Stadium: Court 4 Round: 27 Ground: Hardcourt outdoor
| ITF M15 Castellon | 2019/11/04 13:30 | Benjamin Winter Lopez v Aliaksandr Bulitski | 3-6,2-6 |
| ITF M15 Castellon | 2019/11/03 12:00 | Benjamin Winter Lopez v Pol Fernandez | 6-1,6-2 |
| ITF M15 Nules | 2019/10/29 10:40 | Johan Nikles v Benjamin Winter Lopez | 7-6,6-0 |
| ITF M15 Benicarlo | 2019/10/23 16:40 | Imanol L Morillo v Benjamin Winter Lopez | 1-6,6-2,6-4 |
| ITF M25 Riba-Roja de Turia | 2019/10/09 10:10 | Benjamin Winter Lopez v Eduard Esteve Lobato | 3-6,4-6 |
| ITF M15 Sabadell | 2019/10/03 12:50 | Benjamin Winter Lopez v Kirill Kivattsev | 7-6,5-7,1-6 |
| ITF M15 Sabadell | 2019/10/01 10:00 | Ian Luca Cervantes Tomas v Benjamin Winter Lopez | 2-6,1-6 |
| ITF M15 Melilla | 2019/09/27 08:30 | Benjamin Winter Lopez v Timofey Skatov | 3-6,4-6 |
| ITF M15 Monastir | 2019/11/06 08:25 | Kristjan Tamm v Aziz Kijametovic | 6-0,4-6,4-6 |
| ITF M15 Parnu | 2019/10/30 10:10 | Stefan Seifert v Kristjan Tamm | 6-3,3-6,6-4 |
| ITF M15 Sharm El Sheikh | 2019/10/17 08:40 | Naoki Tajima v Kristjan Tamm | 6-2,1-6,6-1 |
| ITF M15 Sharm El Sheikh | 2019/10/16 14:30 | Kalman Boyd v Kristjan Tamm | 7-6,6-7,6-7 |
| ITF M15 Sharm El Sheikh | 2019/10/09 12:00 | Boris Fassbender v Kristjan Tamm | 6-3,4-6,6-3 |
| Davis Cup | 2019/09/14 09:10 | Hubert Hurkacz v Kristjan Tamm | 6-1,7-5 |
| ITF M15 Haren | 2019/08/29 10:40 | Kristjan Tamm v Stefan Seifert | 3-6,3-6 |
| ITF M15 Haren | 2019/08/28 11:15 | Benjamin Dhoe v Kristjan Tamm | 3-6,2-6 |