Head to Head includes singles and doubles results.
| 02/25/24 | Anibal Montes over Felipe Montoya | 6-4; 6-4 | Playoff Match |
| 10/26/23 | Anibal Montes over Felipe Montoya | 7-6; 7-5 | |
| 10/22/23 | Felipe Montoya over Anibal Montes | 6-2; 6-3 | |
| 09/24/23 | Felipe Montoya over Anibal Montes |
3-6; 6-3; TB 10-3 |
|
| 06/17/23 | Anibal Montes over Felipe Montoya | 6-3; 6-4 | Playoff Match |
| 03/12/23 | Felipe Montoya over Anibal Montes | 7-5; 6-2 |
