Jennifer Capriati advanced when Justine Henin retired 6-2 4-6 2-1 in the Berlin semi-final. Jennifer Capriati narrowed the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-11-05 | WTA Tour Championships | RR | carpet | Justine Henin | 6-2 6-1 |
| 2003-08-25 | US Open | SF | hard | Justine Henin | 4-6 7-5 7-6(4) |
| 2003-02-17 | Dubai | SF | hard | Justine Henin | 7-5 4-6 6-4 |
| 2002-08-12 | Montreal | QF | hard | Jennifer Capriati | 4-6 6-0 6-2 |
| 2002-05-06 | Berlin | SF | grass | Justine Henin | 5-7 6-2 6-1 |
| 2001-06-25 | Wimbledon | SF | grass | Justine Henin | 2-6 6-4 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 (31 vs 200). ATP, WTA & Challenger.