Justine Henin defeated Sabine Appelmans 6-2 6-4 in the New Haven round of 32 on hard. The upset overturned the form book — Sabine Appelmans came in leading the head-to-head 1–0, defending last year's round of 16. Justine Henin claimed a first win over Sabine Appelmans in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-20 | Luxembourg | QF | hard | Sabine Appelmans | 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.