Barbara Schett defeated Venus Williams 6-4 6-4 in the Roland Garros round of 128 on clay. The upset overturned the form book — Venus Williams came in leading the head-to-head 4–0, defending last year's quarter-final. Barbara Schett claimed a first win over Venus Williams in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-15 | WTA Tour Championships | QF | carpet | Venus Williams | 6-4 7-6 |
| 1999-09-27 | Grand Slam Cup | QF | hard | Venus Williams | 6-3 6-4 |
| 1999-08-30 | US Open | QF | hard | Venus Williams | 6-4 6-3 |
| 1998-06-22 | Wimbledon | R64 | grass | Venus Williams | 6-1 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 (14 vs 199). ATP, WTA & Challenger.