J. Pegula leads the head-to-head 5-1 since 2018 against A. Kalinskaya, over 6 matches.
By surface
| Surface | A. Kalinskaya | J. Pegula |
| Hard | 0 | 4 |
| Clay | 1 | 0 |
| Grass | 0 | 1 |
Match history
| Date | Winner | Score | Event |
| July 31, 2026 | J. Pegula | 2 - 0 | Washington · Quarter-finals · hard |
| Jan. 7, 2026 | J. Pegula | 2 - 1 | WTA Brisbane · 1/16-finals · hard |
| May 21, 2025 | A. Kalinskaya | 2 - 1 | Strasbourg · 1/8-finals · clay |
| March 23, 2025 | J. Pegula | 2 - 1 | Miami · 1/16-finals · hard |
| June 23, 2024 | J. Pegula | 2 - 1 | WTA Berlin · Final · grass |
| Aug. 3, 2019 | J. Pegula | 2 - 1 | Washington · Semi-finals · hard |