Jelena Ostapenko leads 3 to 1 over 4 singles meetings since 2023. Last meeting on 22/03/2026 at Miami Open - Miami.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 22/03/2026 | Miami Open - Miami | Round 3 | hard | Ostapenko | 5-7 6-2 7-5 |
| 12/05/2025 | Internazionali BNL d'Italia - Rome | Round 4 | clay | Paolini | 7-5 6-2 |
| 12/02/2025 | Qatar TotalEnergies Open - Doha | Round 3 | hard | Ostapenko | 6-2 6-2 |
| 28/08/2023 | U.S. Open - New York | Round 1 | hard | Ostapenko | 6-2 4-6 4-1 |
| hard | Ostapenko 3 - 0 Paolini |
| clay | Ostapenko 0 - 1 Paolini |
| 2026 | Ostapenko 1 - 0 Paolini |
| 2025 | Ostapenko 1 - 1 Paolini |
| 2023 | Ostapenko 1 - 0 Paolini |
161 wins, 112 losses since 2021 (59.0%).
Last matches: D D D D V
207 wins, 130 losses since 2021 (61.4%).
Last matches: D V V D V
Jelena Ostapenko leads 3 to 1 over 4 singles meetings since 2023.
On 22/03/2026, at Miami Open - Miami (Round 3): Jelena Ostapenko won 5-7 6-2 7-5.