Stadium: Stadium Round: 25 Ground: Hardcourt outdoor
| ITF Canada F6 | 2018/09/06 17:10 | Nick Chappell v David Volfson | 6-2,4-6,6-2 |
| ITF M15 Santo Domingo | 2020/12/05 14:30 | Nick Chappell v Oliver Crawford | 5-7,6-0,4-6 |
| ITF M15 Santo Domingo | 2020/12/04 14:45 | Nick Chappell v Leonardo Civita-Telles | 6-4,7-5 |
| ITF M15 Santo Domingo | 2020/12/03 15:55 | Nick Chappell v Jesse Flores | 6-3,7-6 |
| ITF M15 Santo Domingo | 2020/12/01 16:55 | Nick Chappell v Dusty H. Boyer | 7-6,6-2 |
| Challenger Orlando | 2020/11/19 17:00 | Alexander Ritschard v Nick Chappell | 6-3,6-4 |
| Challenger Orlando | 2020/11/17 18:35 | Nick Chappell v Ramkumar Ramanathan | 6-3,6-4 |
| Challenger Orlando | 2020/11/15 15:00 | Christian Harrison v Nick Chappell | 7-6,6-3 |
| Challenger Orlando | 2020/11/14 15:00 | Roy Smith v Nick Chappell | 6-7,1-6 |
| ITF M15 Santo Domingo | 2020/12/08 13:30 | David Volfson v Austin Ansari | 6-1,6-3 |
| ITF M15 Santo Domingo | 2020/12/07 14:00 | David Volfson v Rowland Phillips | 6-2,6-2 |
| ITF M15 Santo Domingo | 2020/12/01 13:30 | David Volfson v Rowland Phillips | 6-7,6-1,1-10 |
| ITF M15 Santo Domingo | 2020/11/30 15:00 | David Volfson v Angel J Maleno Rosario | 6-0,6-1 |
| ITF M15 Quinta Do Lago | 2020/11/05 10:00 | David Volfson v Matteo Arnaldi | 1-6,5-7 |
| ITF M15 Quinta Do Lago | 2020/11/04 12:50 | Khumoyun Sultanov v David Volfson | 3-6,6-7 |
| ITF M15 Quinta Do Lago | 2020/11/03 09:30 | David Volfson v Tiago Torres | 6-3,4-6,10-7 |
| ITF M15 Quinta Do Lago | 2020/11/02 10:00 | David Volfson v Osgar O'Hoisin | 6-1,6-3 |