Chicago challenger 2023 (USA)
(80,000 $, hard, men)
| Start | Round | S | 1 | 2 | 3 | 4 | 5 | H | A | ||
| 16.07. 20:10 |
F | Michelsen | 2 | 7 | 6 | 1.52 | 2.44 | info | |||
| Shimizu | 0 | 5 | 2 | ||||||||
| 16.07. 18:00 |
SF | Michelsen | 2 | 4 | 7 | 6 | 2.12 | 1.68 | info | ||
| Shang (4) | 1 | 6 | 5 | 3 | |||||||
| 15.07. 21:30 |
SF | Shimizu | 2 | 7 | 7 | 2.36 | 1.55 | info | |||
| Mpetshi Perricard (7) | 0 | 65 | 65 | ||||||||
| 15.07. 02:45 |
QF | Shang (4) | 2 | 7 | 6 | 1.38 | 2.92 | info | |||
| Quinn | 0 | 5 | 1 | ||||||||
| 14.07. 23:20 |
QF | Mpetshi Perricard (7) | 2 | 7 | 4 | 7 | 2.02 | 1.74 | info | ||
| Lajal | 1 | 63 | 6 | 66 | |||||||
| 14.07. 20:25 |
QF | Michelsen | 2 | 7 | 3 | 6 | 2.76 | 1.42 | info | ||
| Nishikori | 1 | 613 | 6 | 1 | |||||||
| 14.07. 18:25 |
QF | Shimizu | 2 | 6 | 7 | 2.06 | 1.72 | info | |||
| Jung | 0 | 2 | 5 | ||||||||
| 14.07. 00:15 |
R16 | Nishikori | 2 | 7 | 6 | 1.12 | 5.82 | info | |||
| Mansouri | 0 | 61 | 4 | ||||||||
| 13.07. 22:30 |
R16 | Mpetshi Perricard (7) | 2 | 7 | 6 | 2.08 | 1.71 | info | |||
| Walton | 0 | 63 | 4 | ||||||||
| 13.07. 22:15 |
R16 | Jung | 2 | 3 | 7 | 6 | 1.39 | 2.87 | info | ||
| Basavareddy | 1 | 6 | 65 | 2 | |||||||
| 13.07. 20:30 |
R16 | Quinn | 2 | 4 | 6 | 6 | 1.96 | 1.78 | info | ||
| Schoolkate | 1 | 6 | 3 | 2 | |||||||
| 13.07. 19:45 |
R16 | Lajal | 2 | 4 | 6 | 6 | 1.90 | 1.84 | info | ||
| Uchiyama | 1 | 6 | 2 | 2 | |||||||
| 13.07. 18:55 |
R16 | Shimizu | 2 | 6 | 5 | 6 | 2.07 | 1.71 | info | ||
| Chung | 1 | 3 | 7 | 3 | |||||||
| 13.07. 18:55 |
R16 | Michelsen | 2 | 6 | 6 | 2.09 | 1.70 | info | |||
| Kovacevic (2) | 0 | 4 | 2 | ||||||||
| 13.07. 17:10 |
R16 | Shang (4) | 2 | 7 | 6 | 1.53 | 2.41 | info | |||
| Marchenko | 0 | 5 | 3 | ||||||||
| 13.07. 17:20 |
1R | Mansouri | 2 | 3 | 6 | 6 | 2.07 | 1.71 | info | ||
| McCabe | 1 | 6 | 4 | 4 | |||||||
| 13.07. 17:10 |
1R | Jung | 2 | 7 | 6 | 2.14 | 1.66 | info | |||
| Tomic | 0 | 5 | 3 | ||||||||
| 12.07. 21:45 |
1R | Nishikori | 2 | 7 | 6 | 1.17 | 4.69 | info | |||
| Galarneau (6) | 0 | 63 | 1 | ||||||||
| 12.07. 21:40 |
1R | Basavareddy | 2 | 6 | 2 | 6 | 4.24 | 1.21 | info | ||
| Johnson (8) | 1 | 3 | 6 | 4 | |||||||
| 12.07. 19:45 |
1R | Kovacevic (2) | 2 | 6 | 6 | 1.24 | 3.81 | info | |||
| Zhukayev | 0 | 3 | 4 | ||||||||
| 12.07. 19:40 |
1R | Chung | 2 | 6 | 6 | 2.33 | 1.58 | info | |||
| Shelbayh | 0 | 3 | 4 | ||||||||
| 11.07. 20:40 |
1R | Shimizu | 2 | 6 | 6 | 1.52 | 2.40 | info | |||
| Zhu | 0 | 2 | 4 | ||||||||
| 11.07. 20:35 |
1R | Shang (4) | 1 | 7 | 3 | 1.60 | 2.28 | info | |||
| Kukushkin | 0 | 65 | 2 | ||||||||
| 11.07. 19:25 |
1R | Michelsen | 2 | 7 | 65 | 7 | 1.48 | 2.54 | info | ||
| Tu | 1 | 63 | 7 | 65 | |||||||
| 11.07. 19:05 |
1R | Mpetshi Perricard (7) | 2 | 6 | 6 | 1.96 | 1.79 | info | |||
| Sandgren | 0 | 4 | 4 | ||||||||
| 11.07. 18:50 |
1R | Marchenko | 2 | 6 | 6 | 1.61 | 2.23 | info | |||
| Sweeny | 0 | 4 | 4 | ||||||||
| 11.07. 17:15 |
1R | Schoolkate | 2 | 6 | 7 | 2.00 | 1.76 | info | |||
| Celikbilek (5) | 0 | 4 | 62 | ||||||||
| 11.07. 17:10 |
1R | Lajal | 2 | 6 | 6 | 1.46 | 2.59 | info | |||
| Jasika | 0 | 1 | 4 | ||||||||
| 11.07. 17:00 |
1R | Quinn | 2 | 7 | 0 | 6 | 2.38 | 1.55 | info | ||
| Escobedo | 1 | 66 | 6 | 4 | |||||||
| 11.07. 00:10 |
1R | Uchiyama | 2 | 6 | 6 | 1.81 | 1.94 | info | |||
| Gomez (3) | 0 | 2 | 1 | ||||||||
| 11.07. 00:10 |
1R | Walton | 2 | 6 | 6 | 1.37 | 2.94 | info | |||
| Spizzirri | 0 | 2 | 2 |

1. round
Zhu [LL]
Chung [Q]
Tomic [Q]
Johnson [8]
Gomez [3]
Jasika [Q]
Spizzirri [WC]
Celikbilek [5]
Schoolkate [Q]
Escobedo [Q]
Quinn [WC]
Marchenko [Q]
Shang [4]
Galarneau [6]
Nishikori [WC]
Kovacevic [2]
round of 16
Chung [Q]
Schoolkate [Q]
Quinn [WC]
Marchenko [Q]
Shang [4]
Nishikori [WC]
Kovacevic [2]
quarterfinal
Quinn [WC]
Shang [4]
Nishikori [WC]
semifinal
Shang [4]
final
- Tournament details
| Round | Prize money | Ranking points |
| 1. round | 780 $ | 0 |
| round of 16 | 1,300 $ | 7 |
| quarterfinal | 2,200 $ | 16 |
| semifinal | 3,780 $ | 30 |
| final | 6,355 $ | 50 |
| winner | 10,840 $ | 75 |
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| UTR Pro Tennis Series 5 | 64 | |||
| UTR Pro Tennis Series 9 | 83 | |||
| Brisbane 5 ITF | 12 | |||
| Chihuahua ITF | 4 | |||
| Funchal ITF | 8 | |||
| Heraklion 10 ITF | 25 | |||
| Orlando 3 ITF | 1 | |||
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| UTR Pro Tennis Series 9 | 13 | |||
| Antalya 33 ITF | 16 | |||
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| Monastir 7 ITF | 15 | |||
| Nules ITF | 15 | |||
| Phan Thiet ITF | 12 | |||
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| Solarino 7 ITF | 8 | |||
| UTR Pro Match Series | 127 | |||
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