherita | 2019/04/01 12:00 | Radojkovic, Milan v Fellin, Manfred | 0-6,1-6 |
| ITF - M25 Santa Margherita | 2019/03/25 16:00 | Dagnino, Paolo v Radojkovic, Milan | 7-5,6-1 |
| Challenger Canberra | 2019/01/05 23:00 | Martin, Fabrice v Radojkovic, Milan | 6-1,6-4 |
| ITF M15 Prague | 2019/05/17 09:30 | Nejedly, Pavel v Konecny, Michal | 6-2,6-0 |
| ITF M15 Prague | 2019/05/16 08:00 | Konecny, Michal v Gijs Brouwer | 6-4,6-2 |
| ITF M15 Prague | 2019/05/15 08:00 | Konecny, Michal v Niels Lootsma | 4-6,7-6,6-2 |
| ITF M15 Prague | 2019/05/13 11:00 | Konecny, Michal v Samuel Puskar | 6-3,7-5 |
| Piestany, Singles M-ITF-SVK-02A | 2019/05/10 09:50 | Konecny, Michal v Marek Gengel | 4-6,6-4,6-7 |
| Piestany, Singles M-ITF-SVK-02A | 2019/05/08 11:10 | Konecny, Michal v Shcherba, Vitalii | 6-3,3-6,6-3 |
| ITF - M15 Tbilisi | 2019/05/05 07:00 | Konecny, Michal v Mark Whitehouse | 7-6,7-5 |
| ITF - M15 Tbilisi | 2019/05/04 07:30 | Altug Celikbilek v Konecny, Michal | 4-6,6-2,6-7 |