Monica Seles defeated Steffi Graf 7-5 6-1 in the Australian Open quarter-final on hard. The upset overturned the form book — Steffi Graf came in leading the head-to-head 2–0. Monica Seles claimed a first win over Steffi Graf in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-24 | Roland Garros | SF | clay | Steffi Graf | 6-7(2) 6-3 6-4 |
| 1998-11-16 | WTA Tour Championships | QF | carpet | Steffi Graf | 1-6 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.