WTA Chicago Women's Open, 2023, WTA 125
| Baindl, Kateryna | [UKR] | |
| Baindl, Kateryna | ||
| Chang, Sophie | [USA] | 76(1) 62 |
| Gleason, Quinn (Q) | [USA] | |
| Bronzetti, Lucia[5] | ||
| Bronzetti, Lucia[5] | [ITA] | 76(2) 62 |
| Cornet, Alize[4] | [FRA] | |
| Tomova, Viktoriya | ||
| Tomova, Viktoriya | [BUL] | 64 76(5) |
| Ngounoue, Clervie (WC) | [USA] | |
| Rakhimova, Kamilla[8] | ||
| Rakhimova, Kamilla[8] | [RUS] | 60 57 61 |
| Masarova, Rebeka[6] | [ESP] | |
| Masarova, Rebeka[6] | ||
| Brengle, Madison | [USA] | 76(4) 63 |
| Liu, Claire | [USA] | |
| Liu, Claire | ||
| Hunter, Storm (Q) | [AUS] | 60 64 |
| Peterson, Rebecca | [SWE] | |
| Peterson, Rebecca | ||
| Kanepi, Kaia | [EST] | 64 16 63 |
| Bucsa, Cristina | [ESP] | |
| Bucsa, Cristina | ||
| Lepchenko, Varvara (WC) | [USA] | w/o |
| Baindl, Kateryna | [UKR] | |
| Bronzetti, Lucia[5] | ||
| Bronzetti, Lucia[5] | [ITA] | w/o |
| Tomova, Viktoriya | [BUL] | |
| Tomova, Viktoriya | ||
| Rakhimova, Kamilla[8] | [RUS] | 75 46 63 |
| Masarova, Rebeka[6] | [ESP] | |
| Liu, Claire | ||
| Liu, Claire | [USA] | 75 57 76(3) |
| Peterson, Rebecca | [SWE] | |
| Bucsa, Cristina | ||
| Bucsa, Cristina | [ESP] | 36 64 64 |
| Bronzetti, Lucia[5] | [ITA] | |
| Tomova, Viktoriya | ||
| Tomova, Viktoriya | [BUL] | 76(3) 36 61 |
| Liu, Claire | [USA] | |
| Liu, Claire | ||
| Bucsa, Cristina | [ESP] | 21 Ret'd |
| Tomova, Viktoriya | [BUL] | |
| Tomova, Viktoriya | ||
| Liu, Claire | [USA] | 61 64 |
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