Stadium: Court 8 Round: 25 Ground: Hardcourt outdoor
| Challenger Potchefstroom | 2021/02/08 09:00 | Nick Chappell v Jack Draper | 6-3,6-4 |
| Challenger Potchefstroom | 2021/02/07 12:30 | Lucas Miedler v Nick Chappell | 2-6,4-6 |
| UTR Pro Tennis Series Florida | 2021/01/24 14:00 | Nick Chappell v Giulio Perego | 6-1,7-5 |
| UTR Pro Tennis Series Florida | 2021/01/23 17:00 | Nick Chappell v Ronan Jachuck | 6-4,2-6,5-4 |
| UTR Pro Tennis Series Florida | 2021/01/21 18:00 | Nick Chappell v Cristian C. Rodriguez Sanchez | 3-6,4-5 |
| UTR Pro Tennis Series Florida | 2021/01/20 19:00 | Nick Chappell v Aditya Vashistha | 6-4,5-4 |
| UTR Pro Tennis Series Florida | 2021/01/19 14:00 | Nick Chappell v Daniel Milavsky | 6-2,6-5 |
| UTR Pro Tennis Series Florida | 2021/01/18 18:30 | Nick Chappell v Matt Kuhar | 6-0,5-2 |
| Challenger Antalya Qual | 2021/01/28 06:30 | Blaz Kavcic v Nicola Kuhn | 6-2,6-1 |
| ATP Antalya | 2021/01/09 10:10 | Nicola Kuhn v David Goffin | 0-6,2-6 |
| Challenger Marbella | 2020/10/27 16:05 | Federico Gaio v Nicola Kuhn | 6-3,4-6,6-4 |
| Challenger Alicante | 2020/10/15 11:20 | Nicola Kuhn v Steven Diez | 1-6,2-6 |
| Challenger Alicante | 2020/10/13 10:15 | Denis Istomin v Nicola Kuhn | 6-7,3-6 |
| Challenger Barcelona | 2020/10/06 10:40 | Dmitry Popko v Nicola Kuhn | 7-5,6-4 |
| French Open | 2020/09/21 10:05 | Liam Broady v Nicola Kuhn | 6-4,7-6 |
| Challenger Iasi | 2020/09/15 07:00 | Carlos Taberner v Nicola Kuhn | 6-3,6-2 |