| China Open | Oct 2, 2023 | 3-1 | Second Round | Magda Linette | Jennifer Brady |
| China Open | Oct 1, 2023 | 6-4, 6-2 | First Round | Jennifer Brady | Peyton Stearns |
| US Open | Sep 1, 2023 | 4-6, 6-3, 6-1 | Third Round | Caroline Wozniacki | Jennifer Brady |
| US Open | Aug 30, 2023 | 6-1, 2-6, 6-2 | Second Round | Jennifer Brady | Magda Linette |
| US Open | Aug 28, 2023 | 6-3, 7-6 (7-4) | First Round | Jennifer Brady | Kimberly Birrell |
| Western & Southern Open | Aug 15, 2023 | 7-6 (7-5), 7-5 | First Round | Donna Vekic | Jennifer Brady |
| Omnium National Bank presented by Rogers | Aug 9, 2023 | 6-7 (3-7), 7-6 (7-5), 6-3 | Second Round | Elena Rybakina | Jennifer Brady |
| Omnium National Bank presented by Rogers | Aug 7, 2023 | 7-6 (9-7), 0-6, 7-6 (10-8) | First Round | Jennifer Brady | Jelena Ostapenko |
| Tennis Masters Cincinnati | Aug 18, 2021 | 6-7 (2-7), 5-4 | Second Round | Jelena Ostapenko | Jennifer Brady |
| Tennis Masters Cincinnati | Aug 16, 2021 | 6-3, 7-6 (7-3) | First Round | Jennifer Brady | Ekaterina Alexandrova |
