Head to Head includes singles and doubles results.
| 02/17/17 | Federico Halperin over Robert Macaluso | 4-6; 7-5; 7-6 | Playoff Match |
| 01/15/17 | Robert Macaluso over Federico Halperin |
6-4; 3-6; TB 21-19 |
|
| 12/07/16 | Robert Macaluso over Federico Halperin | 7-5; 6-0 | |
| 10/14/16 | Robert Macaluso over Federico Halperin | 6-2; 7-5 | |
| 06/03/16 | Robert Macaluso over Federico Halperin | 3-6; 6-2; 6-3 | Playoff Match |
| 05/12/16 | Federico Halperin over Robert Macaluso | 3-6; 6-3; 6-2 |
