Head to Head includes singles and doubles results.
| 12/06/22 | Felipe De Los Rios over Felipe Montoya | 6-3; 6-2 | Playoff Match |
| 11/27/22 | Felipe De Los Rios over Felipe Montoya | 7-6; 6-3 | |
| 11/12/22 | Felipe De Los Rios over Felipe Montoya | 6-2; 6-4 | |
| 05/01/22 | Felipe Montoya over Felipe De Los Rios |
7-5; 3-6; TB 12-10 |
|
| 01/30/22 | Felipe De Los Rios over Felipe Montoya |
4-6; 6-4; TB 10-3 |
|
| 12/23/21 | Felipe De Los Rios over Felipe Montoya | 6-3; 6-4 | |
| 11/27/21 | Felipe De Los Rios over Felipe Montoya | 6-2; 6-1 |
