Stadium: Clay Court 1 Round: 26 Ground: Clay
| ITF - M15 Antalya | 2019/10/23 08:30 | Slobodchikov, Ronald v Hellfritsch, Lucas | 6-3,6-3 |
| ITF - M15 Antalya | 2019/10/17 07:00 | Fabian Marozsan v Slobodchikov, Ronald | 6-3,6-4 |
| ITF - M15 Antalya | 2019/10/16 08:30 | Borza, Bogdan v Slobodchikov, Ronald | 6-1,1-6,1-6 |
| Riba - Roja De Turia, Singles Q M-ITF-ESP-30A | 2019/10/10 08:00 | Slobodchikov, Ronald v Ojeda Lara, Ricardo | 1-6,5-7 |
| Riba - Roja De Turia, Singles Q M-ITF-ESP-30A | 2019/10/09 12:15 | Slobodchikov, Ronald v Carlos Sanchez Jover | 3-6,6-2,6-4 |
| Challenger - Barcelone | 2019/09/30 13:40 | Slobodchikov, Ronald v Carlos Taberner | 0-6,2-6 |
| Challenger Szczecin | 2019/09/11 12:50 | Slobodchikov, Ronald v Bellucci, Thomaz | 4-6,3-6 |
| Challenger Szczecin | 2019/09/09 13:40 | Slobodchikov, Ronald v Lindell, Christian | 6-4,6-2 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/09/02 16:00 | Takeda, Naoki v Marco Furlanetto | 5-7,5-7 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/08/29 09:45 | Takeda, Naoki v Andrey Chepelev | 1-6,6-3,3-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/08/28 13:00 | Takeda, Naoki v Feitt, Franco | 6-3,6-1 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/08/20 08:00 | Tomas Martin Etcheverry v Takeda, Naoki | 7-5,6-1 |
| ITF M15 Cancun | 2019/07/02 13:30 | Nick Chappell v Takeda, Naoki | 6-2,6-0 |
| ITF M15 Cancun | 2019/06/27 17:20 | Farren, Connor v Takeda, Naoki | 6-3,6-3 |
| ITF M15 Cancun | 2019/06/25 15:25 | Ben Jones v Takeda, Naoki | 4-6,5-7 |
| Guam, Singles M-ITF-GUM-01A | 2019/06/06 00:00 | Katayama, Sho v Takeda, Naoki | 7-6,6-1 |