| Date | Results | |
| 5/23-5/26/2026 | 2026 NCAA DIII Singles Championship -- Chattanooga, Tenn. | |
| 5/18/2026 | Babson 4, University of Chicago 0 | |
| 5/10/2026 | UChicago 4, Gustavus Adolphus 0 | |
| 5/9/2026 | UChicago 4, Luther 0 | |
| 4/26/2026 | University of Chicago 4, WashU 1 | |
| 4/25/2026 | University of Chicago 4, Carnegie Mellon 0 | |
| 4/24/2026 | University of Chicago 4, Brandeis 0 | |
| 4/19/2026 | University of Chicago 5, Holy Cross-IN 2 | |
| 4/18/2026 | University of Chicago 7, UW-Whitewater 0 | |
| 4/17/2026 | University of Chicago 4, Holy Cross-IN 0 | |
| 4/11/2026 | University of Chicago 4, WashU 3 | |
| 03/29/2026 | University of Chicago 7, Kenyon College 0 | |
| 3/20/2026 | University of Chicago 5, Pomona-Pitzer 2 | |
| 3/19/2026 | Claremont-Mudd-Scripps 6, University of Chicago 1 | |
| 3/17/2026 | University of Chicago 6, Bowdoin College 1 | |
| 3/15/2026 | University of Chicago 6, UC Santa Cruz 1 | |
| 3/1/2026 | Claremont-Mudd-Scripps 4, University of Chicago 1 | |
| 2/28/2026 | University of Chicago 4, Middlebury 3 | |
| 2/27/2026 | University of Chicago 4, Wesleyan-CT 3 | |
| 2/22/2026 | Illinois-Chicago 6, University of Chicago 1 | |
| 2/15/2026 | University of Chicago 4, Milwaukee 3 | |
| 2/14/2026 | University of Chicago 6, Marquette 1 | |
| 2/8/2026 | University of Chicago 7, DePauw University 0 | |
| 1/31/2026 | Grand Valley State 4, University of Chicago 3 | |
| 10/16/2025 | 2025 ITA Cup Singles -- Rome, Ga. | |
| 10/4-10/5/2025 | 2025 Chicago Cup -- Chicago, IL | |
| 9/19-9/21/2025 | 2025 ITA Central Regional -- St. Louis, Mo. | |
| 9/12/2025 | 2025 Jon Messick Invitational -- Colorado Springs, Colo. | |