Rachel Mcquillan defeated Lorna Woodroffe 4-6 6-2 6-2 in the Wimbledon q64 on grass. The upset overturned the form book — Lorna Woodroffe came in leading the head-to-head 1–0, defending last year's round of 128. Rachel Mcquillan claimed a first win over Lorna Woodroffe in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-12 | Birmingham | R64 | grass | Lorna Woodroffe | 7-5 5-7 6-3 |