| - | UIC 6, Holy Cross 1 |
| Marta Halbersztadt (UIC) def. Viktoria Savvidou (HC) 6-3, 4-6, 1-0 (10-8) |
| Leah Gonzales-Edward (HC) def. Anais Brion (UIC) 6-4, 4-6, 1-0 (10-5) |
| Nia Cooper (UIC) def. Nicole Martinez (HC) 6-1, 6-1 |
| Charlotte Deletioglu (UIC) def. Sofia Rocha (HC) 6-4, 7-6 (7-5) |
| P. RodriguezGregoris (UIC) def. Anna Vanderhyde (HC) 3-6, 6-3, 1-0 (10-7) |
| Joanne Hartono (UIC) def. Virginie Francois (HC) 6-1, 6-0 |
| Stela Vlaisavljevic (UIC) def. Emery Porter (HC) 6-1, 6-0 |
| - | UIC 5, UChicago 3 |
| Edit Cosmo (UIC) def. Sarena Biria (UCHI-W) 6-3, 1-6, 1-0 (10-8) |
| Clara Zou (UCHI-W) def. Marta Halbersztadt (UIC) 6-1, 6-0 |
| Nia Cooper (UIC) def. Anika Paul (UCHI-W) 3-6, 6-1, 1-0 (10-7) |
| Dongke Liu (UIC) def. Isabelle Chong (UCHI-W) 5-7, 6-2, 1-0 (10-8) |
| Anais Brion (UIC) def. Tina Kintiroglou (UCHI-W) 5-7, 6-0, 1-0 (10-7) |
| Oliwia Mikos (UCHI-W) def. Charlotte Deletioglu (UIC) 6-1, 6-2 |
| P. RodriguezGregoris (UIC) def. Lily Zawenah (UCHI-W) 4-6, retired |
| Ariana Liu (UCHI-W) def. Stela Vlaisavljevic (UIC) 6-2, 7-5 |
| - | UChicago 7, HC 0 |
| Sarena Biria (UCHI-W) def. Viktoria Savvidou (HC) 6-2, 6-0 |
| Clara Zou (UCHI-W) def. Leah Gonzales-Edward (HC) 6-2, 6-1 |
| Isabelle Chong (UCHI-W) def. Nicole Martinez (HC) 6-1, 6-2 |
| Oliwia Mikos (UCHI-W) def. Sofia Rocha (HC) 6-0, 4-1, retired |
| Tina Kintiroglou (UCHI-W) def. Anna Vanderhyde (HC) 6-2, 6-2 |
| Sunny Lu (UCHI-W) def. Virginie Francois (HC) 6-1, 6-1 |
| Charlotte Klein (UCHI-W) def. Emery Porter (HC) 6-2, 6-3 |
