Head to Head includes singles and doubles results.
| 05/06/16 | Justin De Simone over Hector Montes | 6-4; 7-5 | |
| 10/30/15 | Hector Montes over Justin De Simone | 6-4; 7-6 | Playoff Match |
| 10/17/15 | Justin De Simone over Hector Montes | 6-7; 7-6; 6-4 | |
| 09/03/15 | Hector Montes over Justin De Simone | 7-5; 6-4 |
