Natalia Zvereva defeated Steffi Graf 6-4 7-5 in the Wimbledon round of 32 on grass. The upset overturned the form book — Steffi Graf came in leading the head-to-head 5–0. Natalia Zvereva claimed a first win over Steffi Graf in six meetings, narrowing the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-03-18 | Key Biscayne | R16 | hard | Steffi Graf | 6-2 6-4 |
| 1998-07-27 | Stanford | QF | hard | Steffi Graf | 6-1 6-3 |
| 1998-03-05 | Indian Wells | QF | hard | Steffi Graf | 6-3 6-0 |
| 1996-08-26 | US Open | R32 | hard | Steffi Graf | 6-4 6-2 |
| 1992-05-25 | Roland Garros | QF | clay | Steffi Graf | 6-3 6-7(4) 6-3 |