Head to Head includes singles and doubles results.
| 07/17/21 | Demetrius Andrews over Ari Chasnoff | 6-4; 6-4 | |
| 04/20/17 | Ari Chasnoff over Demetrius Andrews |
4-6; 6-1; TB 10-6 |
|
| 11/22/15 | Demetrius Andrews over Ari Chasnoff |
6-7; 7-5; TB 10-6 |
|
| 09/12/15 | Demetrius Andrews over Ari Chasnoff | 6-2; 6-1 | |
| 08/25/15 | Demetrius Andrews over Ari Chasnoff | 3-6; 6-4; 7-6 | Playoff Match |
| 07/21/15 | Demetrius Andrews over Ari Chasnoff |
4-6; 7-5; TB 10-6 |
|
| 02/23/14 | Ari Chasnoff over Demetrius Andrews | 7-5; 6-1 |
