Round: 44 Ground: Clay
| 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 Melilla | 2019/09/25 11:35 | Ivan Marrero Curbelo v Maxence Broville | 3-6,6-4,5-7 |
| ITF M15 Melilla | 2019/09/24 08:30 | Ivan Marrero Curbelo v Lawrence Bataljin | 6-1,6-4 |
| ITF M25 Madrid | 2019/09/17 08:00 | Ivan Marrero Curbelo v Xavier Gabarro | 4-6,3-6 |
| ITF M25 Madrid | 2019/09/16 10:30 | Ivan Marrero Curbelo v Miguel Damas | 6-2,6-2 |
| ITF M15 Targu Mures | 2019/08/07 08:50 | Maksim Tikhomirov v Jake Hersey | 6-3,3-6,7-5 |
| ITF M15 Targu Mures | 2019/08/06 07:00 | Jake Hersey v Mihai Razvan Marinescu | 7-5,6-2 |
| ITF M15 Targu Mures | 2019/08/05 09:00 | Jake Hersey v Mihaita Daniel Damian | 6-2,6-3 |
| ITF M15 Chitila | 2019/07/31 11:00 | Cezar Cretu v Jake Hersey | 6-2,6-2 |
| ITF M15 Tabarka | 2019/07/22 07:30 | Jake Hersey v Raffaele Giuliano | 4-6,6-2,10-8 |
| ITF M15 Tabarka | 2019/07/15 13:00 | Jake Hersey v Giacomo Dambrosi | 5-7,1-6 |
| ITF M15 Tabarka | 2019/07/15 07:30 | Jake Hersey v Tarun Anirudh Chilakalapudi | 7-5,6-2 |
| ITF M15 Tabarka | 2019/07/10 10:00 | Enrico Dalla Valle v Jake Hersey | 6-1,6-1 |