H2H data updated: 2026-09-14 00:00 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 round of 64 6-3 3-6 6-2.

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Jennifer Capriati
USA Age 50 Right-Handed 170 cm / 5'7"
H2H
2 – 0
2 main-draw meetings
Lilia Osterloh
USA Age 48 Right-Handed 170 cm / 5'7"

H2H Match Log

PlayerScorePlayerMatch DataDateRoundTournamentCategorySurface
Jennifer Capriati #53 6-3 3-6 6-2 Lilia Osterloh #80 Match data May 27, 1999* R64 Roland Garros Grand Slam Clay
Jennifer Capriati #267 6-4 6-2 Lilia Osterloh #139 Match data Apr 8, 1998* R64 Amelia Island Tier II → modern equivalent WTA 500 Clay

Estimated match date where the exact historical date is unavailable. Arrows show an edition's recorded category and documented modern equivalent; unresolved editions keep their recorded category. Asterisked totals include editions mapped from documented historical predecessor categories. Mapping details.

Career Comparison

Player Current Peak Pts Elo W L Win % GS Olympics 1000 including documented historical predecessor categories Finals 500 including documented historical predecessor categories 250 including documented historical predecessor categories Titles
Jennifer Capriati #54 #1 5,123 2,253 411 170 70.7% 3 1 2 0 2 6 14
Lilia Osterloh #1,223 #41 738 1,696 83 138 37.6% 0 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
YrW-LWin %RankEloGSTitles YrW-LWin %RankEloGSTitles
14 1990 37–11 77.1% #8 1,962 0 1 — — — — — — —
15 1991 39–11 78.0% #6 2,193 0 3 — — — — — — —
16 1992 35–11 76.1% #7 2,204 0 5 — — — — — — —
17 1993 30–11 73.2% #9 2,156 0 6 — — — — — — —
18 1994 0–1 0.0% #42 2,133 0 6 1996 1–1 50.0% #195 1,518 0 0
19 — — — — — — — 1997 2–2 50.0% #170 1,550 0 0
20 1996 16–9 64.0% #36 2,078 0 6 1998 0–5 0.0% #120 1,501 0 0
21 1997 10–12 45.5% #65 1,910 0 6 1999 9–13 40.9% #79 1,545 0 0
22 1998 8–12 40.0% #99 1,764 0 6 2000 15–19 44.1% #43 1,596 0 0
23 1999 26–13 66.7% #23 1,912 0 8 2001 23–25 47.9% #53 1,658 0 0
24 2000 35–19 64.8% #14 1,908 0 9 2002 7–18 28.0% #156 1,535 0 0
25 2001 56–14 80.0% #2 2,096 2 12 2003 0–2 0.0% #180 1,508 0 0
26 2002 48–16 75.0% #3 2,019 3 13 2004 4–5 44.4% #119 1,561 0 0
27 2003 42–18 70.0% #6 2,022 3 14 2005 2–9 18.2% #144 1,488 0 0
28 2004 29–12 70.7% #10 2,020 3 14 2006 6–8 42.9% #118 1,509 0 0
29 — — — — — — — 2007 7–12 36.8% #91 1,544 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

Surface Results by Age

Seasons are aligned by the age each player spent most of that calendar year. Results cover completed main-draw matches. Bold green marks the higher win percentage when both players have at least 5 matches on that surface at the aligned age.

Age Jennifer Capriati Lilia Osterloh
Yr HardClayGrassCarpet Yr HardClayGrassCarpet
W L M Win % W L M Win % W L M Win % W L M Win % W L M Win % W L M Win % W L M Win % W L M Win %
14 1990 18 4 22 81.8% 13 3 16 81.3% 4 2 6 66.7% 2 2 4 50.0% — — — — — — — — — — — — — — — — —
15 1991 20 3 23 87.0% 9 4 13 69.2% 5 1 6 83.3% 5 3 8 62.5% — — — — — — — — — — — — — — — — —
16 1992 10 3 13 76.9% 14 4 18 77.8% 4 1 5 80.0% 7 3 10 70.0% — — — — — — — — — — — — — — — — —
17 1993 14 4 18 77.8% 12 6 18 66.7% 4 1 5 80.0% — — — — — — — — — — — — — — — — — — — — —
18 1994 — — — — — — — — — — — — 0 1 1 0.0% 1996 1 1 2 50.0% — — — — — — — — — — — —
19 — — — — — — — — — — — — — — — — — 1997 2 1 3 66.7% — — — — — — — — 0 1 1 0.0%
20 1996 10 6 16 62.5% 0 1 1 0.0% — — — — 6 2 8 75.0% 1998 0 3 3 0.0% 0 1 1 0.0% 0 1 1 0.0% — — — —
21 1997 7 7 14 50.0% 3 3 6 50.0% — — — — 0 2 2 0.0% 1999 6 8 14 42.9% 2 3 5 40.0% 1 2 3 33.3% — — — —
22 1998 0 4 4 0.0% 6 6 12 50.0% 1 1 2 50.0% 1 1 2 50.0% 2000 6 9 15 40.0% 2 5 7 28.6% 5 2 7 71.4% 2 3 5 40.0%
23 1999 14 7 21 66.7% 10 3 13 76.9% 1 1 2 50.0% 1 2 3 33.3% 2001 14 13 27 51.9% 4 6 10 40.0% 2 3 5 40.0% 3 3 6 50.0%
24 2000 21 11 32 65.6% 0 3 3 0.0% 8 3 11 72.7% 6 2 8 75.0% 2002 6 8 14 42.9% 0 7 7 0.0% 1 2 3 33.3% 0 1 1 0.0%
25 2001 32 10 42 76.2% 16 2 18 88.9% 5 1 6 83.3% 3 1 4 75.0% 2003 — — — — — — — — 0 2 2 0.0% — — — —
26 2002 30 11 41 73.2% 14 4 18 77.8% 4 1 5 80.0% — — — — 2004 4 5 9 44.4% — — — — — — — — — — — —
27 2003 25 11 36 69.4% 11 4 15 73.3% 6 2 8 75.0% 0 1 1 0.0% 2005 0 3 3 0.0% 2 4 6 33.3% 0 1 1 0.0% 0 1 1 0.0%
28 2004 12 7 19 63.2% 13 4 17 76.5% 4 1 5 80.0% — — — — 2006 6 6 12 50.0% — — — — 0 2 2 0.0% — — — —
29 — — — — — — — — — — — — — — — — — 2007 5 9 14 35.7% 1 1 2 50.0% 1 1 2 50.0% 0 1 1 0.0%
30 — — — — — — — — — — — — — — — — — 2008 3 5 8 37.5% 0 5 5 0.0% — — — — — — — —
31 — — — — — — — — — — — — — — — — — 2009 2 2 4 50.0% — — — — 1 1 2 50.0% — — — —
32 — — — — — — — — — — — — — — — — — 2010 1 3 4 25.0% 0 2 2 0.0% 0 1 1 0.0% — — — —
Career — 213 88 301 70.8% 121 47 168 72.0% 46 15 61 75.4% 31 20 51 60.8% — 56 76 132 42.4% 11 34 45 24.4% 11 18 29 37.9% 5 10 15 33.3%

Performance Progression by Age

Seasons are aligned by the age each player spent most of that calendar year. Detailed serve and return statistics available for 31/101 of Jennifer Capriati's and 52/70 of Lilia Osterloh's main draw matches. Sample is shown as matches with detailed serve and return statistics / total main draw matches. Bold green marks the stronger value when both stat samples contain at least 5 matches; lower is better for DFs/M.

Age Jennifer Capriati Lilia Osterloh
Yr Sample Aces/M DFs/M 1st Sv% 1st Pts% 2nd Pts% BP Saved% BP Conv% Svc Pts% Ret Pts% Yr Sample Aces/M DFs/M 1st Sv% 1st Pts% 2nd Pts% BP Saved% BP Conv% Svc Pts% Ret Pts%
27 2003 15/60 2.9 3.9 57.8% 71.0% 51.8% 55.7% 53.2% 63.1% 53.5% 2005 3/11 0.3 4.3 60.5% 46.3% 46.2% 38.9% 66.7% 46.9% 37.3%
28 2004 16/41 2.5 2.8 64.8% 67.6% 51.8% 43.9% 45.7% 61.7% 47.4% 2006 7/14 0.9 3.6 66.1% 56.0% 39.1% 42.7% 47.9% 49.6% 46.1%
29 — —/— — — — — — — — — — 2007 17/19 1.8 3.6 60.1% 54.8% 45.0% 46.6% 44.5% 50.6% 43.6%
30 — —/— — — — — — — — — — 2008 12/13 1.3 4.6 58.3% 60.2% 37.4% 55.9% 42.2% 50.7% 42.9%
31 — —/— — — — — — — — — — 2009 6/6 2.2 2.7 62.8% 60.1% 48.3% 55.1% 59.7% 56.1% 39.6%
32 — —/— — — — — — — — — — 2010 7/7 2.9 3.0 61.3% 57.0% 39.1% 47.3% 54.5% 50.0% 37.0%
Career — 31/581 2.7 3.3 61.4% 69.2% 51.8% 49.6% 49.3% 62.4% 50.4% — 52/221 1.7 3.7 61.0% 56.6% 42.1% 48.9% 48.8% 50.8% 42.1%

Advanced Statistics Comparison by Age

Seasons are aligned by the age each player spent most of that calendar year. Metrics use eligible main-draw results; point statistics use matches with detailed data. Bold green marks the stronger value when both underlying samples are sufficient. Lower is better for Schedule because a negative value means a tougher schedule. Career Schedule is normalized per 100 matches.

Age Jennifer Capriati Lilia Osterloh
Yr Elo P+ Serve+ Return+ PD TPW% Hard Elo Clay Elo Grass Elo Set Win % Set Margin Dec. Set Tiebreak Pressure+ Schedule Yr Elo P+ Serve+ Return+ PD TPW% Hard Elo Clay Elo Grass Elo Set Win % Set Margin Dec. Set Tiebreak Pressure+ Schedule
14 1990 1962 165.3 — — — — -89 -118 -299 73.8% +1.71 5–4 (56%) 7–4 (64%) 108.9 -1.20 — — — — — — — — — — — — — — — —
15 1991 2193 172.3 — — — — -39 -251 -410 73.6% +1.89 6–4 (60%) 5–3 (63%) 103.7 -2.21 — — — — — — — — — — — — — — — —
16 1992 2204 166.4 — — — — -40 -116 -327 70.8% +1.41 9–5 (64%) 6–2 (75%) 106.0 -3.08 — — — — — — — — — — — — — — — —
17 1993 2157 170.7 — — — — +9 -75 -205 66.3% +1.68 11–7 (61%) 3–6 (33%) 96.4 -2.41 — — — — — — — — — — — — — — — —
18 1994 2134 109.3 — — — — — — — 33.3% -1.33 0–1 — — -0.17 1996 1519 110.9 — — — — — — — 50.0% +0.50 — — — -0.06
19 — — — — — — — — — — — — — — — — 1997 1551 112.0 — — — — +33 — — 28.6% -2.00 1–0 — — +0.04
20 1996 2079 163.0 — — — — +14 — — 64.0% +0.96 2–2 (50%) 5–1 (83%) 102.1 -1.41 1998 1502 105.3 — — — — +38 — — 23.1% -1.85 0–3 (0%) 0–1 — +0.07
21 1997 1911 146.0 — — — — +17 +101 — 49.0% -0.27 3–4 (43%) 2–2 (50%) 95.7 -1.31 1999 1546 126.1 — — — — +29 +17 +5 40.0% -0.98 4–2 (67%) — — -0.06
22 1998 1764 130.1 — — — — +84 +151 — 45.8% -0.23 2–6 (25%) 1–1 — -0.36 2000 1596 120.7 — — — — -34 -49 +61 42.5% -0.41 8–6 (57%) 3–8 (27%) 101.9 -0.05
23 1999 1912 147.1 — — — — -14 +15 — 59.1% +0.65 10–2 (83%) 2–3 (40%) 106.4 -2.28 2001 1658 133.0 — — — — -4 -132 +27 49.5% -0.09 5–8 (38%) 7–4 (64%) 100.9 -0.27
24 2000 1909 154.0 — — — — +20 -74 +142 59.5% +0.65 11–4 (73%) 10–3 (77%) 108.8 -1.61 2002 1535 110.8 — — — — +102 -112 +96 29.3% -1.59 5–3 (63%) 2–3 (40%) 102.7 -1.31
25 2001 2097 171.2 — — — — -40 -19 +31 73.3% +1.61 16–11 (59%) 5–4 (56%) 104.6 -3.91 2003 1509 94.9 — — — — — — — 0.0% -2.75 — — — +0.04
26 2002 2020 164.6 — — — — +15 +70 +124 69.1% +1.58 14–9 (61%) 3–6 (33%) 96.3 -0.66 2004 1561 130.0 — — — — +95 — — 47.6% -0.38 1–2 (33%) 1–1 — -0.58
27 2003 2022 162.1 +5.66 +6.87 1.449 58.1% +9 +59 +108 68.6% +1.42 9–14 (39%) 6–6 (50%) 92.2 -0.42 2005 1488 99.5 -2.44 -2.36 0.703 41.7% +105 -60 — 28.0% -2.08 0–3 (0%) 0–1 — -0.27
28 2004 2020 149.6 +5.09 +3.12 1.238 54.1% -61 +96 +157 65.6% +1.08 8–3 (73%) 3–5 (38%) 101.8 -1.09 2006 1510 110.3 -2.68 -0.13 0.914 47.9% +82 — — 46.9% -0.19 3–3 (50%) 1–4 (20%) 98.8 +0.94
29 — — — — — — — — — — — — — — — — 2007 1545 117.7 -3.39 +0.08 0.882 46.8% +27 — — 41.9% -0.91 1–4 (20%) 1–0 — -0.55
30 — — — — — — — — — — — — — — — — 2008 1486 100.1 -3.07 -1.01 0.871 46.7% +64 -97 — 24.0% -1.44 1–0 1–3 (25%) — +0.06
31 — — — — — — — — — — — — — — — — 2009 1511 100.3 -0.43 -1.46 0.901 48.5% +43 — — 40.0% -0.40 3–0 (100%) 0–1 — +0.33
32 — — — — — — — — — — — — — — — — 2010 1468 100.5 -2.57 -3.96 0.740 43.5% +60 — — 18.8% -2.19 1–1 0–1 — -0.29
Career — 2253 169.4 +5.37 +4.93 1.338 56.1% -14 -17 -51 66.6% +1.25 106–76 (58%) 58–46 (56%) 103.9 -3.83 — 1696 123.9 -2.71 -1.06 0.855 46.4% +34 -80 +48 39.2% -0.82 33–35 (49%) 16–27 (37%) 99.8 -0.89

Career Rivalries

Each player's five most-played main-draw opponents. The current matchup is highlighted when it appears in a player's top five.