Rita Grande defeated Mary Pierce 6-2 6-2 in the Canadian Open round of 16 on hard. The upset overturned the form book — Mary Pierce came in leading the head-to-head 3–0. Rita Grande claimed a first win over Mary Pierce in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-21 | Wimbledon | R64 | grass | Mary Pierce | 6-1 6-3 |
| 1999-03-05 | Indian Wells | R16 | hard | Mary Pierce | 6-1 6-0 |
| 1999-01-18 | Australian Open | R32 | hard | Mary Pierce | 6-2 6-2 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (12 vs 61). ATP, WTA & Challenger.