Head to Head includes singles and doubles results.
| 07/05/19 | Craig Smart over Srikanth Chegireddy | 6-1; 6-3 | Playoff Match |
| 06/05/19 | Srikanth Chegireddy over Craig Smart | 6-4; 7-6 | |
| 05/28/19 | Srikanth Chegireddy over Craig Smart |
6-4; 4-6; TB 11-9 |
|
| 04/19/19 | Craig Smart over Srikanth Chegireddy | 6-4; 6-2 | Playoff Match |
| 03/23/19 | Craig Smart over Srikanth Chegireddy | 6-3; 6-1 |
