Andrea Glass defeated Barbara Rittner 6-3 6-4 in the US Open qualifying round of 64 on hard. The upset overturned the form book — Barbara Rittner came in leading the head-to-head 2–0, defending last year's round of 128. Andrea Glass claimed a first win over Barbara Rittner in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-06-25 | Wimbledon | R128 | grass | Barbara Rittner | 6-3 6-4 |
| 1998-10-26 | Quebec City | R32 | hard | Barbara Rittner | 4-6 6-0 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.