H2H data updated: 2026-07-19 14:15 UTC
Jennifer Capriati vs Lilia Osterloh H2H: 2-0
Jennifer Capriati holds a 2–0 lead over Lilia Osterloh in their WTA head-to-head. Across 2 main-draw meetings, Jennifer Capriati leads 2–0 on clay. Most recently, Jennifer Capriati won the 1999 Roland Garros second round 6-3 3-6 6-2.
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USA
Age 50
Right-Handed
170 cm / 5'7"
H2H
2
–
0
2 main draw meetings
USA
Age 48
Right-Handed
170 cm / 5'7"
H2H Match Log
| Date | Tournament | Category | Round | Surface | Winner | Score | Loser | Match |
|---|---|---|---|---|---|---|---|---|
| May 27, 1999* | Roland Garros | Grand Slam | R64 | Clay | Jennifer Capriati | 6-3 3-6 6-2 | Lilia Osterloh | Match data |
| Apr 8, 1998* | Amelia Island | WTA 250 | R64 | Clay | Jennifer Capriati | 6-4 6-2 | Lilia Osterloh | Match data |
* Estimated match date where the exact historical date is unavailable.
Career Comparison
| Player | Current | Peak | Pts | Elo | W | L | Win % | GS | 1000 | Finals | 500 | 250 | Titles |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Jennifer Capriati | #54 | #1 | 5,123 | 2,216 | 405 | 170 | 70.4% | 3 | 2 | 0 | 6 | 2 | 13 |
| Lilia Osterloh | #1,223 | #41 | 738 | 1,697 | 83 | 138 | 37.6% | 0 | 0 | 0 | 0 | 0 | 0 |
Career Progression by Age
Seasons are aligned by the age each player spent most of that calendar year. GS and Titles are cumulative career totals through that season.
| Age | Jennifer Capriati | Lilia Osterloh | ||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Yr | W-L | Win % | Rank | Elo | GS | Titles | Yr | W-L | Win % | Rank | Elo | GS | Titles | |
| 14 | 1990 | 37–11 | 77.1% | #8 | 1,961 | 0 | 1 | — | — | — | — | — | — | — |
| 15 | 1991 | 39–11 | 78.0% | #6 | 2,194 | 0 | 3 | — | — | — | — | — | — | — |
| 16 | 1992 | 29–11 | 72.5% | #7 | 2,159 | 0 | 4 | — | — | — | — | — | — | — |
| 17 | 1993 | 30–11 | 73.2% | #9 | 2,142 | 0 | 5 | — | — | — | — | — | — | — |
| 18 | 1994 | 0–1 | 0.0% | #42 | 2,119 | 0 | 5 | 1996 | 1–1 | 50.0% | #195 | 1,518 | 0 | 0 |
| 19 | — | — | — | — | — | — | — | 1997 | 2–2 | 50.0% | #170 | 1,551 | 0 | 0 |
| 20 | 1996 | 16–9 | 64.0% | #36 | 2,068 | 0 | 5 | 1998 | 0–5 | 0.0% | #120 | 1,501 | 0 | 0 |
| 21 | 1997 | 10–12 | 45.5% | #65 | 1,878 | 0 | 5 | 1999 | 9–13 | 40.9% | #79 | 1,545 | 0 | 0 |
| 22 | 1998 | 8–12 | 40.0% | #99 | 1,748 | 0 | 5 | 2000 | 15–19 | 44.1% | #43 | 1,595 | 0 | 0 |
| 23 | 1999 | 26–13 | 66.7% | #23 | 1,907 | 0 | 7 | 2001 | 23–25 | 47.9% | #53 | 1,659 | 0 | 0 |
| 24 | 2000 | 35–19 | 64.8% | #14 | 1,906 | 0 | 8 | 2002 | 7–18 | 28.0% | #156 | 1,535 | 0 | 0 |
| 25 | 2001 | 56–14 | 80.0% | #2 | 2,094 | 2 | 11 | 2003 | 0–2 | 0.0% | #180 | 1,509 | 0 | 0 |
| 26 | 2002 | 48–16 | 75.0% | #3 | 2,019 | 3 | 12 | 2004 | 4–5 | 44.4% | #119 | 1,561 | 0 | 0 |
| 27 | 2003 | 42–18 | 70.0% | #6 | 2,022 | 3 | 13 | 2005 | 2–9 | 18.2% | #144 | 1,488 | 0 | 0 |
| 28 | 2004 | 29–12 | 70.7% | #10 | 2,019 | 3 | 13 | 2006 | 6–8 | 42.9% | #118 | 1,509 | 0 | 0 |
| 29 | — | — | — | — | — | — | — | 2007 | 7–12 | 36.8% | #91 | 1,543 | 0 | 0 |
| 30 | — | — | — | — | — | — | — | 2008 | 3–10 | 23.1% | #230 | 1,486 | 0 | 0 |
| 31 | — | — | — | — | — | — | — | 2009 | 3–3 | 50.0% | #136 | 1,510 | 0 | 0 |
| 32 | — | — | — | — | — | — | — | 2010 | 1–6 | 14.3% | #237 | 1,467 | 0 | 0 |