By surface
| Surface | Jelena Ostapenko | Anna Kalinskaya |
|---|---|---|
| Hard | 0 | 4 |
All meetings (4)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 2026-02-15 | WTA | Dubai | Round of 64 | Hard | Anna Kalinskaya | 6-2 | 1-6 | 4-6 | ||
| 2024-03-18 | WTA | Miami | Round of 32 | Hard | Anna Kalinskaya | 3-6 | 1-6 | |||
| 2024-02-19 | WTA | Dubai | Round of 16 | Hard | Anna Kalinskaya | 4-6 | 5-7 | |||
| 2023-01-09 | WTA | Adelaide 2 | Round of 32 | Hard | Anna Kalinskaya | 3-6 | 4-6 |