Denisa Chladkova defeated Sabine Appelmans 6-2 6-2 in the Australian Open round of 64 on hard. The upset overturned the form book — Sabine Appelmans came in leading the head-to-head 3–0, defending last year's round of 32. Denisa Chladkova claimed a first win over Sabine Appelmans in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-18 | Bratislava | R16 | hard | Sabine Appelmans | 6-1 5-7 6-2 |
| 1999-09-20 | Luxembourg | R16 | hard | Sabine Appelmans | 6-3 6-4 |
| 1997-10-20 | Luxembourg | R32 | hard | Sabine Appelmans | 6-0 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.