Prediction of Jelena Ostapenko vs Paulina Milosavljevic Head-to-Head, At

Wojtek Kolan

Our Predictions

H2H Records Career Stats

HEAD TO HEAD
J. Ostapenko vs P. Milosavljevic

Jelena Ostapenko

LAT

1

Win

Played

0

Win

Age

1.77m

Height

C. Rank

Ret.

Best Rank

Total Titles

YTD Titles

$11.7M

Career Money

Right-handed (two-handed backhand)

Plays

Paulina Milosavljevic

SWE

1

Win

Played

0

Win

Age

1.77m

Height

C. Rank

Ret.

Best Rank

Total Titles

YTD Titles

$11.7M

Career Money

Right-handed (two-handed backhand)

Plays

Head-to-head: Ostapenko 1 - 0 Milosavljevic

They have played 2 sets in total, with Jelena Ostapenko winning 2 and Paulina Milosavljevic winning 0. The last match between Jelena Ostapenko and Paulina Milosavljevic was at the Stockholm, 29-10-2012, Round: R2, Surface: I.hard, with Jelena Ostapenko getting the victory 6-0 6-0.

Players	Head To Head Match Wins
Ostapenko	1
Milosavljevic	0

Last 1 H2H Matches:

(R2) Stockholm(10-29-12)

Stats

Jelena Ostapenko

Paulina Milosavljevic

J. Ostapenko vs P. Milosavljevic H2H Profile

J. Ostapenko	Stats	P. Milosavljevic
$11,743,067	Career Prize Money	$0
61.23% (409-259)	Career Total W/L	48.78% (60-63)
1	Indoor	0
16	Titles	0
1	Total H2H Matches	0
47.37% (18-20)	YTD Win/Loss	0% (0-0)
1	YTD Titles	0

J. Ostapenko vs P. Milosavljevic Match Preview:

Second serve performance recent form: In recent form (last 6 months), Jelena Ostapenko has won 37.80% of points on their second serve, while Paulina Milosavljevic has won 0%. There is a high correlation between this stat and match prediction accuracy.
Return game stats recent form: Return stats show Jelena Ostapenko, in recent form, has won 50.12% of their opponent's second serve points, while Paulina Milosavljevic has won 0%. The same stats for first serve returns are 31.20% and 0% respectively and this has a high correlation to pick who is favored in this H2H matchup.
Under pressure analysis: Jelena Ostapenko has saved 40.65% of breakpoints in recent form, whereas Paulina Milosavljevic has saved 0% which is a useful statistic for in-game betting predictions.
Performance overview: Over the last year Jelena Ostapenko has won 47.37% of matches played (W/L 18/20), with Paulina Milosavljevic winning 0% (W/L 0/0) that gives us an overall head-to head prediction overview.
Best surface: Jelena Ostapenko has their best career surface win % on Grass, winning 68% (W/L 54/26), and worse career win % on Hard, winning 54% (W/L 145/125). Paulina Milosavljevic has their best career surface win % on Hard, winning 68% (W/L 8/6), and worse career win % on Clay, winning 47% (W/L 34/39).
Player level: In the last year, Jelena Ostapenko has played most of their matches on the Masters series, winning 41.18% of matches (W/L 7/10), where as Paulina Milosavljevic has played most of their matches on the N/A, winning 0% of matches (W/L 0/0). When comparing stats between players to predict the favorite, it is of course all relative to the event level they have been playing at.
Direct H2H matches: They have played 1 times before with Jelena Ostapenko winning 1 times and Paulina Milosavljevic being victorious 0 times. They have played 2 sets in total, with Jelena Ostapenko winning 2 and Paulina Milosavljevic winning 0.
The last match between Jelena Ostapenko and Paulina Milosavljevic was at the Stockholm, 29-10-2012, Round: R2, Surface: I.hard, with Jelena Ostapenko getting the victory 6-0 6-0.
Head to head match duration: In past head to head matches, the average match time between these players has been 0:0:0.
Opponent quality stats: Over the last 12 months, Jelena Ostapenko has played against opponents with an average rank of 62.18 while Paulina Milosavljevic has played against players with an average rank of 0.
Deciding set performance vs all players: If you are interested in live predictions and betting, if this match goes into a deciding set, Jelena Ostapenko has won 64% of deciding sets over the last 12 months, while Paulina Milosavljevic has won 0% in all matches played on tour.
Break point conversion: In recent form, Jelena Ostapenko has converted 52.63% of breakpoint opportunities, and Paulina Milosavljevic has converted 0% of their chances to break their opponents serve. A telling stat for in-game live betting tips when either player has a breakpoint opportunity.

Jelena Ostapenko vs Paulina Milosavljevic Editorial Preview By TennisTipster88.

J. Ostapenko vs P. Milosavljevic H2H Stats Used In Our Predictions

J. Ostapenko	Stats	P. Milosavljevic
1	H2H Matches Won	0
2	Sets Won	0
12	Games Won	0
0:0:0	Average Match Time	0:0:0
100% (1/1)	Best‑of‑3 Win %	0% (0/1)
100% (1/1)	1st Set Won, Won Match	0% (0/0)
0% (0/1)	1st Set Won, Lost Match	0% (0/0)
0% (0/0)	1st Set Lost, Won Match	0% (0/1)

Recent Performance Stats

J. Ostapenko Recent Matches Played

OPPONENT	RESULT	SCORE	H2H
Wuhan Open - Wuhan - 06-10-2025
R1 Sorana CirsteaS. Cirstea	L	6-0 2-1 ret.	Stats
China Open - Beijing - 22-09-2025
R2 Priscilla HonP. Hon	L	6-3 6-2	Stats
Guadalajara Open Akron - Guadalajara - 08-09-2025
R2 Marina StakusicM. Stakusic	L	6-4 6-7(6) 6-2	Stats
U.S. Open - New York - 25-08-2025
R2 Taylor TownsendT. Townsend	L	7-5 6-1	Stats
R1 Xiyu WangX. Wang	W	6-4 6-3	Stats

View All

P. Milosavljevic Recent Matches Played

OPPONENT	RESULT	SCORE	H2H
W15 Antalya - 23-05-2022
R2 Diana DemidovaD. Demidova	L	7-5 4-6 6-4	Stats
R1 Beatris SpasovaB. Spasova	W	6-4 6-3	Stats
Q3 Fanny NorinF. Norin	W	6-2 6-0	Stats
Q2 Daniela Darta FeldmaneD. Darta	W	6-1 6-1	Stats
W15 Antalya - 16-05-2022
R1 Giulia CarbonaroG. Carbonaro	L	6-4 6-4	Stats

View All

J. Ostapenko vs P. Milosavljevic Stats Breakdown Vs All H2H Opponents

J. Ostapenko	Stats	P. Milosavljevic
61.23% (409/259)	YTD Win/Loss	48.78% (60/63)
57.77% (900/658)	Sets Win/Loss	47.46% (131/145)
53.38% (7632/6665)	Games Win/Loss	49.26% (1202/1238)
53.70% (145/125)	Hard Win/Loss	57.14% (8/6)
66.86% (117/58)	Clay Win/Loss	46.58% (34/39)
65.03% (93/50)	Indoor Hard W/L	50.00% (18/18)
67.50% (54/26)	Grass Win/Loss	0% (0/0)
0.24	Aces Per Game	0.02
1647	Aces Total	29
0.43	Double Faults Per Game	0.11
3031	Total Double Faults	137
1:13:48	Average Match Time	1st Match
376.35	Average Opponent Rank	433.28
56% (20945/37471)	1st Serve %	62% (884/1420)
65% (13671/20945)	1st Serve Win %	57% (500/884)
43% (7174/16512)	2nd Serve Win %	44% (237/536)
49% (2313/4708)	Break Points Won % (Total)	51% (96/187)
46% (17077/37028)	Return Points Win %	49% (659/1358)
61.39% (62/39)	Slam W/L	0% (0/0)
52.38% (88/80)	Masters W/L	0% (0/0)
58.06% (18/13)	Cups W/L	0% (0/0)
60.17% (139/92)	Main Tour W/L	0.00% (0/4)
66.25% (53/27)	Challenger W/L	31.58% (6/13)
85.96% (49/8)	Futures W/L	54.00% (54/46)
61% (399/653)	Best of 3 Sets Win %	48% (58/121)
40% (2/5)	Best of 5 Sets Win %	100% (1/1)
57% (76/134)	Tiebreaks Win % (Total)	45% (9/20)
61% (139/227)	Deciding Set Win %	57% (17/30)
86% (387/333)	1st Set Won, Won Match	92% (53/49)
14% (387/54)	1st Set Won, Lost Match	8% (53/4)
26% (281/74)	1st Set Lost, Won Match	14% (70/10)