Head to Head includes singles and doubles results.
| 07/02/20 | Connor Cantrell over Joseph Bommarito | 6-4; 6-0 | |
| 07/02/20 | Connor Cantrell over Joseph Bommarito | 6-1; 6-4 | |
| 09/21/19 | Connor Cantrell over Joseph Bommarito | 7-5; 7-6 | |
| 09/11/19 | Connor Cantrell over Joseph Bommarito | 6-7; 6-4; 6-4 | |
| 05/29/19 | Connor Cantrell over Joseph Bommarito | 6-0; 7-6 | |
| 05/12/19 | Connor Cantrell over Joseph Bommarito | 6-1; 6-2 |
