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