Jelena Dokic defeated Arantxa Sanchez Vicario 3-6 7-6 6-2 in the Hamburg quarter-final on clay. The upset overturned the form book — Arantxa Sanchez Vicario came in leading the head-to-head 3–2, defending last year's final. Jelena Dokic narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-09-17 | Tokyo | F | hard | Jelena Dokic | 6-4 6-2 |
| 2001-08-27 | US Open | R32 | hard | Jelena Dokic | 6-4 7-5 |
| 2000-01-07 | Sydney | R16 | hard | Arantxa Sanchez Vicario | 6-4 6-1 |
| 1999-08-30 | US Open | R128 | hard | Arantxa Sanchez Vicario | 7-5 6-1 |
| 1999-04-19 | Cairo | QF | clay | Arantxa Sanchez Vicario | 6-3 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.