Karen Cross defeated Joanne Ward 6-3 6-4 in the Wimbledon round of 128 on grass. The upset overturned the form book — Joanne Ward came in leading the head-to-head 2–1, but Karen Cross had been the form player, winning 4 of their last 5 on grass. Karen Cross narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-09-08 | Edinburgh 25K | R32 | clay | Joanne Ward | 6-2 7-6 |
| 1998-02-17 | Redbridge 25K | QF | hard | Karen Cross | 6-1 6-3 |
| 1996-05-06 | Lee-on-Solent 10K | QF | clay | Joanne Ward | 6-2 7-6 |