Stadium: Court 7 Round: 29 Ground: Hardcourt outdoor
| ITF - Cancun M15 | 2019/12/14 14:00 | Shintaro Mochizuki v Nick Chappell | 4-6,6-4,6-7 |
| ITF - Cancun M15 | 2019/12/13 15:00 | Nick Chappell v Justin Butsch | 6-2,6-1 |
| ITF - Cancun M15 | 2019/12/12 15:00 | Nick Chappell v Tanner K Smith | 6-4,6-2 |
| ITF - Cancun M15 | 2019/12/11 14:00 | Nick Chappell v Michal Wozniak | 6-1,6-3 |
| ITF - Cancun M15 | 2019/12/08 14:00 | Nick Chappell v Jorge Panta | 6-3,6-3 |
| ITF - Cancun M15 | 2019/12/07 14:00 | Gage Brymer v Nick Chappell | 4-6,3-6 |
| ITF - Cancun M15 | 2019/12/06 16:50 | Nick Chappell v Joshua Ortlip | 6-2,6-3 |
| ITF - Cancun M15 | 2019/12/05 15:00 | Nick Chappell v Austin Ansari | 7-6,6-3 |
| ITF - Cancun M15 | 2019/12/13 15:00 | Joshua Ortlip v Vasil Kirkov | 6-2,3-6,1-6 |
| ITF - Cancun M15 | 2019/12/12 16:40 | Manuel Barros v Vasil Kirkov | 4-6,2-6 |
| ITF - Cancun M15 | 2019/12/10 14:00 | Skyler Butts v Vasil Kirkov | 1-6,4-6 |
| ITF - Tallahassee M15 | 2019/12/04 16:40 | Vasil Kirkov v Dennis Novikov | 6-3,4-6,6-7 |
| ITF - Heraklion M15 | 2019/11/23 08:00 | Vasil Kirkov v Mick Veldheer | 6-4,5-7,1-6 |
| ITF - Heraklion M15 | 2019/11/22 09:30 | Vasil Kirkov v Lenny Hampel | 7-6,4-6,6-3 |
| ITF - Heraklion M15 | 2019/11/20 12:20 | Aristotelis Thanos v Vasil Kirkov | 4-6,2-6 |
| ITF - Heraklion M15 | 2019/11/15 08:00 | Jan Zielinski v Vasil Kirkov | 6-3,6-3 |