Stadium: Court 22 Round: 27 Ground: Clay
| ITF - M25 Pensacola | 2019/05/09 15:00 | Watson, Andrew v Olivares, Jose | 7-6,4-6,1-6 |
| ITF - M25 Pensacola | 2019/05/08 14:00 | Olivares, Jose v Belov, Sergey | 6-4,2-6,6-4 |
| Vero Beach, Fl, Singles Qualifying M-ITF-USA-17A | 2019/05/02 14:00 | Pedro Sakamoto v Olivares, Jose | 7-5,6-2 |
| Vero Beach, Fl, Singles Qualifying M-ITF-USA-17A | 2019/05/01 16:00 | Olivares, Jose v Newman, Baker | 2-6,6-1,6-2 |
| ITF - M15 Orange Park | 2019/04/20 16:00 | Dmitry Popko v Olivares, Jose | 6-2,6-1 |
| ITF - M15 Orange Park | 2019/04/19 13:15 | Rodriguez-Pace, Ricardo v Olivares, Jose | 4-6,3-6 |
| ITF - M15 Orange Park | 2019/04/18 15:00 | Villar, Yeudy v Olivares, Jose | 6-7,0-6 |
| ITF - M15 Orange Park | 2019/04/17 14:00 | Olivares, Jose v Harrison Adams | 6-4,6-1 |
| ITF - M25 Pensacola | 2019/05/09 17:10 | Isaiah Strode v Felix Corwin | 2-6,6-4,3-6 |
| ITF - M25 Pensacola | 2019/05/08 16:45 | Felix Corwin v Garanganga, Takanyi | 6-3,7-5 |
| Vero Beach, Fl, Singles Qualifying M-ITF-USA-17A | 2019/05/01 18:25 | Felix Corwin v Nicolas Alvarez | 4-6,1-6 |
| ITF - M15 Orange Park | 2019/04/16 17:30 | Rodriguez-Pace, Ricardo v Felix Corwin | 6-3,6-1 |
| ITF - M15 Sunrise | 2019/04/08 15:00 | Felix Corwin v Rowland Phillips | 1-6,6-2,6-10 |
| ITF M15 Cancun | 2019/03/28 18:45 | Felix Corwin v Lopez Villasenor, Gerardo | 3-6,2-6 |
| ITF M15 Cancun | 2019/03/26 14:30 | Adrian Andreev v Felix Corwin | 6-2,2-6,2-6 |
| ITF M15 Cancun | 2019/03/19 22:25 | Felix Corwin v Emil Ruusuvuori | 2-6,2-6 |