Jennifer Capriati defeated Conchita Martinez 2-6 6-3 6-4 in the Berlin quarter-final on grass. The upset overturned the form book — Conchita Martinez came in leading the head-to-head 3–2, defending the title. Jennifer Capriati narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-02-17 | Dubai | QF | hard | Jennifer Capriati | 6-2 6-3 |
| 2002-10-14 | Zurich | R16 | hard | Conchita Martinez | 6-0 6-3 |
| 1999-07-26 | Stanford | R32 | hard | Jennifer Capriati | 5-7 6-4 6-4 |
| 1997-08-25 | US Open | R128 | hard | Conchita Martinez | 6-1 6-2 |
| 1997-03-31 | Hilton Head | R16 | clay | Conchita Martinez | 6-0 5-7 6-4 |
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 (31 vs 18). ATP, WTA & Challenger.