Head to Head includes singles and doubles results.
| 11/09/23 | Fernando Chaves over Richard Bo Sharp | 6-1; 6-1 | |
| 10/25/23 | Fernando Chaves over Richard Bo Sharp | 6-3; 6-4 | Playoff Match |
| 08/17/23 | Fernando Chaves over Richard Bo Sharp | 6-3; 6-2 | |
| 07/13/23 | Richard Bo Sharp over Fernando Chaves | 7-6; 6-2 | |
| 06/10/23 | Fernando Chaves over Richard Bo Sharp | 6-1; 6-2 | Playoff Match |
| 02/07/23 | Richard Bo Sharp over Fernando Chaves | 6-3; 3-6; 6-4 |
