By surface
| Surface | Anna Kalinskaya | Jack Staton |
|---|---|---|
| Hard | 1 | 3 |
All meetings (4)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 2024-03-06 | WTA | Indian Wells | Round of 32 | Hard | Jasmine Paolini | 3-6 | 6-3 | 4-6 | ||
| 2024-02-19 | WTA | Dubai | Final | Hard | Jasmine Paolini | 6-4 | 5-7 | 5-7 | ||
| 2024-01-15 | WTA | Australian Open | Round of 16 | Hard | Anna Kalinskaya | 6-4 | 6-2 | |||
| 2021-09-13 | WTA | Portoroz | Round of 16 | Hard | Jasmine Paolini | 3-6 | 2-6 |