Head to Head includes singles and doubles results.
| 02/23/19 | Kenneth Wilkins over Orlando Weidgenant | 6-2; 6-1 | |
| 08/20/17 | Orlando Weidgenant over Kenneth Wilkins | 7-5; 6-0 | Playoff Match |
| 07/16/17 | Orlando Weidgenant over Kenneth Wilkins | 6-4; 6-1 | |
| 06/25/17 | Orlando Weidgenant over Kenneth Wilkins | 6-4; 6-2 | Playoff Match |
| 05/27/17 | Orlando Weidgenant over Kenneth Wilkins | 6-3; 6-1 | |
| 04/22/17 | Kenneth Wilkins over Orlando Weidgenant |
6-7; 7-3; TB 10-5 |
|
| 02/25/17 | Orlando Weidgenant over Kenneth Wilkins | 6-2; 6-1 | |
| 02/04/17 | Orlando Weidgenant over Kenneth Wilkins |
6-2; 2-6; TB 10-1 |
|
| 01/28/17 | Orlando Weidgenant over Kenneth Wilkins | 6-2; 6-1 | |
| 12/11/16 | Orlando Weidgenant over Kenneth Wilkins | 6-0; 4-6; 6-3 | |
| 11/27/16 | Orlando Weidgenant over Kenneth Wilkins |
6-7; 6-3; TB 10-4 |
|
| 09/03/16 | Orlando Weidgenant over Kenneth Wilkins | 7-5; 6-2 | Playoff Match |
| 07/02/16 | Orlando Weidgenant over Kenneth Wilkins | 6-4; 3-6; 6-1 |
