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| R5 | Doug Francken d. Tj Oosterbaan | 6-2; 6-7(4); 11-9 |
| R5 | Vidyut Yadav d. Emerson Hager | 6-2; 7-5 |
| R5 | Connor Johnston d. Jonathan Kroot | 6-4; 6-0 |
| R5 | Jake Zalenski d. Ryan Simon | 6-3; 6-4 |
| R5 | Bill Duo d. Kailas Sane | 6-4; 6-3 |
| R5 | Josh Mukherjee d. Ian Landwehr | 6-2; 4-6; 10-7 |
| R5 | Austin Barr d. Rajeev Laungani | 6-4; 6-3 |
| R5 | Jack Geissler d. Nico Ceniza | 6-0; 6-1 |
| R5 | David Horneffer d. Nicholas Solarewicz | 7-6(4); 6-1 |
| R5 | Hayden Drury d. Ty Krill | 6-1; 6-4 |
| R5 | Lukas Greif d. Denali Kitayama | 6-3; 6-2 |
| R5 | Dj Colantone d. Parker Berden | 6-1; 6-1 |
| R5 | John Mario d. Andrew Fauble | 6-3; 6-3 |
| R5 | Michael Wang d. Zach Settelmyer | 6-3; 6-1 |
| R5 | John McNally d. Jacob Edelchik | 6-0; 6-1 |
| R5 | William Zhang d. Jj Wolf | 2-6; 6-4; 13-11 |
| R5 | Deepak Indrakanti d. Michael Czlonka | 6-2; 6-3 |
| R5 | Daniel Boussom d. Kiran Patel-O'Connor | 6-1; 6-0 |
All Boys' 14 Singles Matches
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| R5 | Angelina Ye d. Paige Cooley | 6-1; 6-2 |
| R5 | Claire Reifeis d. Evangeline Shannon | 6-2; 6-0 |
| R5 | Elizabeth Bauss d. Anna Kreynin | 7-5; 6-4 |
| R5 | Grace Krueger d. Taylor Weckstein | 6-3; 6-4 |
| R5 | Coco Tzakis d. Amanda Bandrowski | 6-1; 6-1 |
| R5 | Olivia Rohrbacher d. Tess Moran | 6-0; 6-0 |
| R5 | Claire Ghidotti d. Emma Deimling | 6-0; 6-2 |
| R5 | Lauryn Padgett d. Eliza Brown | 6-3; 6-1 |
| R5 | Jennifer Skonieczny d. Monika Francsics | 6-1; 6-2 |
| R5 | Alexandra Pollack d. Olivia Hanover | 6-3; 6-0 |
| R5 | Marybeth Hurley d. Grace Koscielski | 7-6(6); 6-0 |
| R5 | Eleanor Bullock d. Allyson Persky | 6-1; 6-2 |
| R5 | Emily Mast d. Christina Su | 6-2; 6-0 |
| R5 | Madelyn Bemisderfer d. Molly Nguyen | 6-3; 6-2 |
| R5 | Lauren Streit d. Natalie Odin | 6-1; 6-3 |
| R5 | Alexandra Sanford d. Sophia Haleas | 6-0; 6-2 |
| R5 | Alexandra Abele d. Michelle Linden | 6-4; 6-3 |
| R5 | Francesca Dilorenzo d. Sydney Myong | 6-2; 6-0 |
All Girls' 14 Singles Matches
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