Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| Challenger Montevideo | 2019/11/06 21:20 | Federico Delbonis v Pedja Krstin | 6-4,6-4 |
| Challenger Montevideo | 2019/11/04 22:05 | Franco Roncadelli v Pedja Krstin | 3-6,0-6 |
| Challenger Guayaquil | 2019/10/30 21:00 | Hugo Dellien v Pedja Krstin | 6-3,6-2 |
| Challenger Guayaquil | 2019/10/29 16:00 | Pedja Krstin v Rafael Matos | 6-7,6-3,6-1 |
| Challenger Lima | 2019/10/21 19:50 | Pedja Krstin v Gonzalo Villanueva | 6-3,6-0 |
| Challenger Santo Domingo | 2019/10/08 22:55 | Oscar Jose Gutierrez v Pedja Krstin | 7-5,6-4 |
| Challenger Sibiu | 2019/09/19 11:40 | Pedja Krstin v Blaz Rola | 1-6,6-3,1-6 |
| Challenger Sibiu | 2019/09/18 07:00 | Pedja Krstin v Michal Dembek | 6-4,6-2 |
| Challenger Houston | 2019/11/11 22:00 | Nick Chappell v Sebastian Fanselow | 6-1,3-6,7-6 |
| ITF M15 Cancun | 2019/11/09 14:00 | Nick Chappell v Joao Lucas Reis da Silva | 7-5,1-6,3-6 |
| ITF M15 Cancun | 2019/11/08 14:00 | Zane Khan v Nick Chappell | 6-4,5-7,3-6 |
| ITF M15 Cancun | 2019/11/07 14:00 | Skyler Butts v Nick Chappell | 1-6,2-6 |
| ITF M15 Cancun | 2019/11/06 20:30 | Javier Gonzalez v Nick Chappell | 3-6,3-6 |
| ITF M25 Fayetteville | 2019/10/24 18:30 | Matej Vocel v Nick Chappell | 6-2,6-2 |
| ITF M25 Fayetteville | 2019/10/23 18:00 | Nick Chappell v Liam Caruana | 7-5,6-4 |
| ITF M25 Waco | 2019/10/18 16:00 | Nick Chappell v Michael Geerts | 7-6,1-6,2-6 |