Anke Huber defeated Lindsay Davenport 6-3 4-6 6-2 in the Tokyo quarter-final on hard. The upset overturned the form book — Lindsay Davenport came in leading the head-to-head 4–0. Anke Huber claimed a first win over Lindsay Davenport in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-15 | WTA Tour Championships | QF | carpet | Lindsay Davenport | 6-3 6-1 |
| 1999-08-09 | Manhattan Beach | R16 | hard | Lindsay Davenport | 6-2 6-2 |
| 1999-08-02 | San Diego | QF | hard | Lindsay Davenport | 7-5 7-5 |
| 1998-08-24 | New Haven | QF | hard | Lindsay Davenport | 6-3 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.