ATP Chicago Challenger singles and doubles draws with all head to head stats.
Chicago Challenger
Event info
| Rank | Challengers/ITF tournaments > $10K |
| Country |  United States |
| Start Date | 04.08.2025 |
| Surfaces |  Hard |
| Prize Money | $100K |
Event points
| Winner | 75 PTS | |
| Finalist | 44 PTS | |
| SF | 22 PTS | |
| QF | 12 PTS | |
| Second | 6 PTS | |
| Q3 | 4 PTS | |
| Q2 | 2 PTS |
past champions
 | Michael Zheng |  | 2025 |
 | Gabriel Diallo |  | 2024 |
 | Alex Michelsen | | 2023 |
 | Roman Safiullin |  | 2022 |
 | Denis Istomin |  | 2018 |
most victories
| Denis Istomin | | 1 |
| Roman Safiullin | | 1 |
| Gabriel Diallo | | 1 |
| Michael Zheng | | 1 |
| Alex Michelsen | | 1 |
Chicago Challenger Draws
Men's Singles
Men's Doubles
Men's Qualifying Singles
| Players | player 1 | player 2 | scr | h2h | |||
| Final | |||||||
CO |  | 6 4 6 2 | H2H 1-1 | ||||
| Semifinals | |||||||
| 7 6 3 6 7 6 | H2H 1-0 | |||||
ALT | CO | | ALT | 2 6 6 4 6 1 | H2H 3-0 | ||
| Quarterfinals | |||||||
| 6 4 6 4 | H2H 2-0 | |||||
| 7 6 6 4 | H2H 2-0 | |||||
CO | | 6 4 6 3 | H2H 1-0 | ||||
ALT | | 7 5 6 2 | H2H 1-0 | ||||
| Second | |||||||
| 6 4 6 4 | H2H 1-0 | |||||
ALT | | ALT | 4 6 7 5 4 2 | H2H 1-0 | |||
| 6 3 6 2 | H2H 1-0 | |||||
| 6 3 6 2 | H2H 1-0 | |||||
CO | | 6 4 3 6 7 6 | H2H 1-0 | ||||
| 7 5 6 4 | H2H 1-0 | |||||
| 6 3 6 0 | H2H 1-0 | |||||
ALT | | 6 2 2 6 7 5 | H2H 1-1 | ||||
| First | |||||||
WC | | WC | 6 4 6 4 | H2H 2-0 | |||
| 6 0 6 2 | H2H 1-0 | |||||
WC | | WC | 7 6 7 5 | H2H 1-0 | |||
ALT | | 6 7 7 6 2 0 | H2H 1-1 | ||||
ALT | | ALT | 1 6 6 2 6 1 | H2H 1-0 | |||
ALT | | ALT | 6 4 6 3 | H2H 1-1 | |||
JR | | JR | 6 4 6 3 | H2H 1-0 | |||
| 6 2 6 2 | H2H 1-0 | |||||
CO | | 7 6 6 2 | H2H 2-0 | ||||
| 6 3 6 2 | H2H 1-0 | |||||
| 6 2 6 3 | H2H 2-0 | |||||
WC | | WC | 7 6 6 3 | H2H 1-0 | |||
| 4 6 6 3 6 4 | H2H 1-0 | |||||
PR | | PR | 6 3 7 6 | H2H 1-0 | |||
| 6 1 7 6 | H2H 1-0 | |||||
ALT | | 3 6 6 3 6 4 | H2H 1-0 | ||||
Past champions
Singles
Doubles
| year | champion | runner-up | score | |
| 2025 | | 6 4 6 2 | ||
| 2024 | | 6 3 7 6 | ||
| 2023 | | 7 5 6 2 | ||
| 2022 | | 6 3 4 6 7 5 | ||
| 2018 | | 6 4 6 2 |
 ATP Rankings | |||
|---|---|---|---|
| 1 | 13500 PTS | ||
| 2 | 9960 PTS | ||
| 3 | 7305 PTS | ||
| 4 | 4440 PTS | ||
| 5 | 3920 PTS | ||
| 6 | 3905 PTS | ||
| 7 | 3760 PTS | ||
| 8 | 3760 PTS | ||
| 9 | 3720 PTS | ||
| 10 | 3540 PTS | ||
 Live Tennis Events | |||
|---|---|---|---|
 | Boss Open - Stuttgart Germany | ||
 | HSBC Championships - London Great Britain | ||
 | Libema Open - 's-Hertogenbosch Netherlands | ||
| Terra Wortmann Open - Halle Germany | ||
 | Bratislava Challenger Slovakia | ||
 | Cattolica Challenger Italy | ||
 | Dublin Challenger Ireland | ||
| Ilkley Challenger Great Britain | ||
 | Lyon Challenger France | ||
| Nottingham 2 Challenger Great Britain | ||
| Parma Challenger Italy | ||
 | Poznan Challenger Poland | ||
| Royan Challenger France | ||
 | San Miguel de Tucuman Challenger Argentina | ||
 | M15 Brasilia Brazil | ||
 | M15 Kursumlijska Banja Serbia | ||
 | M15 Los Angeles United States | ||
 | M15 Maanshan China | ||
| M15 Messina Italy | ||
 | M25 Kiseljak Bosnia and Herzegovina | ||
| M25 Wichita United States | ||
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