Head to Head includes singles and doubles results.
| 09/24/23 | Charlie Dewes over Michael Petry | 6-4; 6-4 | |
| 09/17/22 | Charlie Dewes over Michael Petry | 6-2; 6-4 | |
| 08/22/21 | Charlie Dewes over Michael Petry | 7-6; 2-0 Ret. | Playoff Match |
| 08/07/21 | Charlie Dewes over Michael Petry |
1-6; 6-4; TB 10-5 |
|
| 05/02/21 | Michael Petry over Charlie Dewes | 6-2; 6-4 | |
| 09/19/20 | Michael Petry over Charlie Dewes |
6-2; 4-6; TB 10-7 |
|
| 07/26/20 | Charlie Dewes over Michael Petry | 7-5; 6-2 | |
| 06/21/20 | Charlie Dewes over Michael Petry |
5-7; 7-6; TB 7-1 |
|
| 09/22/19 | Michael Petry over Charlie Dewes | 6-1; 7-5 |
