Head to Head includes singles and doubles results.
| 09/09/23 | Trent Chaffee over Andres Cerquera | 6-1; 6-1 | Playoff Match |
| 06/03/23 | Trent Chaffee over Andres Cerquera | 6-0; 6-3 | |
| 10/29/22 | Trent Chaffee over Andres Cerquera | 6-4; 6-2 | Playoff Match |
| 10/01/22 | Trent Chaffee over Andres Cerquera | 7-6; 7-6 | |
| 09/10/22 | Trent Chaffee over Andres Cerquera | 6-4; 6-2 |
