ATP Chicago Challenger - 2025 main and qualifying draw with head to head stats and predictions.

Chicago Challenger

Information

  • Tournament:Chicago Challenger
  • Start Date:04 Aug '25
  • Prize Money:$100K
  • Surfaces:Hard
  • Rank:Challengers/ITF tournaments > $10K
  • Country:United States

Tournament Points

Winner75 PTS
Finalist44 PTS
Semi Finalist22 PTS
Quarter Finalist12 PTS
Second6 PTS
Qualifying4 PTS
Qualifying Second2 PTS

Past Champions

  • Michael ZhengMichael Zheng
    2024
  • Gabriel DialloGabriel Diallo
    2023
  • Alex MichelsenAlex Michelsen
    2022
  • Roman SafiullinRoman Safiullin
    2021
  • Denis IstominDenis Istomin
    2020

Most Victories

  • Denis IstominDenis Istomin
    UZB1
  • Roman SafiullinRoman Safiullin
    RUS1
  • Gabriel DialloGabriel Diallo
    CAN1
  • Michael ZhengMichael Zheng
    USA1
  • Alex MichelsenAlex Michelsen
    USA1

Chicago Challenger Draws

PLAYERSODDS/SCRH2H
Final
M. Zheng
CO
Y. H. Hsu

7

6-4 6-2

H2H 1-1

Semifinals
Y. H. Hsu
7
A. Holmgren

1

7-6(2) 3-6 7-6(3)

H2H 1-0

M. Zheng
CO
G. Johns

ALT

2-6 6-4 6-1

H2H 3-0

Quarterfinals
A. Holmgren
1
G. Hussey

LL

6-4 6-4

H2H 2-0

Y. H. Hsu
7
Y. Wu

4

7-6(4) 6-4

H2H 2-0

M. Zheng
CO
H. Habib

3

6-4 6-3

H2H 1-0

G. Johns
ALT
T. Svajda

q

7-5 6-2

H2H 1-0

Second round
A. Holmgren
1
A. Ghibaudo

q

6-4 6-4

H2H 1-0

G. Hussey
LL
S. Dostanic

ALT

4-6 7-5 4-2 ret.

H2H 1-0

Y. Wu
4
N. Nakagawa
6-3 6-2

H2H 1-0

Y. H. Hsu
7
K. Sell
6-3 6-2

H2H 1-0

M. Zheng
CO
Y. Zhou
6-4 3-6 7-6(5)

H2H 1-0

H. Habib
3
S. Banerjee

q

7-5 6-4

H2H 1-0

T. Svajda
q
B. Zhukayev

5

6-3 6-0

H2H 1-0

G. Johns
ALT
A. Bolt
6-2 2-6 7-5

H2H 1-1

First round
A. Holmgren
1
D. King

WC

6-4 6-4

H2H 2-0

A. Ghibaudo
q
A. D. Vallejo
6-0 6-2

H2H 1-0

G. Hussey
LL
M. Damm

WC

7-6(2) 7-5

H2H 1-0

S. Dostanic
ALT
B. Tomic

6

6-7(3) 7-6(4) 2-0 ret.

H2H 1-1

Y. Wu
4
A. Ilagan

ALT

1-6 6-2 6-1

H2H 1-0

N. Nakagawa
A. Perez

ALT

6-4 6-3

H2H 1-1

K. Sell
M. Tobon

JR

6-4 6-3

H2H 1-0

Y. H. Hsu
7
A. Fenty

q

6-2 6-2

H2H 1-0

M. Zheng
CO
R. P. Mendez

8

7-6(7) 6-2

H2H 2-0

Y. Zhou
J. Sheehy

q

6-3 6-2

H2H 1-0

S. Banerjee
q
A. Rybakov
6-2 6-3

H2H 2-0

H. Habib
3
K. Kang

WC

7-6(7) 6-3

H2H 1-0

B. Zhukayev
5
P. Maloney
4-6 6-3 6-4

H2H 1-0

T. Svajda
q
J. Jung

PR

6-3 7-6(7)

H2H 1-0

A. Bolt
T. Huang

q

6-1 7-6(7)

H2H 1-0

G. Johns
ALT
B. Harris

2

3-6 6-3 6-4

H2H 1-0

Chicago Challenger Final Scores With Stats

Year
Champion
Runner-Up
Score
H2H
2025
Michael Zheng flag
Michael Zheng
Yu Hsiou Hsu flag
Yu Hsiou Hsu
6-4 6-2

1-1

2024
Gabriel Diallo flag
Gabriel Diallo
Bu Yunchaokete flag
Bu Yunchaokete
6-3 7-6(3)

1-0

2023
Alex Michelsen flag
Alex Michelsen
Yuta Shimizu flag
Yuta Shimizu
7-5 6-2

1-0

2022
Roman Safiullin flag
Roman Safiullin
Ben Shelton flag
Ben Shelton
6-3 4-6 7-5

2-1

2018
Denis Istomin flag
Denis Istomin
Reilly Opelka flag
Reilly Opelka
6-4 6-2

1-2

Potential Future Head to Head Matches This Week