Elena Likhovtseva defeated Dominique Monami 6-3 6-4 in the Birmingham quarter-final on grass. The upset overturned the form book — Dominique Monami came in leading the head-to-head 5–3, defending last year's quarter-final. Elena Likhovtseva narrowed the head-to-head to 5–4.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-19 | Eastbourne | R16 | grass | Dominique Monami | 6-2 6-4 |
| 1999-11-15 | WTA Tour Championships | R16 | carpet | Dominique Monami | 6-2 6-3 |
| 1999-11-08 | Philadelphia | R32 | carpet | Dominique Monami | 6-1 6-2 |
| 1999-06-21 | Wimbledon | R32 | grass | Dominique Monami | 6-4 7-6 |
| 1999-05-10 | Berlin | R32 | grass | Elena Likhovtseva | 6-3 7-5 |
| 1999-02-22 | Paris | QF | carpet | Dominique Monami | 7-5 6-0 |
| 1998-03-19 | Key Biscayne | R64 | hard | Elena Likhovtseva | 6-1 1-0 RET |
| 1997-02-17 | Hanover | R16 | carpet | Elena Likhovtseva | 6-1 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.