Head to Head includes singles and doubles results.
| 09/29/23 | Ben Orlando over Vipul Chawla | 7-6; 4-6; 7-5 | Playoff Match |
| 08/04/21 | Vipul Chawla over Ben Orlando | 6-1; 2-6; 6-3 | |
| 06/27/21 | Vipul Chawla over Ben Orlando | 1-6; 6-4; 6-2 |
