Head to Head includes singles and doubles results.
| 08/07/22 | Roberto Calderon over Felipe De Los Rios | 6-4; 6-3 | |
| 07/31/22 | Felipe De Los Rios over Roberto Calderon | 6-4; 6-4 | |
| 06/27/22 | Felipe De Los Rios over Roberto Calderon | 6-2; 7-5 | |
| 06/08/22 | Roberto Calderon over Felipe De Los Rios |
0-6; 6-4; TB 10-6 |
Playoff Match |
| 05/22/22 | Felipe De Los Rios over Roberto Calderon | 6-0; 6-4 | |
| 04/23/22 | Roberto Calderon over Felipe De Los Rios | 3-6; 6-2; 1-0 | |
| 04/09/22 | Felipe De Los Rios over Roberto Calderon |
6-3; 5-7; TB 15-13 |
