| $175 | Feb 3, 2026 | IUOE Local 399 Political Education Fund | — | — |
| $10,000 | Dec 30, 2025 | Friends of James O'Brien | Advisor | Illinois Commerce Commission |
| $10,000 | Dec 30, 2025 | Friends of James O'Brien | Advisor | Illinois Commerce Commission |
| $50,000 | Sep 22, 2025 | Friends of James O'Brien | Advisor | Illinois Commerce Commission |
| $50,000 | Sep 22, 2025 | Friends of James O'Brien | Advisor | Illinois Commerce Commission |
| $5,000 | Aug 8, 2025 | Friends of James O'Brien | Advisor | Illinois Commerce Commission |
| $5,000 | Aug 8, 2025 | Friends of James O'Brien | Advisor | Illinois Commerce Commission |
| $10 | Jul 23, 2025 | Friends of James O'Brien | Advisor | Illinois Commerce Commission |
| $250 | Jul 16, 2025 | 47th Ward Regular Democratic Organization | — | — |
| $175 | Apr 12, 2025 | IUOE Local 399 Political Education Fund | — | — |
| $1,500 | Mar 9, 2024 | Friends of Matt O'Shea | Reilly's Daughter | Manager |
| $1,500 | Mar 9, 2024 | Friends of Matt O'Shea | — | — |
| $250 | Aug 25, 2023 | 47th Ward Regular Democratic Organization | — | — |
| $20,000 | Apr 7, 2023 | Vallas For Mayor | — | — |
| $20,000 | Apr 7, 2023 | Vallas For Mayor | best effort made | best effort made |
| $20,000 | Apr 7, 2023 | Vallas For Mayor | best effort made | best effort made |
| $20,000 | Apr 7, 2023 | Vallas For Mayor | best effort made | best effort made |
| $20,000 | Apr 7, 2023 | Vallas For Mayor | best effort made | best effort made |
| $20,000 | Apr 7, 2023 | Vallas For Mayor | best effort made | best effort made |
| $175 | May 16, 2022 | IUOE Local 399 Political Education Fund | — | — |
| $175 | May 16, 2022 | IUOE Local 399 Political Education Fund | — | — |
| $300 | Mar 18, 2022 | IUOE Local 399 Political Education Fund | — | — |
| $1,500 | Jun 29, 2021 | 36th Ward Dems | Self Employed | Self Employed |
| $1,500 | Jun 29, 2021 | 36th Ward Dems | Self Employed | Self Employed |
| $300 | Apr 19, 2021 | IUOE Local 399 Political Education Fund | — | — |
| $189 | Aug 26, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $189 | Aug 26, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $113 | Aug 5, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $113 | Aug 5, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $1,000 | Aug 2, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $1,000 | Aug 2, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $1,000 | Aug 2, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $1,000 | Jul 11, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $1,000 | Jul 11, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $1,000 | Jul 11, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $1,000 | Jun 26, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $1,000 | Jun 26, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $155 | May 24, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $1,000 | May 5, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $1,000 | May 5, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $1,500 | Mar 16, 2020 | Friends of Gilbert Villegas for Alderman | Manager | Reilly's Daughter |
| $1,500 | Mar 16, 2020 | Friends of Gilbert Villegas for Alderman | Manager | Reilly's Daughter |
| $1,500 | Mar 16, 2020 | Friends of Gilbert Villegas for Alderman | Manager | Reilly's Daughter |
| $1,500 | Mar 16, 2020 | Friends of Gilbert Villegas for Alderman | Manager | Reilly's Daughter |
| $10,000 | Jan 24, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $10,000 | Jan 24, 2020 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $2,800 | Sep 6, 2019 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $2,800 | Sep 6, 2019 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $2,800 | Sep 6, 2019 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $3,000 | Jul 23, 2019 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $3,000 | Jul 23, 2019 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $3,000 | Jul 23, 2019 | Pat O'Brien for State's Attorney | ATTORNEY | RETIRED |
| $1,500 | Jun 30, 2019 | Friends of Gilbert Villegas for Alderman | Manager | Reilly's Daughter |
| $1,500 | Jun 30, 2019 | Friends of Gilbert Villegas for Alderman | Manager | Reilly's Daughter |
| $500 | Jun 21, 2019 | 19th Ward Democratic Org | — | — |
| $150 | May 21, 2019 | IUOE Local 399 Political Education Fund | — | — |
| $200 | May 15, 2019 | IUOE Local 399 Political Education Fund | — | — |
| $1,500 | Feb 25, 2019 | Bill Daley For Mayor | best efforts | best efforts |
| $1,500 | Feb 25, 2019 | Bill Daley For Mayor | best efforts | best efforts |
| $1,500 | Feb 25, 2019 | Bill Daley For Mayor | — | — |
| $150 | May 21, 2018 | IUOE Local 399 Political Education Fund | — | — |
| $200 | May 9, 2018 | IUOE Local 399 Political Education Fund | — | — |
| $2,500 | Mar 31, 2017 | Kennedy for Illinois | Principal | Baker & McKenzie |
| $2,500 | Mar 31, 2017 | Kennedy for Illinois | Principal | Baker & McKenzie |
| $2,500 | Mar 31, 2017 | Kennedy for Illinois | Principal | Baker & McKenzie |
| $200 | Mar 21, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $200 | Mar 21, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $200 | Mar 21, 2017 | IUOE Local 399 Political Education Fund | — | — |
| $150 | Jun 14, 2016 | IUOE Local 399 Political Education Fund | — | — |
| $150 | Jun 14, 2016 | IUOE Local 399 Political Education Fund | — | — |
| $150 | Jun 14, 2016 | IUOE Local 399 Political Education Fund | — | — |
| $100 | Apr 19, 2016 | IUOE Local 399 Political Education Fund | — | — |
| $100 | Apr 19, 2016 | IUOE Local 399 Political Education Fund | — | — |
| $100 | Apr 19, 2016 | IUOE Local 399 Political Education Fund | — | — |
| $200 | Aug 17, 2009 | Proft for Governor | — | — |
| $200 | Aug 17, 2009 | Proft for Governor | — | — |
| $200 | Aug 17, 2009 | Proft for Governor | — | — |
| $200 | May 23, 2008 | Committee to Elect James A Deleo | — | — |
| $700 | Jan 19, 2008 | Citizens for Tom Allen | manager | Rielly's Daughter |
| $200 | Jun 19, 2006 | Committee to Elect James A Deleo | — | — |
| $5,000 | Nov 28, 2005 | Committee to Elect Pat O'Brien | Lawyer | Baker & McKenzie |
| $200 | Sep 30, 2003 | Committee to Elect James C Murray Judge | — | — |
“the ward with no alderman”