Stadium: Court 11 Round: 62 Ground: Clay
| ITF M15 Vienna | 2023/08/28 08:00 | Daniel Orlita v Jakub Ostajewski | 6-2,2-6,4-10 |
| ITF M15 Vienna | 2023/08/27 08:00 | Thomas Zych v Jakub Ostajewski | 1-6,2-6 |
| ITF M15 Caslano | 2023/08/20 11:35 | Francesco Liucci v Jakub Ostajewski | 6-3,6-3 |
| ITF M15 Uberlingen | 2023/08/14 12:30 | Gregor Ramskogler v Jakub Ostajewski | 6-4,6-1 |
| ITF M25 Lodz | 2023/08/07 13:30 | Francesco Ferrari v Jakub Ostajewski | 6-3,6-3 |
| ITF M25 Edwardsville | 2023/07/24 14:00 | Jakub Ostajewski v Bjorn Swenson | 4-6,2-6 |
| ITF M25 Santo Domingo | 2023/06/18 14:00 | Jakub Ostajewski v Maxime St-Hilaire | 1-6,0-6 |
| ITF M25 Jablonec Nad Nisou | 2023/05/28 11:30 | Tomas Zlatohlavek v Jakub Ostajewski | 6-3,6-1 |
| ITF M15 Vienna | 2023/08/28 08:00 | Marco De Rosa v Luka Miklavcic | 3-6,6-7 |
| ITF M25 Osijek | 2023/08/06 07:30 | Matic Dimic v Luka Miklavcic | 4-6,6-2,10-7 |
| ITF M15 Novi Sad | 2023/07/31 09:30 | Dimitrije Zubac v Luka Miklavcic | 6-3,6-3 |
| ITF M15 Novi Sad | 2023/07/24 07:30 | Luka Miklavcic v Miha Vetrih | 1-6,1-6 |
| ITF M15 Celje | 2023/06/26 13:45 | Zak Talic v Luka Miklavcic | 4-6,6-1,10-7 |
| ITF M15 Store | 2023/06/19 16:30 | Peter Goldsteiner v Luka Miklavcic | 6-4,7-5 |
| ITF M15 Litija | 2023/06/12 07:00 | Enrico Giacomini v Luka Miklavcic | 6-1,6-4 |
| ITF M15 Warmbad-Villach | 2023/05/21 08:00 | Luca Castagnola v Luka Miklavcic | 7-6,6-1 |