Stadium: Clay Court 1 Round: 26 Ground: Clay
| ITF M15 Antalya | 2019/10/23 08:30 | Ronald Slobodchikov v Lucas Hellfritsch | 6-3,6-3 |
| ITF M15 Antalya | 2019/10/17 07:00 | Fabian Marozsan v Ronald Slobodchikov | 6-3,6-4 |
| ITF M15 Antalya | 2019/10/16 08:30 | Bogdan Borza v Ronald Slobodchikov | 6-1,1-6,1-6 |
| ITF M25 Riba-Roja de Turia | 2019/10/10 08:00 | Ronald Slobodchikov v Ricardo Ojeda Lara | 1-6,5-7 |
| ITF M25 Riba-Roja de Turia | 2019/10/09 12:15 | Ronald Slobodchikov v Carlos Sanchez Jover | 3-6,6-2,6-4 |
| Challenger Barcelona | 2019/09/30 13:40 | Ronald Slobodchikov v Carlos Taberner | 0-6,2-6 |
| Challenger Szczecin | 2019/09/11 12:50 | Ronald Slobodchikov v Thomaz Bellucci | 4-6,3-6 |
| Challenger Szczecin | 2019/09/09 13:40 | Ronald Slobodchikov v Christian Lindell | 6-4,6-2 |
| ITF M15 Tabarka | 2019/09/02 16:00 | Naoki Takeda v Marco Furlanetto | 5-7,5-7 |
| ITF M15 Tabarka | 2019/08/29 09:45 | Naoki Takeda v Andrey Chepelev | 1-6,6-3,3-6 |
| ITF M15 Tabarka | 2019/08/28 13:00 | Naoki Takeda v Franco Feitt | 6-3,6-1 |
| ITF M15 Tabarka | 2019/08/20 08:00 | Tomas Martin Etcheverry v Naoki Takeda | 7-5,6-1 |
| ITF M15 Cancun | 2019/07/02 13:30 | Nick Chappell v Naoki Takeda | 6-2,6-0 |
| ITF M15 Cancun | 2019/06/27 17:20 | Connor Farren v Naoki Takeda | 6-3,6-3 |
| ITF M15 Cancun | 2019/06/25 15:25 | Ben Jones v Naoki Takeda | 4-6,5-7 |
| ITF M15 Guam | 2019/06/06 00:00 | Sho Katayama v Naoki Takeda | 7-6,6-1 |