Anke Huber defeated Julie Halard Decugis 6-1 6-2 in the WTA Tour Championships round of 16 on carpet. The upset overturned the form book — Julie Halard Decugis came in leading the head-to-head 2–1. Anke Huber narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-11 | Zurich | R16 | hard | Julie Halard Decugis | 6-2 6-4 |
| 1999-10-04 | Filderstadt | R32 | hard | Anke Huber | 4-6 7-5 6-1 |
| 1999-08-23 | New Haven | R32 | hard | Julie Halard Decugis | 4-6 7-6 6-2 |