| $1,000 | Oct 22, 2020 | Pat O'Brien for State's Attorney | Attorney | Self |
| $1,000 | Oct 22, 2020 | Pat O'Brien for State's Attorney | Attorney | Self |
| $1,000 | Mar 2, 2020 | More For State's Attorney | Attorney | Law Offices of James S Montana Jr |
| $1,000 | Mar 2, 2020 | More For State's Attorney | Attorney | Law Offices of James S Montana Jr |
| $1,000 | Mar 2, 2020 | More For State's Attorney | Attorney | Law Offices of James S Montana Jr |
| $500 | Feb 26, 2020 | Friends of Michele Smith | — | — |
| $500 | Mar 30, 2019 | Citizens for Patrick O'Connor | — | — |
| $2,000 | Feb 19, 2019 | Gery Chico for Mayor | Lawyer | Self Employed |
| $2,000 | Feb 19, 2019 | Gery Chico for Mayor | Lawyer | Self Employed |
| $2,000 | Feb 19, 2019 | Gery Chico for Mayor | Lawyer | Self Employed |
| $2,500 | Feb 6, 2019 | Bill Daley For Mayor | Attorney | Law Offices of James S. Montana Jr. |
| $2,500 | Feb 6, 2019 | Bill Daley For Mayor | Attorney | Law Offices of James S. Montana Jr. |
| $2,500 | Feb 6, 2019 | Bill Daley For Mayor | Attorney | Law Offices of James S. Montana Jr. |
| $2,000 | Dec 28, 2018 | Gery Chico for Mayor | Attorney | Self |
| $2,000 | Dec 28, 2018 | Gery Chico for Mayor | Attorney | Self |
| $1,000 | Oct 29, 2018 | Citizens For Erika Harold | Attorney | Self Employed |
| $1,000 | Oct 29, 2018 | Citizens For Erika Harold | Attorney | Self Employed |
| $500 | Sep 24, 2018 | Citizens for Gregory Harris | Lawyer | Law Office of James Montana |
| $1,000 | Dec 20, 2017 | GMFM-Garry McCarthy For Mayor | — | — |
| $1,000 | Dec 20, 2017 | GMFM-Garry McCarthy For Mayor | — | — |
| $1,000 | Apr 19, 2016 | Support Independent Maps | Attorney | Self Employed |
| $1,000 | Apr 19, 2016 | Support Independent Maps | Attorney | Self Employed |
| $1,500 | Mar 8, 2016 | Friends of Donna More | Shareholder | Law Office of James S. Montana Jr. |
| $1,500 | Mar 8, 2016 | Friends of Donna More | Shareholder | Law Office of James S. Montana Jr. |
| $500 | Oct 9, 2015 | Friends of Jacob Meister | Attorney | Law Offices of James Montana |
| $500 | Oct 9, 2015 | Friends of Jacob Meister | Attorney | Law Offices of James Montana |
| $100 | Feb 16, 2015 | Friends of Jen Kramer | Lawyer | Vedder Price |
| $500 | Jan 29, 2015 | Friends of Jen Kramer | Lawyer | Vedder Price |
| $1,000 | Jan 26, 2015 | Friends of Bob Fioretti | attorney | Vedder Price |
| $1,000 | Jan 26, 2015 | Friends of Bob Fioretti | attorney | Vedder Price |
| $2,500 | Sep 23, 2014 | Citizens for Rauner, Inc | Attorney | Vedder Price |
| $2,500 | Sep 23, 2014 | Citizens for Rauner, Inc | Attorney | Vedder Price |
| $500 | May 22, 2014 | Friends of Bob Fioretti | — | — |
| $1,000 | Sep 28, 2011 | Theis for Supreme Court | Attorney | Vedder Price |
| $1,000 | Sep 28, 2011 | Theis for Supreme Court | Attorney | Vedder Price |
| $500 | Jul 19, 2011 | Theis for Supreme Court | Attorney | Vedder Price |
| $1,000 | Jun 7, 2011 | Citizens to Elect Judge Lorna Propes | Attorney | Vedder/Price |
| $1,000 | Jun 7, 2011 | Citizens to Elect Judge Lorna Propes | Attorney | Vedder/Price |
| $1,000 | Jun 7, 2011 | Citizens to Elect Judge Lorna Propes | Attorney | Vedder/Price |
| $200 | Jun 7, 2011 | Committee to Elect Judge Laura Liu | — | — |
| $1,000 | Jan 10, 2011 | Gery Chico for Mayor | Attorney/Shareholder | Vedder Price |
| $1,000 | Jan 10, 2011 | Gery Chico for Mayor | Attorney/Shareholder | Vedder Price |
| $1,000 | Jan 10, 2011 | Gery Chico for Mayor | Attorney/Shareholder | Vedder Price |
| $1,000 | Jan 3, 2011 | Friends of Molly Phelan | Attorney | Vedder Price |
| $1,000 | Jan 3, 2011 | Friends of Molly Phelan | Attorney | Vedder Price |
| $2,000 | Dec 17, 2010 | Gery Chico for Mayor | Attorney/Shareholder | Vedder Price |
| $2,000 | Dec 17, 2010 | Gery Chico for Mayor | Attorney/Shareholder | Vedder Price |
| $250 | May 12, 2008 | Chicago Republican Party | — | — |
| $250 | Dec 1, 2006 | Fioretti For Alderman | — | — |
| $200 | Jan 25, 2006 | Friends of Joy Cunningham | — | — |
| $200 | Jan 25, 2006 | Friends of Joy Cunningham | — | — |
| $200 | Jan 25, 2006 | Friends of Joy Cunningham | — | — |
| $200 | May 27, 2005 | Committee to Elect James A Deleo | — | — |
| $500 | Feb 25, 2004 | Friends of Aurelia Pucinski | — | — |
| $1,500 | Feb 4, 2004 | Friends to Elect Roger G Fein | attorney | Piper Marbury Rudnick & Wolfe |
| $1,500 | Feb 4, 2004 | Friends to Elect Roger G Fein | attorney | Vedder Price Kaufman & Kammholz |
| $1,500 | Feb 4, 2004 | Friends to Elect Roger G Fein | attorney | Piper Marbury Rudnick & Wolfe |
| $1,500 | Feb 4, 2004 | Friends to Elect Roger G Fein | attorney | Piper Marbury Rudnick & Wolfe |
| $1,500 | Feb 22, 2002 | Friends to Elect Roger G Fein | attorney | Piper Marbury Rudnick & Wolfe |
| $1,500 | Feb 22, 2002 | Friends to Elect Roger G Fein | — | — |
| $200 | Jul 8, 1999 | Citizens For Aurelia Pucinski | — | — |
“the ward with no alderman”