Estadio: CC Round: 25 Ground: Clay
| ITF M15 Tabarka | 2019/04/17 10:10 | Simon Freund v Jacopo Berrettini | 3-6,3-6 |
| ITF M15 Tabarka | 2019/04/11 10:50 | Christian Lindell v Simon Freund | 6-3,0-6,6-2 |
| ITF M15 Tabarka | 2019/04/10 11:40 | Gregorio Cordonnier v Simon Freund | 2-6,5-7 |
| ITF M15 Tabarka | 2019/04/08 14:00 | Simon Freund v Paul Valsecchi | 6-4,6-2 |
| ITF M15 Tabarka | 2019/04/03 10:25 | Simon Freund v Luigi Sorrentino | 7-5,4-6,3-6 |
| ITF M15 Tabarka | 2019/04/01 12:30 | Simon Freund v Lukas Krainer | 6-0,6-3 |
| ITF M15 Arcadia | 2019/03/14 17:45 | Simon Freund v Alan Kohen | 3-6,3-6 |
| ITF M15 Arcadia | 2019/03/13 21:50 | George Botezan v Simon Freund | 7-6,3-6,3-6 |
| ITF 15 Antalya | 2019/04/19 10:10 | Alexander Shevchenko v Karl Friberg | 6-4,6-4 |
| ITF 15 Antalya | 2019/04/18 09:00 | Niklas Guttau v Karl Friberg | 4-6,6-3,4-6 |
| ITF 15 Antalya | 2019/04/17 07:55 | Karl Friberg v Dominik Boehler | 6-3,5-7,7-5 |
| ITF 15 Antalya | 2019/04/11 10:10 | Karl Friberg v Patrik Niklas-Salminen | 3-6,1-6 |
| ITF 15 Antalya | 2019/04/10 11:30 | Petr Nouza v Karl Friberg | 3-6,5-7 |
| ITF M15 Cancun | 2019/03/27 16:30 | Juan Pablo Varillas v Karl Friberg | 6-0,6-4 |
| ITF M15 Cancun | 2019/03/25 19:00 | Karl Friberg v Moritz Trocker | 6-2,5-7,10-1 |
| ITF M15 Cancun | 2019/03/25 17:00 | Karl Friberg v Lucas Gessner | 6-1,6-2 |