| ITF M15 Monastir | 10/04 09:00 | 62 | Mayeul Darras v Jan Dimitrijevic | 6-2,6-1 | |
| ITF M15 Monastir | 10/03 09:00 | 62 | Fabian Hansch Mauritzson v Jan Dimitrijevic | 6-4,3-6,5-10 | |
| UTR Pro Tennis Series Portoroz | 08/28 08:30 | - | Timur Maulenov v Jan Dimitrijevic | 7-5,3-6,7-5 | |
| UTR Pro Tennis Series Portoroz | 08/21 13:15 | - | Timur Maulenov v Jan Dimitrijevic | 6-4,6-6 | |
| UTR Pro Tennis Series Portoroz | 08/20 12:30 | - | Jan Dimitrijevic v Max Lukman | View | |
| UTR Pro Tennis Series Portoroz | 08/18 11:00 | - | Jan Dimitrijevic v Petar Pjevcevic | 2-6,6-7 | |
| UTR Pro Tennis Series Portoroz | 08/17 12:30 | - | Jan Dimitrijevic v Oleksandr Bielinskyi | 2-6,2-6 | |
| UTR Pro Tennis Series Portoroz | 08/16 12:31 | - | Volodymyr Uzhylovskyi v Jan Dimitrijevic | View | |
| ITF M25 Velenje | 07/06 12:55 | 25 | Jan Dimitrijevic v Gonzalo Lama | 0-6,0-6 |