Round: 54 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2019/08/19 14:30 | Miles Jones v Sysoev, Nikolay | 6-0,6-1 |
| ITF M15 Cancun | 2019/08/14 15:35 | Shamma, Nicholas v Sysoev, Nikolay | 6-1,6-0 |
| ITF M15 Cancun | 2019/08/12 17:00 | Kalman Boyd v Sysoev, Nikolay | 6-1,6-1 |
| ITF M15 Cancun | 2019/07/08 17:30 | Reyes, Nicholas Alexander v Sysoev, Nikolay | 6-0,6-3 |
| ITF M15 Cancun | 2019/07/01 13:30 | Pierce, Aron v Sysoev, Nikolay | 6-1,6-1 |
| ITF M15 Cancun | 2019/06/24 13:30 | Stone, Zakai v Sysoev, Nikolay | 6-1,0-6,10-6 |
| ITF M15 Cancun | 2019/08/22 14:15 | Rodriguez-Pace, Ricardo v Smith, Logan | 7-6,6-4 |
| ITF M15 Cancun | 2019/08/21 19:05 | Smith, Logan v Carnevale-Miino, Tommaso | 6-3,6-1 |
| ITF M15 Cancun | 2019/08/19 21:00 | Smith, Logan v Bendeck, Jaime | 7-6,6-0 |
| ITF M15 Cancun | 2019/08/19 19:00 | Smith, Logan v Kotze, Da-Niel | 6-1,6-3 |
| ITF M15 Cancun | 2019/08/17 15:00 | Smith, Logan v Brymer, Gage | 3-6,2-6 |
| ITF M15 Cancun | 2019/08/16 15:00 | Smith, Logan v Jacob Brumm | 6-2,6-3 |
| ITF M15 Cancun | 2019/08/15 16:25 | Nick Chappell v Smith, Logan | 6-7,1-6 |
| ITF M15 Cancun | 2019/08/14 16:55 | Smith, Logan v Agustin Maria Gascia | 7-6,3-6,6-3 |