Stadium: Court 10 ParkEzeroto Round: 44 Ground: Clay
| ITF M15 Chornomorsk | 2019/09/24 08:05 | Marco Bortolotti v Benjamin Niv | 3-6,6-0,6-3 |
| ITF M15 Varna | 2019/09/12 07:00 | Quentin Folliot v Benjamin Niv | 6-1,6-1 |
| ITF M15 Varna | 2019/09/11 10:00 | Benjamin Niv v Yannick Lenaerts | 6-2,6-3 |
| ITF M15 Varna | 2019/09/09 13:00 | Benjamin Niv v Nir Vodavoz | 3-6,3-6 |
| ITF M15 Varna | 2019/09/09 06:30 | Benjamin Niv v Radoslav Shandarov | 3-6,7-6,15-13 |
| ITF M25 Dublin | 2019/07/29 13:00 | Benjamin Niv v Philip Lynch | 4-6,3-6 |
| ITF M15 Plovdiv | 2019/06/04 06:30 | Alexander Weis v Benjamin Niv | 6-4,6-4 |
| ITF M15 Sozopol | 2019/05/09 08:25 | Altug Celikbilek v Benjamin Niv | 6-2,6-4 |
| ITF M15 Varna | 2019/09/11 10:00 | Valentin Ivanov v Bartosz Wojnar | 1-6,0-6 |
| ITF M15 Heraklion | 2019/05/27 08:15 | Patrick Foley v Valentin Ivanov | 6-0,6-0 |
| ITF M15 Sozopol | 2019/05/06 08:30 | Valentin Ivanov v Daniil Tsebrenko | 3-6,0-6 |
| ITF Greece F6 | 2018/10/27 06:00 | Domen Gostincar v Valentin Ivanov | 6-3,6-1 |
| ITF Serbia F3 | 2018/08/18 07:00 | Valentin Ivanov v Mile Matic | 1-6,0-6 |
| ITF Romania F8 | 2018/08/05 11:30 | Valentin Ivanov v Bogdan Pavel | 2-6,1-6 |
| ITF Bulgaria F1 | 2018/05/12 07:00 | Valentin Ivanov v Ruslan Khunarikov | 2-6,2-6 |