Stadium: Court 9 Round: 14 Ground: Hardcourt indoor
| Challenger Las Vegas | 2021/10/25 22:30 | Michael Mmoh v Nick Chappell | 6-2,6-1 |
| Challenger Las Vegas | 2021/10/25 18:00 | Nick Chappell v Shintaro Mochizuki | 7-5,2-6,2-6 |
| Challenger Las Vegas | 2021/10/24 17:00 | Nick Chappell v Smith, Roy | 7-6,6-7,6-2 |
| Challenger - Santiago | 2021/10/11 17:15 | Nick Chappell v Hernan Casanova | 3-6,4-6 |
| Challenger - Santiago | 2021/10/06 16:00 | Nick Chappell v Sebastian Baez | 7-5,4-6,1-6 |
| Challenger - Santiago | 2021/10/04 22:55 | Diego F Flores v Nick Chappell | 3-6,6-3,5-7 |
| Istanbul, Turkey | 2021/09/14 11:15 | Alexandre Muller v Nick Chappell | 6-4,6-2 |
| Istanbul, Turkey | 2021/09/13 07:30 | Nick Chappell v Alexander Shevchenko | 6-4,6-2 |
| ITF M15 Fayetteville | 2021/09/22 20:10 | Ross, Gianni v Paul Jubb | 6-4,4-6,2-6 |
| Fayetteville, AR, Singles Qualifying, M-ITF-USA-31 | 2021/09/21 14:00 | Charles Broom v Ross, Gianni | 3-6,3-6 |
| ITF M15 Gdynia | 2021/08/09 08:00 | Ross, Gianni v Kolasinski, Filip | 7-6,1-6,9-11 |
| ITF M15 Gdynia | 2021/08/08 08:00 | Vittar, Francisco v Ross, Gianni | 2-6,6-0,7-10 |
| ITF M15 Frederiksberg | 2021/08/03 12:45 | Oscar Moraing v Ross, Gianni | 7-5,4-6,6-4 |
| ITF M15 Frederiksberg | 2021/08/03 11:30 | Oscar Moraing v Ross, Gianni | 7-5,4-6,6-4 |
| ITF M15 Frederiksberg | 2021/08/02 11:25 | Ross, Gianni v Nareyka, Bjorn | 6-2,6-0 |
| ITF M15 Frederiksberg | 2021/08/01 08:00 | Ross, Gianni v Raphael Calzi | 7-5,6-4 |