Stadium: OTP Court Round: 26 Ground: Clay
| UTR Pro Tennis Series California | 2020/09/19 15:00 | Jurabek Karimov v Nick Chappell | 3-6,4-6 |
| UTR Pro Tennis Series California | 2020/09/18 19:20 | Eric Hadigian v Nick Chappell | 1-6,4-6 |
| UTR Pro Tennis Series California | 2020/09/17 17:45 | Nick Chappell v Luis Humberto Lopez | 6-3,6-7,1-10 |
| UTR Pro Tennis Series California | 2020/09/16 16:25 | Nick Chappell v Toby D. Boyer | 6-4,6-3 |
| UTR Pro Tennis Series California | 2020/09/15 18:05 | Nick Chappell v Alexander Sarkissian | 2-6,6-2,7-10 |
| UTR Pro Tennis Series California | 2020/09/14 21:35 | Ivan Nedelko v Nick Chappell | 5-7,5-7 |
| UTR Pro Tennis Series California | 2020/09/14 19:30 | Alec Adamson v Nick Chappell | 4-6,1-6 |
| UTR Pro Tennis Series California | 2020/09/10 19:30 | Nick Chappell v Joshua Ortlip | 6-4,5-7,8-10 |
| Challenger Forli | 2020/09/23 08:00 | Pedro Sakamoto v Alexander Ritschard | 7-5,3-6,1-6 |
| Challenger Forli | 2020/09/21 12:30 | Andrea Vavassori v Pedro Sakamoto | 6-4,6-7,3-6 |
| ITF M25 Plaisir | 2020/09/17 13:15 | Yannick Mertens v Pedro Sakamoto | 6-1,6-3 |
| ITF M25 Plaisir | 2020/09/16 13:45 | Cristian Rodriguez v Pedro Sakamoto | 2-6,6-7 |
| ATP Santiago | 2020/02/23 17:20 | Filip Horansky v Pedro Sakamoto | 7-6,6-7,6-4 |
| ATP Santiago | 2020/02/22 18:20 | Fernando Romboli v Pedro Sakamoto | 1-6,2-6 |
| Challenger Morelos | 2020/02/18 17:45 | Peter Polansky v Pedro Sakamoto | 6-4,6-2 |
| Challenger Morelos | 2020/02/17 21:30 | Pedro Sakamoto v Carlos Gomez-Herrera | 7-6,6-2 |