Stadium: Court 9 Round: 27 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2019/12/05 15:00 | Nick Chappell v Ansari, Austin Ansari | 7-6,6-3 |
| ITF M15 Cancun | 2019/12/04 14:30 | Nick Chappell v Berry, Noah | 6-2,7-6 |
| ITF M15 Cancun | 2019/11/24 14:00 | Nick Chappell v Mateus Alves | 6-2,1-6,4-6 |
| ITF M15 Cancun | 2019/11/23 14:00 | Nick Chappell v Lopez Villasenor, Gerardo | 5-7,6-4,6-1 |
| ITF M15 Cancun | 2019/11/21 14:00 | Daniel Antonio Nunez v Nick Chappell | 3-6,0-6 |
| ITF M15 Cancun | 2019/11/19 14:00 | Reyna, Ricardo v Nick Chappell | 1-6,1-6 |
| Houston, USA | 2019/11/13 16:00 | Krstin, Pedja v Nick Chappell | 6-1,1-6,6-1 |
| Houston, USA | 2019/11/11 22:00 | Nick Chappell v Sebastian Fanselow | 6-1,3-6,7-6 |
| ITF M15 Cancun | 2019/12/05 16:45 | Patino, Luis v Ortlip, Joshua | 3-6,4-6 |
| ITF M15 Cancun | 2019/12/04 14:30 | Butts, Skyler v Ortlip, Joshua | 0-6,2-6 |
| ITF M15 Cancun | 2019/11/17 15:00 | Ortlip, Joshua v Rodrigues, Pedro Gabriel | 6-3,6-0 |
| ITF M15 Cancun | 2019/11/15 20:35 | Ortlip, Joshua v Volfson, David | 2-6,6-1,1-6 |
| ITF M15 Cancun | 2019/11/14 14:00 | Ortlip, Joshua v Eduardo Ribeiro | 6-1,6-3 |
| ITF M25 Malibu | 2019/11/06 20:10 | Ortlip, Joshua v Daniel Altmaier | 3-6,3-6 |
| ITF M25 Malibu | 2019/11/05 18:30 | Ortlip, Joshua v Iamachkine, Pedro | 7-6,6-2 |
| ITF M25 Malibu | 2019/11/04 18:00 | Ortlip, Joshua v Enzo Wallart | 6-3,1-6,10-7 |