Head to Head includes singles and doubles results.
| 06/29/23 | Leighton Winship over Becky Smith | 6-4; 6-3 | |
| 06/21/23 | Leighton Winship over Becky Smith | 6-3; 6-3 | Playoff Match |
| 04/17/23 | Leighton Winship over Becky Smith | 6-1; 6-1 | Doubles Match |
