Stadium: Cancha 3 Round: 25 Ground: Hardcourt outdoor
| 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 |
| Challenger Salinas 2 | 2021/04/27 14:30 | Nicolas Alvarez v Tak Khunn Wang | 6-7,4-6 |
| Challenger Salinas 2 | 2021/04/26 19:40 | Tak Khunn Wang v Alejandro Gonzalez | 6-2,3-6,6-2 |
| Challenger Salinas | 2021/04/21 17:00 | Camilo Ugo Carabelli v Tak Khunn Wang | 6-1,6-1 |
| Challenger Salinas | 2021/04/20 14:30 | Marek Gengel v Tak Khunn Wang | 2-6,3-6 |
| Challenger Salinas | 2021/04/19 14:30 | Alejandro Gonzalez v Tak Khunn Wang | 2-6,6-1,0-6 |
| Challenger Salinas | 2021/04/18 15:00 | Tak Khunn Wang v David Poljak | 6-3,6-3 |
| ITF M25 Meerbusch | 2021/04/15 10:00 | Tak Khunn Wang v Peter Heller | 1-6,3-6 |
| ITF M25 Meerbusch | 2021/04/13 13:30 | Tak Khunn Wang v Marvin Moeller | 6-4,6-3 |