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Points detail for tournament Chicago Challenger 75:
| Player 1 | Player 2 | Bet Win Player | Bet Set Win | Bet Time | Score |
|---|---|---|---|---|---|
| Alexander Zverev | Alexei Popyrin | Alexander Zverev | 2 | 08/04/2025 11:38 | 22 |
| Alex Michelsen | Karen Khachanov | Karen Khachanov | 2 | 08/04/2025 11:38 | |
| G. Andreozzi / S. Arends | J. Cash / L. Glasspool | J. Cash / L. Glasspool | 2 | 08/04/2025 11:38 | |
| M. Arevalo / M. Pavic | J. Salisbury / N. Skupski | M. Arevalo / M. Pavic | 2 | 08/04/2025 11:38 | |
| F. Romboli / J. Smith | M. Gonzalez / A. Molteni | M. Gonzalez / A. Molteni | 2 | 08/04/2025 11:38 | |
| C. Gauff / M. Kessler | O. Danilovic / S. Hsieh | O. Danilovic / S. Hsieh | 3 | 08/04/2025 11:38 | |
| Marta Kostyuk | Elena Rybakina | Elena Rybakina | 2 | 08/04/2025 11:38 | |
| Victoria Mboko | Jessica Bouzas Maneiro | Victoria Mboko | 2 | 08/04/2025 11:38 | |
| K. Krawietz / T. Puetz | J. Cash / L. Glasspool | Player NO SET | Winset NO SET | NO BET SET | |
| Andrey Rublev | Taylor Fritz | Player NO SET | Winset NO SET | NO BET SET | |
| Alex De Minaur | Ben Shelton | Player NO SET | Winset NO SET | NO BET SET | |
| T. Townsend / S. Zhang | C. Dolehide / S. Kenin | Player NO SET | Winset NO SET | NO BET SET | |
| Madison Keys | Clara Tauson | Player NO SET | Winset NO SET | NO BET SET | |
| Elina Svitolina | Naomi Osaka | Player NO SET | Winset NO SET | NO BET SET | |
| Christopher Eubanks | Nikoloz Basilashvili | Player NO SET | Winset NO SET | NO BET SET |
| Player 1 | Player 2 | Bet Win Player | Bet Set Win | Bet Time | Score |
|---|---|---|---|---|---|
| Naomi Osaka | Clara Tauson | Naomi Osaka | 3 | 08/06/2025 14:45 | 11 |
| Victoria Mboko | Elena Rybakina | Elena Rybakina | 2 | 08/06/2025 14:45 | |
| Ben Shelton | Taylor Fritz | Taylor Fritz | 2 | 08/06/2025 14:45 | |
| Alexander Zverev | Karen Khachanov | Alexander Zverev | 2 | 08/06/2025 14:45 | |
| Leandro Riedi | Lloyd Harris | Lloyd Harris | 2 | 08/06/2025 14:45 | |
| Chak Lam Coleman Wong | Shintaro Mochizuki | Chak Lam Coleman Wong | 2 | 08/06/2025 14:45 | |
| Elsa Jacquemot | Viktoriya Tomova | Viktoriya Tomova | 2 | 08/06/2025 14:45 | |
| Dalma Galfi | Aoi Ito | Dalma Galfi | 2 | 08/06/2025 14:45 |