Stadium: Court 25 Round: 25 Ground: Clay
| Challenger Salinas 2 | 2021/04/28 16:35 | Nick Chappell v Tak Khunn Wang | 6-3,1-6,5-7 |
| 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 |
| ITF M25 Pensacola | 2021/05/18 16:05 | Juncheng Shang v Oscar Mesquida Berg | 5-7,5-7 |
| ITF M25 Pensacola | 2021/05/17 15:00 | Caleb Strother v Oscar Mesquida Berg | 5-7,0-6 |
| ITF M25 Fayetteville | 2020/11/02 17:30 | Joshua Sheehy v Oscar Mesquida Berg | 7-6,3-6,10-8 |
| ITF M15 Cancun | 2020/03/11 14:00 | Maximiliano Estevez v Oscar Mesquida Berg | 6-2,6-3 |
| ITF M15 Cancun | 2020/03/09 15:00 | Felipe M Sarrasague v Oscar Mesquida Berg | 4-6,3-6 |
| ITF M15 Cancun | 2020/03/09 14:00 | Toby D. Boyer v Oscar Mesquida Berg | 3-6,2-6 |
| ITF M15 Cancun | 2020/03/08 14:30 | Jabari Stafford v Oscar Mesquida Berg | 0-6,0-6 |
| ITF M15 Manacor | 2020/01/13 12:00 | Ugo Blanchet v Oscar Mesquida Berg | 2-6,6-4,10-4 |