Stadium: Court 2 Round: 45 Ground: Clay
| ITF - M15 Antalya | 2019/01/14 07:00 | Ivanov, Klim v Ovcharov, Alexander | 0-6,2-6 |
| ITF Turkey F41 | 2018/12/17 09:30 | Stoica, Vlad v Ivanov, Klim | 6-2,6-2 |
| ITF Turkey F40 | 2018/12/08 06:00 | Ivanov, Klim v Strelchenko, Daniil | 2-6,2-6 |
| ITF Turkey F38 | 2018/11/25 07:00 | Liu, Shao-Fan v Ivanov, Klim | 6-0,6-0 |
| ITF Turkey F37 | 2018/11/18 07:00 | Ivanov, Klim v Makhmudov, Damir | 3-6,2-6 |
| ITF Turkey F36 | 2018/11/15 08:45 | Ivanov, Klim v Gabriel Donev | 1-6,0-6 |
| ITF Turkey F36 | 2018/11/13 08:20 | Kargin, Kayra v Ivanov, Klim | 3-6,2-6 |
| ITF Turkey F32 | 2018/10/13 07:00 | Ivanov, Klim v Krattiger, Jesse Paul | 4-6,1-6 |
| ITF - M15 Manacor | 2019/01/09 13:20 | Ehrat, Sandro v Simon Freund | 6-2,6-1 |
| ITF - M15 Manacor | 2019/01/08 10:00 | Zhou, Sheng Hao v Simon Freund | 2-6,3-6 |
| ITF - M15 Manacor | 2019/01/07 13:00 | Yehorov, Vasil v Simon Freund | 1-6,1-6 |
| ITF Dominican Republic F3 | 2018/12/11 15:15 | A.J Catanzariti v Simon Freund | 3-6,6-4,7-5 |
| ITF Dominican Republic F3 | 2018/12/10 13:00 | Simon Freund v Rivera Granja, Osmel | 6-1,6-3 |
| ITF Dominican Republic F3 | 2018/12/09 14:30 | Juan Sebastian Gomez v Simon Freund | 1-6,3-6 |
| ITF Dominican Republic F2 | 2018/12/06 18:05 | Olivares, Jose v Simon Freund | 7-6,6-1 |
| ITF Dominican Republic F2 | 2018/12/05 17:50 | Ianakiev, Milen v Simon Freund | 3-6,4-6 |