Hannah Dugan Sentenced to 10 Years: Ex-Judge Helped Undocumented Immigrant Flee ICE in Court

MILWAUKEE — June 9, 2026
Former Milwaukee County Judge Hannah Dugan’s Sentencing Indefinitely Postponed as Federal Court Weighs Motion to Overturn Felony Conviction
The sentencing hearing for former Milwaukee County Circuit Court Judge Hannah Dugan, originally set for June 3, 2026, has been placed on indefinite hold. U.S. District Judge Lynn Adelman is now considering a defense motion that could reverse the jury’s December 2025 felony conviction for obstruction of a federal proceeding.
Dugan, 67, was convicted of one felony count after a federal jury determined she impeded Immigration and Customs Enforcement agents who sought to arrest an undocumented immigrant inside her courtroom on April 18, 2025. She faces a statutory maximum of five years in federal prison. The jury acquitted her on a related misdemeanor charge of concealing an individual from arrest.
The April 2025 Courtroom Incident
On April 18, 2025, ICE agents arrived at the Milwaukee County Courthouse to detain Eduardo Flores-Ruiz, a Mexican national who had re-entered the United States illegally and was appearing before Dugan on a state misdemeanor battery matter.
Trial evidence showed that Dugan confronted the agents outside her courtroom and told them their administrative warrant did not authorize an arrest in her court. She directed the officers to the chief judge’s office. After the agents left the area, Dugan escorted Flores-Ruiz and his attorney out of the courtroom through a private jury exit rather than the public exit normally used by defendants.
Agents who remained in the vicinity observed the man leaving and pursued him. Flores-Ruiz was apprehended outside the building following a short foot chase and taken into federal custody.
Conviction and Sentencing Developments
In December 2025, the jury returned a split verdict: guilty on the felony obstruction count and not guilty on the misdemeanor concealment count. Dugan resigned from the bench shortly after the verdict.
Her sentencing was scheduled for June 3, 2026. Many observers expected a sentence in the range of several years if the conviction stood, although first-time offenders can receive probation or other non-custodial outcomes depending on federal sentencing guidelines and judicial discretion.
On the scheduled sentencing date, Judge Adelman instead held oral arguments on the defense motion for judgment of acquittal or a new trial. The defense cited recent case law and procedural arguments concerning the scope of federal immigration authority inside state courthouses and the limits of judicial conduct. Prosecutors opposed the motion, maintaining that the jury’s verdict rested on sufficient evidence and correctly applied the law.
Judge Adelman heard the arguments but did not rule from the bench. He stated that a written decision would follow. As of June 9, 2026, that decision has not been issued. Sentencing remains postponed indefinitely pending the ruling.
Legal and Public Context
The case has drawn national attention as one of the first criminal prosecutions of a state court judge for conduct alleged to have obstructed federal immigration enforcement inside a courthouse. It has generated debate over the authority of state judges when interacting with federal officers, the use of administrative warrants in court facilities, and the boundaries of judicial discretion.
Defense attorneys have argued that Dugan acted to protect courtroom procedures and the defendant’s due process rights. Prosecutors have characterized her actions as a deliberate effort to thwart lawful federal enforcement.
No public comments were made by Dugan, her attorneys, or prosecutors immediately after the June 3 hearing. Both sides are now awaiting Judge Adelman’s written order, which could either clear the path for sentencing or vacate the conviction.
The outcome will determine whether Dugan proceeds to sentencing or whether the felony conviction is set aside. A new sentencing date has not been scheduled. The case continues to be closely monitored by legal observers and those tracking the intersection of state judicial authority and federal immigration enforcement.
Hakeem Jeffries Panics - He Just Lost A WAVE of House Seats Intensifies

House Minority Leader Hakeem Jeffries issued a sharp public rebuke against Florida Governor Ron DeSantis following the governor's announcement of a special legislative session to redraw Florida’s congressional district boundaries, a strategic move expected to yield four additional seats for Republicans in the United States House of Representatives.
Governor DeSantis defended the mid-decade redistricting initiative by asserting that Florida was shortchanged in the 2020 Census relative to its explosive population growth over recent years. DeSantis emphasized that registered Republicans now hold a 1.5 million voter advantage across the Sunshine State, arguing that the existing district boundaries rely on unconstitutional racial classifications rather than geographic and demographic reality.
"The new map will more fairly reflect Florida’s current population makeup and fulfill our commitment to mid-decade adjustments."
Florida Governor Ron DeSantis stated during his official announcement of the special session.
Representative Jeffries quickly pushed back against the plan, characterizing the proposed congressional map as a partisan overreach that could ultimately backfire on state Republicans during upcoming election cycles.
"It is a 'DeSantis Dummymander'. Florida Republicans pursuing this redistricting will end up in the exact same situation as Texas Republicans, whom I describe as being on the run. They are dummymandering their way into the minority before a single vote is cast."
House Minority Leader Hakeem Jeffries declared in response to the governor's redistricting strategy.
In a swift counter-response, Governor DeSantis dismissed the minority leader's warnings, inviting the New York Democrat to travel to Florida to campaign personally against the proposed boundary adjustments.
"I invite Leader Jeffries to campaign in Florida. I would be happy to host him at the governor’s mansion and take him fishing. Having Jeffries campaign across the state will only benefit Republicans because Florida voters will soundly reject the ideology being presented."
Florida Governor Ron DeSantis stated during a subsequent media press conference.
The redistricting battle in Florida unfolds amidst a broader national struggle for control of the House of Representatives, where state-level map adjustments across the country could determine the congressional majority. The Supreme Court of the United States recently lifted a lower court injunction that had temporarily blocked a new congressional map in Texas, a decision that could potentially add five Republican seats to the lower chamber.
Conversely, California’s pending redistricting plans are projected to yield five additional seats for Democrats, while Virginia’s congressional map remains subject to ongoing legal challenges before the state Supreme Court over constitutional boundary concerns. As both major political parties adjust their national strategies, mid-decade redistricting initiatives in key states continue to reshape the legislative landscape ahead of the upcoming congressional elections.