Stadium: Pista 3 Round: 26 Ground: Hardcourt outdoor
| Challenger Rome | 2021/04/18 13:05 | Tobias Kamke v Flavio Cobolli | 6-2,4-6,5-7 |
| Challenger Lille | 2021/03/24 18:35 | Zizou Bergs v Tobias Kamke | 6-3,3-6,6-3 |
| Challenger Lille | 2021/03/23 11:25 | Tobias Kamke v Mats Moraing | 7-5,6-3 |
| Challenger Biella | 2021/03/17 11:10 | Benjamin Bonzi v Tobias Kamke | 7-6,7-6 |
| Challenger Biella | 2021/03/16 09:30 | Tobias Kamke v Elias Ymer | 6-2,6-2 |
| Challenger Biella | 2021/03/09 13:30 | Jonas Forejtek v Tobias Kamke | 6-3,6-3 |
| Challenger Biella | 2021/02/10 09:30 | Tobias Kamke v Roberto Marcora | 3-6,5-7 |
| Challenger Quimper | 2021/02/05 11:45 | Bernabe Zapata Miralles v Tobias Kamke | 6-2,6-2 |
| Challenger Salinas | 2021/04/20 15:50 | Nick Chappell v Roberto Ortega-Olmedo | 3-6,2-6 |
| Challenger Oeiras Qual | 2021/04/04 15:10 | Nick Chappell v Henrique Rocha | 4-6,2-6 |
| Challenger Marbella | 2021/03/29 09:00 | Javier Barranco Cosano v Nick Chappell | 6-2,7-6 |
| Challenger Marbella | 2021/03/28 12:15 | Fermin Tenti v Nick Chappell | 0-6,0-6 |
| Challenger Lugano | 2021/03/21 09:00 | Vitaliy Sachko v Nick Chappell | 6-3,6-1 |
| Challenger Cleveland | 2021/03/16 19:10 | Nick Chappell v Roy Smith | 4-6,7-5,4-6 |
| ITF M25 Naples | 2021/02/24 14:50 | Diego Hidalgo v Nick Chappell | 6-3,1-6,6-4 |
| Challenger Potchefstroom Qual | 2021/02/14 11:20 | Jack Draper v Nick Chappell | 6-4,6-4 |