| $175 | Mar 5, 2026 | IUOE Local 399 Political Education Fund | — | — |
| $175 | May 30, 2025 | IUOE Local 399 Political Education Fund | — | — |
| $525 | May 30, 2024 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $175 | Feb 7, 2024 | IUOE Local 399 Political Education Fund | — | — |
| $175 | May 1, 2023 | IUOE Local 399 Political Education Fund | — | — |
| $300 | Apr 14, 2023 | IUOE Local 399 Political Education Fund | — | — |
| $175 | May 16, 2022 | IUOE Local 399 Political Education Fund | — | — |
| $175 | May 16, 2022 | IUOE Local 399 Political Education Fund | — | — |
| $100 | Mar 15, 2021 | IUOE Local 399 Political Education Fund | — | — |
| $307 | Mar 15, 2021 | IUOE Local 399 Political Education Fund | — | — |
| $350 | Sep 30, 2019 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $500 | Sep 19, 2019 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $500 | Sep 19, 2019 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $100 | Sep 18, 2019 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $1,000 | Sep 27, 2018 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $500 | Sep 27, 2018 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $500 | Sep 27, 2018 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $500 | Sep 27, 2018 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $1,000 | Sep 27, 2018 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $500 | Sep 27, 2018 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $500 | Sep 27, 2018 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $500 | Sep 27, 2018 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $1,000 | Sep 27, 2018 | IUOE Local 399 Political Education Fund | Engineer | City of Chicago |
| $150 | May 21, 2018 | IUOE Local 399 Political Education Fund | — | — |
| $204 | May 9, 2018 | IUOE Local 399 Political Education Fund | — | — |
| $150 | Jun 5, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $150 | Jun 5, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $150 | Jun 5, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $150 | Jun 5, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $150 | Jun 5, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $150 | Jun 5, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $150 | Jun 5, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $150 | Jun 5, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $200 | Apr 7, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $200 | Apr 7, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $200 | Apr 7, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $200 | Apr 7, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $399 | Aug 20, 2015 | IUOE Local 399 Political Education Fund | — | — |
| $250 | Mar 19, 2015 | IUOE Local 399 Political Education Fund | — | — |
| $150 | Feb 20, 2015 | Friends of Matt O'Shea | — | — |
| $60 | Jan 13, 2015 | Friends of Matt O'Shea | — | — |
| $399 | Sep 23, 2013 | IUOE Local 399 Political Education Fund | — | — |
“the ward with no alderman”