Anne Gaelle Sidot defeated Anke Huber 4-6 6-1 6-4 in the Paris round of 16 on carpet. The upset overturned the form book — Anke Huber came in leading the head-to-head 2–1. Anne Gaelle Sidot narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-01 | Leipzig | QF | carpet | Anke Huber | 6-4 6-4 |
| 1999-10-25 | Linz | R32 | hard | Anne Gaelle Sidot | 6-2 6-3 |
| 1999-01-03 | Hope Island | R16 | hard | Anke Huber | 6-3 4-6 7-5 |