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