Stadium: Court 2 Round: 45 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2019/02/06 14:25 | Christopher Heyman v Ivan Marrero Curbelo | 6-3,3-6,6-2 |
| ITF M15 Monastir | 2019/02/06 08:00 | Ivan Marrero Curbelo v Samuel Philp | 6-3,6-3 |
| ITF M15 Monastir | 2019/02/04 10:00 | Ivan Marrero Curbelo v Pedro Munafo | 6-0,6-3 |
| ITF M15 Palmanova | 2019/01/29 10:00 | Simon Carr v Ivan Marrero Curbelo | 7-6,6-3 |
| ITF M15 Palmanova | 2019/01/28 09:00 | Alex S G Alejandro v Ivan Marrero Curbelo | 7-5,4-6,5-10 |
| ITF Turkey F38 | 2018/11/29 07:00 | Ivan Marrero Curbelo v Edris Fetisleam | 1-6,1-6 |
| ITF Turkey F38 | 2018/11/27 07:30 | RunYu Zhao v Ivan Marrero Curbelo | 2-6,1-6 |
| ITF Turkey F38 | 2018/11/26 06:30 | Ivan Marrero Curbelo v Hristo Valeov | 6-1,6-1 |
| ITF Estonia F3 | 2018/11/06 09:00 | Julius Tverijonas v Vasko Mladenov | 6-4,6-4 |
| ITF Estonia F2 | 2018/10/30 08:00 | Aliaksandr Prudnikau v Vasko Mladenov | 6-4,6-3 |
| ITF Tunisia F33 | 2018/09/27 08:30 | Robert Strombachs v Vasko Mladenov | 6-4,6-7,6-2 |
| ITF Tunisia F33 | 2018/09/25 08:30 | Juan Ignacio Batalla v Vasko Mladenov | 2-6,4-6 |
| ITF Tunisia F32 | 2018/09/21 08:30 | Kai Wehnelt v Vasko Mladenov | 6-2,6-0 |
| ITF Tunisia F32 | 2018/09/20 10:30 | Amaury Delmas v Vasko Mladenov | 6-4,2-6,3-6 |
| ITF Tunisia F32 | 2018/09/19 11:25 | Vasko Mladenov v Luca Giacomini | 6-7,6-2,6-2 |
| Challenger Istanbul | 2018/09/09 10:20 | Vasko Mladenov v Nam Hoang Ly | 6-7,4-6 |