Round: 44 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2019/11/06 19:40 | Daniel Antonio Nunez v Karlo Cubelic | 7-6,6-4 |
| Liberec, Simples M-ITF-CZE-08A | 2019/10/22 13:30 | Karlo Cubelic v Seifert, Stefan | 3-6,2-6 |
| Olomouc, Singles M-ITF-CZE-07A | 2019/10/16 09:20 | Rumler, Robert v Karlo Cubelic | 4-6,6-4,6-1 |
| Bad Salzdetfurth, Simples M-ITF-GER-14A | 2019/10/08 15:30 | Konecny, Michal v Karlo Cubelic | 6-1,7-6 |
| ITF M15 Cancun | 2019/09/25 16:00 | El Midhawy, Adam v Karlo Cubelic | 6-3,6-4 |
| ITF M15 Cancun | 2019/09/19 15:50 | Karlo Cubelic v El Midhawy, Adam | 1-6,6-3,3-6 |
| ITF M15 Cancun | 2019/09/12 14:30 | Karlo Cubelic v Panta Herreros, Jorge Brian | 7-5,1-6,2-6 |
| ITF M15 Cancun | 2019/09/10 16:05 | Rousseau, Hillel v Karlo Cubelic | 6-3,6-7,1-6 |
| ITF M15 Cancun | 2019/11/10 16:30 | Del Federico, Andrea v Mania, Marco | 6-4,6-1 |
| ITF M15 Cancun | 2019/11/03 16:00 | Hunter Heck v Del Federico, Andrea | 6-3,6-4 |
| ITF M15 Bratislava | 2019/08/25 11:00 | Del Federico, Andrea v Samuel Puskar | 1-6,2-6 |
| ITF - M15 Héraklion | 2019/05/08 08:40 | Del Federico, Andrea v Boyer, Toby D | 1-6,3-6 |
| ITF - M15 Héraklion | 2019/05/07 07:00 | Boyer, Toby D v Del Federico, Andrea | 6-7,6-2,10-7 |
| Challenger - Francavilla | 2019/04/23 11:30 | Del Federico, Andrea v Gian Marco Moroni | 1-6,2-6 |
| Challenger - Francavilla | 2019/04/22 08:00 | Andrea Vavassori v Del Federico, Andrea | 6-1,6-1 |
| ITF - M25 Santa Margherita | 2019/03/25 16:10 | Alexander Weis v Del Federico, Andrea | 6-3,6-0 |