Head to Head includes singles and doubles results.
| 06/26/20 | Matthew Randall over Anthony Checchio | 6-4; 6-3 | |
| 05/27/20 | Matthew Randall over Anthony Checchio | 6-1; 6-4 | |
| 10/12/19 | Matthew Randall over Anthony Checchio |
0-6; 6-3; TB 10-6 |
|
| 06/26/19 | Matthew Randall over Anthony Checchio | 6-3; 6-3 | |
| 05/07/19 | Matthew Randall over Anthony Checchio | 6-4; 6-2 |
