Round: 44 Ground: Hardcourt outdoor
| ITF M15 Irákleio | 2019/11/16 12:00 | Jan Zielinski v Patrick Kypson | 6-4,6-2 |
| ITF M15 Irákleio | 2019/11/16 08:00 | Pedro Vives Marcos v Patrick Kypson | 1-6,4-6 |
| ITF M15 Irákleio | 2019/11/15 08:00 | Filippo Moroni v Patrick Kypson | 3-6,4-6 |
| ITF M15 Irákleio | 2019/11/14 08:40 | Patrick Kypson v Aidan Mchugh | 6-3,6-0 |
| ITF M15 Irákleio | 2019/11/12 07:30 | Patrick Kypson v Jordan Hasson | 6-1,6-1 |
| ITF M15 Irákleio | 2019/11/11 08:00 | Patrick Kypson v Eleftherios Theodorou | 7-6,6-1 |
| ITF M15 Irákleio | 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 M15 Irákleio | 2019/11/10 07:30 | Jack Gibbens v Sungbeen Sim | 6-7,7-5,10-8 |
| ITF M15 Changwon | 2019/10/15 01:00 | Sungbeen Sim v Taketo Takamisawa | 6-3,3-6,6-10 |
| ITF M15 Changwon | 2019/10/14 01:30 | Kousuke Ogura v Sungbeen Sim | 3-6,2-6 |
| ITF M15 Changwon | 2019/10/13 01:00 | Seong Jae Han v Sungbeen Sim | 2-6,3-6 |
| ITF M15 Gimcheon | 2019/06/17 04:10 | Chanchai Sookton-Eng v Sungbeen Sim | 7-6,2-6,10-5 |
| ITF M15 Gimcheon | 2019/06/11 01:00 | Joseph W. Van Meter v Sungbeen Sim | 2-6,4-6 |
| ITF M15 Gimcheon | 2019/06/10 01:00 | Ho-Min Kang v Sungbeen Sim | 1-6,0-6 |
| ITF M15 Daegu | 2019/06/05 01:00 | Chanchai Sookton-Eng v Sungbeen Sim | 7-5,7-6 |