| $1,500 | Mar 3, 2026 | Preckwinkle for President | Self Employed | Midway Moving and Storage |
| $1,500 | Mar 3, 2026 | Preckwinkle for President | Self Employed | Midway Moving and Storage |
| $1,500 | Mar 3, 2026 | Preckwinkle for President | Self Employed | Midway Moving and Storage |
| $1,000 | Dec 22, 2025 | Preckwinkle for President | Executive | Midway Moving & Storage. |
| $1,000 | Dec 22, 2025 | Preckwinkle for President | Executive | Midway Moving & Storage. |
| $1,000 | Mar 1, 2024 | Preckwinkle for President | Self Employed | Self Employed |
| $1,000 | Mar 1, 2024 | Preckwinkle for President | Self Employed | Self Employed |
| $1,000 | Mar 30, 2022 | Preckwinkle for President | President & CEO | Midway Moving & Storage, Inc. |
| $1,000 | Mar 30, 2022 | Preckwinkle for President | President & CEO | Midway Moving & Storage, Inc. |
| $1,000 | Feb 17, 2022 | Preckwinkle for President | President/CEO | Midway Moving & Storage, Inc. |
| $1,000 | Feb 17, 2022 | Preckwinkle for President | President & CEO | Midway Moving & Storage, Inc. |
| $250 | Jun 21, 2019 | Preckwinkle for President | — | — |
| $750 | Feb 25, 2016 | Preckwinkle for President | President | Midway Moving |
| $800 | Sep 24, 2013 | Preckwinkle for President | President & CEO | Midway Moving and Storage, Inc. |
| $1,000 | May 16, 2012 | Preckwinkle for President | President & CEO | Midway Moving and Storage, Inc. |
| $1,000 | May 16, 2012 | Preckwinkle for President | President & CEO | Midway Moving and Storage, Inc. |
| $1,000 | Jun 17, 2011 | Preckwinkle for President | President & CEO | Midway Moving and Storage, Inc. |