Head to Head includes singles and doubles results.
| 07/15/23 | Guru Nagarajan over Charudatta Chitale | 6-2; 6-1 | |
| 03/17/23 | Guru Nagarajan over Charudatta Chitale | 6-2; 6-2 | Playoff Match |
| 02/18/23 | Guru Nagarajan over Charudatta Chitale | 6-3; 6-3 | |
| 12/23/22 | Charudatta Chitale over Guru Nagarajan | 7-5; 4-2 Ret. | |
| 11/11/22 | Guru Nagarajan over Charudatta Chitale | 6-3; 6-2 | |
| 09/12/20 | Guru Nagarajan over Charudatta Chitale | 6-0; 6-3 | |
| 11/02/19 | Charudatta Chitale over Guru Nagarajan | 6-4; 6-1 | |
| 09/28/19 | Guru Nagarajan over Charudatta Chitale |
6-3; 7-6; TB 6-0 |
|
| 03/08/19 | Charudatta Chitale over Guru Nagarajan | 6-4; 6-0 | |
| 03/03/19 | Guru Nagarajan ties Charudatta Chitale | 4-6; 3-1 Tie | |
| 05/12/18 | Charudatta Chitale over Guru Nagarajan |
6-4; 2-6; TB 10-4 |
|
| 02/11/18 | Guru Nagarajan over Charudatta Chitale | 6-4; 6-0 |
