Stadium: Center Round: 1
| ITF M15 Cancun | 2019/12/07 14:00 | Gage Brymer v Nick Chappell | 4-6,3-6 |
| US Pro Tennis Series West Coast | 2020/06/03 19:15 | Raymond Sarmiento v Nick Chappell | 3-6,6-1,10-3 |
| US Pro Tennis Series West Coast | 2020/06/02 16:00 | Martin Redlicki v Nick Chappell | 6-7,3-6 |
| US Pro Tennis Series West Coast | 2020/06/01 21:35 | Joshua Ortlip v Nick Chappell | 6-2,6-1 |
| ITF M25 Las Vegas | 2020/03/07 19:00 | Justin Butsch v Nick Chappell | 7-6,6-7,7-6 |
| ITF M25 Las Vegas | 2020/03/06 21:00 | Nick Chappell v Alexander Sarkissian | 3-6,6-3,7-5 |
| ITF M25 Las Vegas | 2020/03/05 18:00 | Nick Chappell v Austin Rapp | 2-6,7-6,7-6 |
| ITF M25 Las Vegas | 2020/03/03 21:30 | Nick Chappell v Reese Stalder | 7-5,6-4 |
| Challenger Calgary | 2020/02/27 17:00 | Liam Broady v Nick Chappell | 4-6,6-4,6-2 |
| US Pro Tennis Series West Coast | 2020/06/03 16:00 | Martin Redlicki v Gage Brymer | 6-7,1-6 |
| US Pro Tennis Series West Coast | 2020/06/02 19:30 | Gage Brymer v Raymond Sarmiento | 4-6,3-6 |
| US Pro Tennis Series West Coast | 2020/06/01 18:40 | Gage Brymer v Felix Corwin | 4-6,7-6,5-10 |
| Challenger Indian Wells | 2020/03/03 21:20 | Roberto Marcora v Gage Brymer | 6-4,6-3 |
| Challenger Indian Wells | 2020/03/02 18:00 | Gage Brymer v Hunter Reese | 6-4,6-2 |
| Challenger Calgary | 2020/02/26 19:30 | Liam Broady v Gage Brymer | 6-1,7-5 |
| Challenger Calgary | 2020/02/25 21:30 | Gage Brymer v Gabriel Diallo | 6-2,7-6 |
| ITF M15 Cancun | 2020/02/23 14:00 | Gage Brymer v Gabriel Petit | 6-1,6-4 |