Estádio: Stadium Round: 14 Ground: Hardcourt indoor
| Challenger - Charlottesville | 2021/11/02 23:00 | Nick Chappell v Tung-Lin Wu | 4-6,3-6 |
| Challenger - Charlottesville | 2021/11/01 14:00 | Nick Chappell v Omni Kumar | 6-3,7-5 |
| Challenger - Charlottesville | 2021/10/31 19:40 | Nick Chappell v Gianni Ross | 6-2,6-4 |
| 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 Roy Smith | 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 |
| ITF - M25 Champaign | 2021/09/14 17:00 | Blaise Bicknell v Johannus Monday | 6-3,6-4 |
| ITF - M25 Champaign | 2021/09/13 19:00 | Johannus Monday v Kweisi Kenyatte | 6-4,6-4 |
| ITF - M25 Sunderland | 2020/02/23 10:50 | Johannus Monday v Jake Hersey | 3-6,6-2,6-10 |
| ITF - M25 Glasgow | 2020/02/16 14:45 | Bart Stevens v Johannus Monday | 4-6,6-1,10-7 |
| ITF - M25 Chiswick | 2019/08/05 10:50 | Johannus Monday v Michael Shaw | 6-7,6-3,5-10 |
| ITF - M25 Roehampton | 2019/07/29 13:40 | Sacha Modica v Johannus Monday | 6-0,6-4 |
| ITF - M25 Roehampton | 2019/07/29 08:30 | Johannus Monday v Petar Pjevcevic | 6-2,7-5 |
| ITF - M25 Sunderland | 2019/04/08 15:05 | Johannus Monday v Robert Carter | 3-6,7-5,8-10 |