Stadium: Hard Court 4 Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Heraklion | 2019/11/11 08:00 | Patrick Kypson v Eleftherios Theodorou | 7-6,6-1 |
| ITF - M15 Heraklion | 2019/11/10 07:30 | Patrick Kypson v Neil Oberleitner | 6-2,6-2 |
| ITF M25 - Weston | 2019/01/31 17:20 | Yeudy Villar v Patrick Kypson | 1-6,4-6 |
| ITF M25 - Weston | 2019/01/29 18:20 | Jumpei Yamasaki v Patrick Kypson | 2-6,3-6 |
| Challenger - Newport Beach | 2019/01/21 18:00 | Patrick Kypson v Donald Young | 3-6,2-6 |
| ITF M25 - Los Angeles | 2019/01/04 18:00 | Patrick Kypson v Martin Redlicki | 7-6,6-4 |
| ITF M25 - Los Angeles | 2019/01/03 19:25 | Patrick Kypson v Peter Kobelt | 6-1,6-1 |
| ITF M25 - Los Angeles | 2019/01/01 19:40 | Patrick Kypson v Felix Corwin | 7-5,6-3 |
| ITF - M15 Heraklion | 2019/11/11 08:00 | Ran Amar v Jordan Hasson | 3-6,2-6 |
| ITF - M15 Heraklion | 2019/11/10 07:30 | Dominik Nazaruk v Jordan Hasson | 7-5,4-6,6-10 |
| ITF - M15 Heraklion | 2019/11/06 13:40 | Jordan Hasson v Jurabek Karimov | 4-6,3-6 |
| ITF - M15 Heraklion | 2019/11/05 07:30 | Jordan Hasson v Dominik Nazaruk | 6-3,6-3 |
| ITF M15 Pretoria | 2019/10/03 08:55 | Mehluli D A Sibanda v Jordan Hasson | 6-3,7-6 |
| ITF M15 Pretoria | 2019/10/01 07:30 | Jordan Hasson v Emmanuel Luria | 6-2,6-3 |
| ITF M15 Johannesburg | 2019/09/27 08:00 | Takanyi Garanganga v Jordan Hasson | 6-4,3-6,6-1 |
| ITF M15 Johannesburg | 2019/09/26 12:00 | Jordan Hasson v Lance-Pierre Du Toit | 7-6,2-6,6-3 |