Catalina Cristea defeated Barbara Rittner 7-5 2-6 9-7 in the Wimbledon round of 128 on grass. The upset overturned the form book — Barbara Rittner came in leading the head-to-head 1–0, defending last year's round of 64. Catalina Cristea claimed a first win over Barbara Rittner in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-14 | s Hertogenbosch | R32 | grass | Barbara Rittner | 7-5 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.