What Happened to Hannah C. Dugan?
Former Milwaukee County Circuit Court Judge Hannah Dugan was convicted in December 2025 of felony obstruction for helping an undocumented immigrant evade federal immigration agents in April 2025. She resigned from her judicial position in January 2026 and, after multiple unsuccessful appeals to overturn her conviction, is scheduled to be sentenced on July 8, 2026. Prosecutors are seeking a prison sentence, while her defense argues for time served.
Quick Answer
Former Milwaukee County Circuit Court Judge Hannah Dugan was found guilty in December 2025 of felony obstruction for her actions in April 2025, where she facilitated an undocumented immigrant's evasion of federal immigration agents. Following her conviction, she resigned from her judicial role in January 2026. Her subsequent attempts to overturn the conviction, based on arguments regarding the definition of a 'pending proceeding,' were denied by a federal judge in June 2026. As of July 8, 2026, Dugan is scheduled to appear in federal court for her sentencing, with prosecutors recommending 15 to 21 months in prison and her defense advocating for time served.
📊Key Facts
📅Complete Timeline13 events
Incident with ICE Agents
ICE agents arrive at the Milwaukee County courthouse to arrest Eduardo Flores-Ruiz, an undocumented immigrant, who was scheduled to appear in Judge Hannah Dugan's courtroom. Dugan allegedly directed Flores-Ruiz out a side door, away from the agents.
Arrest and Charges
Hannah Dugan is arrested by FBI agents and charged with two felony counts: obstruction of federal agents and concealing an individual. She is released on her own recognizance.
Plea of Not Guilty
Dugan appears in federal court and pleads not guilty to the obstruction charges.
Trial Begins
Dugan's federal trial commences in Milwaukee before U.S. District Judge Lynn Adelman.
Conviction on Obstruction Charge
A federal jury finds Hannah Dugan guilty of felony obstruction of a U.S. Immigration and Customs Enforcement operation but acquits her of concealing an individual.
Resignation as Judge
Hannah Dugan resigns from her position as a Wisconsin circuit court judge in a letter to Governor Tony Evers, citing the ongoing federal case and concerns about judicial independence.
Motion for New Trial/Acquittal Filed
Dugan's legal team files a post-trial briefing and motion asking Judge Adelman to overturn her conviction or order a new trial, reiterating arguments of judicial immunity.
4th Circuit Appeals Court Ruling in Hernandez Case
The 4th U.S. Circuit Court of Appeals overturns a decision in United States v. Hernandez, altering case law regarding what constitutes a 'pending proceeding' in immigration enforcement. This ruling becomes central to Dugan's appeals.
Sentencing Postponed for Oral Arguments
Dugan's scheduled sentencing is postponed. Instead, Judge Adelman hears oral arguments on a motion from Dugan's attorneys to reconsider her conviction in light of the Hernandez ruling.
Judge Upholds Conviction
U.S. District Judge Lynn Adelman denies Dugan's motion for reconsideration, upholding her felony obstruction conviction and finding the Hernandez case not sufficiently similar.
Prosecutors File Sentencing Memo
Federal prosecutors file a sentencing memo suggesting a 'serious sentence' for Dugan, recommending 15 to 21 months in prison.
Defense Files Sentencing Memo
Dugan's attorneys file their sentencing memo, requesting a sentence of 'time served' and arguing against further incarceration due to the impact on her career and personal life.
Sentencing Hearing Scheduled
Hannah Dugan is scheduled to be sentenced in federal court for her felony obstruction conviction. She is expected to make her first public comments on the case.
🔍Deep Dive Analysis
Hannah C. Dugan, who served as a Milwaukee County Circuit Court Judge, became the focus of a high-profile federal case stemming from an incident on April 18, 2025. On that day, U.S. Immigration and Customs Enforcement (ICE) agents were present at the Milwaukee County courthouse to arrest Eduardo Flores-Ruiz, an undocumented immigrant scheduled to appear in Dugan's courtroom for an unrelated state battery case. Dugan reportedly confronted the agents, questioned their administrative warrant, and then directed Flores-Ruiz and his attorney to exit her courtroom through a side door, away from the waiting agents.
The FBI subsequently opened an investigation, leading to Dugan's arrest on April 25, 2025, on two felony counts: obstruction of federal agents and concealing an individual. She pleaded not guilty and was released on her own recognizance. Her defense team initially sought to dismiss the case based on judicial immunity, arguing her actions were within her official duties.
The trial commenced in December 2025, and a federal jury ultimately found Dugan guilty of felony obstruction of a U.S. Immigration and Customs Enforcement operation but acquitted her of the lesser misdemeanor charge of concealing an individual. The conviction, a first for a state judge in Wisconsin on such charges, led to significant political pressure. Amid threats of impeachment from Republican state lawmakers, Dugan resigned from her position on January 3, 2026, stating her resignation was to prevent the court's leadership from becoming embroiled in a partisan fight and to ensure judicial independence.
Following her conviction, Dugan's legal team made multiple attempts to overturn the verdict or secure a new trial. A key argument centered on a new ruling from the 4th U.S. Circuit Court of Appeals in a separate Virginia case (United States v. Hernandez) in April 2026. Dugan's attorneys argued this ruling narrowed the definition of a 'pending proceeding,' suggesting that ICE enforcement actions, such as the one against Flores-Ruiz, did not qualify, and therefore, the jury in Dugan's trial received improper instructions. However, U.S. District Judge Lynn Adelman, who presided over her trial, denied these motions for acquittal and reconsideration in June 2026, finding the Virginia case not sufficiently similar to Dugan's.
As of July 8, 2026, Hannah Dugan is scheduled for her sentencing hearing. Prosecutors have filed a sentencing memo suggesting a 'serious sentence,' recommending 15 to 21 months in prison, citing her violation of judicial oath and lack of remorse. Her defense, conversely, is advocating for a sentence of 'time served,' highlighting her lack of prior criminal history, public humiliation, and loss of career. They also noted that Flores-Ruiz, the immigrant involved, was eventually arrested, pleaded guilty to illegally reentering the U.S., and was deported in November 2025. Regardless of the sentence, Dugan's attorneys have indicated their intent to appeal the case to the 7th Circuit Court of Appeals.
What If...?
Explore alternate histories. What if Hannah C. Dugan made different choices?