Round: 44 Ground: Clay
| ITF M15 Getafe Madrid | 2019/10/17 10:30 | Ivan Marrero Curbelo v Carlos Boluda-Purkiss | 5-7,4-6 |
| ITF M15 Getafe Madrid | 2019/10/16 08:30 | Ivan Marrero Curbelo v Mick Lescure | 6-2,1-6,6-3 |
| ITF M15 Getafe Madrid | 2019/10/15 08:00 | Nicolas Uryson v Ivan Marrero Curbelo | 1-6,3-6 |
| ITF M15 Getafe Madrid | 2019/10/14 07:30 | Ivan Marrero Curbelo v Jake Hersey | 6-1,6-2 |
| ITF M15 Getafe Madrid | 2019/10/13 08:45 | Ivan Marrero Curbelo v Rafael Mazon-Hernandez | 6-4,6-3 |
| ITF - M25 Tavira | 2019/10/02 12:00 | Ivan Marrero Curbelo v Evan Hoyt | 1-6,7-5,4-6 |
| ITF - M25 Tavira | 2019/10/01 08:30 | Ivan Marrero Curbelo v Karl Adrian R. Noerstenaes | 6-2,6-3 |
| ITF - M25 Tavira | 2019/09/30 10:00 | Ivan Marrero Curbelo v Paramveer Singh Bajwa | 7-5,6-2 |
| ITF - M15 Zlatibor | 2019/09/16 10:30 | Stevan Popovic v Nemanja Subanovic | 6-7,6-3,4-10 |
| ITF - M15 Zlatibor | 2019/09/15 10:30 | Stevan Popovic v Gabriel Sanchez | 7-6,7-6 |
| ITF - M15 Novi Sad | 2019/08/12 08:00 | Stevan Popovic v Sabit Suntic | 2-6,4-6 |
| ITF - M15 Novi Sad | 2019/08/05 08:00 | Stevan Popovic v Luka Pavlovic | 3-6,2-6 |
| ITF - M15 Novi Sad | 2019/07/29 08:00 | Pavle Daljev v Stevan Popovic | 6-2,6-3 |
| ITF M15 Kramsach | 2019/07/15 08:00 | Stevan Popovic v Domagoj Biljesko | 2-6,0-6 |
| ITF M15 Marburg | 2019/07/08 09:00 | Stevan Popovic v Karlo Cubelic | 0-6,1-6 |
| ITF Serbia F4 | 2018/08/25 10:00 | Dusan Obradovic v Stevan Popovic | 5-7,6-4,6-3 |