Chicago challenger 2025 (USA)
(100,000 $, hard, men)
| Start | Round | S | 1 | 2 | 3 | 4 | 5 | H | A | ||
| 10.08. 00:45  | 
			F | Kiger / Seggerman | 2 | 6 | 3 | 10 | 1.57 | 2.24 | info | ||
| Winegar / Zheng | 1 | 4 | 6 | 5 | |||||||
| 09.08. 00:00  | 
			SF | Winegar / Zheng | 2 | 6 | 6 | 1.76 | 1.95 | info | |||
| Fenty / King | 0 | 2 | 4 | ||||||||
| 08.08. 22:20  | 
			SF | Kiger / Seggerman | 2 | 7 | 7 | 1.59 | 2.20 | info | |||
| Harper / Suresh | 0 | 63 | 65 | ||||||||
| 08.08. 00:30  | 
			QF | Kiger / Seggerman | 2 | 7 | 6 | 2.98 | 1.33 | info | |||
| King / Withrow (1) | 0 | 65 | 2 | ||||||||
| 07.08. 23:10  | 
			QF | Winegar / Zheng | 2 | 6 | 6 | 2.14 | 1.63 | info | |||
| Hsu / Huang | 0 | 4 | 4 | ||||||||
| 07.08. 21:40  | 
			QF | Harper / Suresh | 2 | 6 | 6 | 1.64 | 2.11 | info | |||
| Bayldon / Rodriguez | 0 | 4 | 3 | ||||||||
| 07.08. 18:15  | 
			QF | Fenty / King | 2 | 6 | 3 | 10 | 3.18 | 1.30 | info | ||
| Reynolds / Watt | 1 | 4 | 6 | 5 | |||||||
| 06.08. 23:35  | 
			R16 | King / Withrow (1) | 2 | 7 | 6 | 1.15 | 4.68 | info | |||
| Jung / Stalder | 0 | 5 | 2 | ||||||||
| 06.08. 23:15  | 
			R16 | Bayldon / Rodriguez | 2 | 7 | 5 | 10 | 1.50 | 2.39 | info | ||
| Perez / Zhukayev | 1 | 66 | 7 | 8 | |||||||
| 06.08. 23:10  | 
			R16 | Hsu / Huang | 2 | 7 | 5 | 10 | 2.42 | 1.51 | info | ||
| Chandrase / Ramanatha (4) | 1 | 63 | 7 | 7 | |||||||
| 06.08. 21:40  | 
			R16 | Kiger / Seggerman | 2 | 64 | 6 | 10 | 1.23 | 3.58 | info | ||
| Pacheco M / Vallejo | 1 | 7 | 2 | 3 | |||||||
| 06.08. 21:15  | 
			R16 | Fenty / King | 2 | 4 | 7 | 10 | 6.73 | 1.08 | info | ||
| Doumbia / Lammons (2) | 1 | 6 | 5 | 8 | |||||||
| 06.08. 20:10  | 
			R16 | Winegar / Zheng | 2 | 6 | 4 | 10 | 2.21 | 1.59 | info | ||
| Habib / Hilderbrand | 1 | 4 | 6 | 8 | |||||||
| 06.08. 19:40  | 
			R16 | Harper / Suresh | 2 | 6 | 6 | 3.11 | 1.30 | info | |||
| Goldhoff / Ho (3) | 0 | 3 | 4 | ||||||||
| 06.08. 18:10  | 
			R16 | Reynolds / Watt | 2 | 6 | 62 | 10 | 1.49 | 2.48 | info | ||
| Harper / Isarow | 1 | 3 | 7 | 6 | 

round of 16
King / Withrow [1]
Goldhoff / Ho [3]
Winegar / Zheng [WC]
Fenty / King [WC]
quarterfinal
King / Withrow [1]
Winegar / Zheng [WC]
Fenty / King [WC]
semifinal
Winegar / Zheng [WC]
Fenty / King [WC]
final
Winegar / Zheng [WC]
- Tournament details
 
| Round | Prize money | Ranking points | 
| round of 16 | 580 $ | 0 | 
| quarterfinal | 1,010 $ | 16 | 
| semifinal | 1,730 $ | 30 | 
| final | 2,880 $ | 50 | 
| winner | 4,980 $ | 75 | 
This week's tournaments
| Main tournaments | ||||
| Athens | 14 | |||
| Metz | 12 | |||
| Masters Cup WTA | 12 | |||
| Lower level tournaments | ||||
| Helsinki challenger | 19 | |||
| Taipei challenger | 15 | |||
| Lima 3 challenger | 22 | |||
| Matsuyama challenger | 13 | |||
| Knoxville challenger | 20 | |||
| UTR Pro Tennis Series 3 | 278 | |||
| UTR Pro Tennis Series 5 | 63 | |||
| UTR Pro Tennis Series 9 | 65 | |||
| Austin 2 | 11 | |||
| Tucuman | 12 | |||
| Faro ITF | 17 | |||
| Hamamatsu ITF | 18 | |||
| Liberec ITF | 16 | |||
| Orlando 3 ITF | 26 | |||
| UTR Pro Tennis Series 5 | 36 | |||
| UTR Pro Tennis Series 9 | 13 | |||
| Antalya 32 ITF | 15 | |||
| Castellon 2 ITF | 22 | |||
| Heraklion 9 ITF | 18 | |||
| Lincoln ITF | 15 | |||
| Monastir 6 ITF | 19 | |||
| Neuquén 2 ITF | 24 | |||
| Sharm El Sheikh 20 ITF | 13 | |||
| Solarino 4 ITF | 14 | |||
| Szabolcsveresmart ITF | 17 | |||
| UTR Pro Match Series | 156 | |||
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