Estadio: Court 7 Round: 27 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2019/12/12 15:00 | Joshua Ortlip v Juan Carlos Aguilar | 6-3,3-6,6-3 |
| ITF M15 Cancun | 2019/12/10 14:00 | Joshua Ortlip v Pedro Gabriel Rodrigues | 6-2,6-1 |
| ITF M15 Cancun | 2019/12/06 16:50 | Nick Chappell v Joshua Ortlip | 6-2,6-3 |
| ITF M15 Cancun | 2019/12/05 16:45 | Luis Patino v Joshua Ortlip | 3-6,4-6 |
| ITF M15 Cancun | 2019/12/04 14:30 | Skyler Butts v Joshua Ortlip | 0-6,2-6 |
| ITF M15 Cancun | 2019/11/17 15:00 | Joshua Ortlip v Pedro Gabriel Rodrigues | 6-3,6-0 |
| ITF M15 Cancun | 2019/11/15 20:35 | Joshua Ortlip v David Volfson | 2-6,6-1,1-6 |
| ITF M15 Cancun | 2019/11/14 14:00 | Joshua Ortlip v Eduardo Ribeiro | 6-1,6-3 |
| ITF M15 Cancun | 2019/12/12 16:40 | Manuel Barros v Vasil Kirkov | 4-6,2-6 |
| ITF M15 Cancun | 2019/12/10 14:00 | Skyler Butts v Vasil Kirkov | 1-6,4-6 |
| ITF M15 Tallahassee | 2019/12/04 16:40 | Vasil Kirkov v Dennis Novikov | 6-3,4-6,6-7 |
| ITF M15 Heraklion | 2019/11/23 08:00 | Vasil Kirkov v Mick Veldheer | 6-4,5-7,1-6 |
| ITF M15 Heraklion | 2019/11/22 09:30 | Vasil Kirkov v Lenny Hampel | 7-6,4-6,6-3 |
| ITF M15 Heraklion | 2019/11/20 12:20 | Aristotelis Thanos v Vasil Kirkov | 4-6,2-6 |
| ITF M15 Heraklion | 2019/11/15 08:00 | Jan Zielinski v Vasil Kirkov | 6-3,6-3 |
| ITF M15 Heraklion | 2019/11/13 08:00 | Vasil Kirkov v Petros Tsitsipas | 7-6,7-6 |