Heather Bates defeated Nicola Payne 6-2 6-2 in the Ilkley 10K round of 32 on grass. The upset overturned the form book — Nicola Payne came in leading the head-to-head 1–0. Heather Bates claimed a first win over Nicola Payne in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-20 | Sunderland 10K | R32 | hard | Nicola Payne | 6-3 6-1 |