The upcoming trial of Milwaukee County Judge Hannah Dugan has captured considerable attention as she faces accusations of aiding a man in avoiding immigration authorities. Proceedings are set to begin on December 15 under the supervision of U.S. District Judge Lynn Adelman. As the trial date approaches, both the defense and prosecution are engaged in intense discussions over evidence admissibility and expert witness testimony.
Pretrial motions filed by both parties, along with responses from Judge Adelman, provide insight into the strategies likely to be employed during this high-profile case. These legal maneuvers are critical as they could shape the narrative presented to the jury.
Judge Hannah Dugan’s Charges Explained
The legal challenges for Judge Dugan began on April 18 when federal agents arrived at the Milwaukee County courthouse with a warrant. They intended to detain Eduardo Flores-Ruiz, an individual on Dugan’s docket, citing his illegal status in the country. Dugan requested a judicial warrant, but the agents only had an administrative warrant from the Department of Homeland Security.
According to court documents, Dugan allegedly led Flores-Ruiz through a side exit of her courtroom and advised him and his attorney that future proceedings would occur via Zoom. As a result, Dugan is now facing two federal charges: a felony for obstructing or impeding a proceeding and a misdemeanor for concealing an individual to prevent his arrest.
The Debate Over ‘Impeding’ a Proceeding
The crux of the legal arguments revolves around the interpretation of the charges against Dugan. The defense is challenging the notion of an ongoing “proceeding” during the agents’ attempt to arrest Flores-Ruiz. They seek to introduce expert testimony from Theodore Chadwick, a seasoned immigration attorney, to bolster their case.
Flores-Ruiz had been deported in 2013 but returned to the U.S., prompting an I-200 administrative warrant in 2025. The defense argues this warrant did not confirm pending deportation proceedings. Despite Flores-Ruiz’s eventual arrest and deportation, the defense contends this does not substantiate an ongoing federal proceeding at the time of the courthouse incident.
Federal prosecutors have countered these claims, asserting that Chadwick’s testimony is not permissible as it hinges on his interpretation of immigration law. Judge Adelman has deferred a decision on this matter, which is expected to be addressed in an upcoming pretrial hearing.
Impact of Flores-Ruiz’s Arrest on Dugan’s Defense
Despite Flores-Ruiz’s arrest after leaving Dugan’s courtroom, prosecutors are attempting to prevent the defense from using this fact to mitigate the charges against her. They argue that the law does not require successful obstruction for a conviction.
Judge Adelman has not yet ruled out such defense arguments, allowing the possibility for Dugan’s team to present evidence that she did not intentionally obstruct the arrest.
Legal Perspectives on the Case
Kevin Johnson, an immigration law professor at UC-Davis, notes the unusual nature of prosecuting a judge and believes the charges may serve as a broader message to the judiciary. He questions whether Dugan’s actions meet the threshold of acting “corruptly” or “concealing” someone.
Johnson suggests that the government’s focus on this case might reflect political motives rather than addressing more serious criminal activities.
Concerns Over Immigration Enforcement at Courthouses
The presence of immigration agents at Milwaukee County courthouses has been contentious, with local leaders expressing concerns about its impact on court access for immigrants. Federal authorities argue that courthouse arrests are strategic and safer.
Despite prosecutorial objections, Judge Adelman has allowed the jury to hear evidence about similar immigration arrests, considering it relevant to Dugan’s state of mind.
Next Steps in the Judicial Process
A final pretrial hearing is scheduled soon, followed by a two-day jury selection process starting December 11. U.S. Attorney Brad Schimel has discussed a potential plea deal with Dugan’s legal team, which she has not accepted, maintaining her stance of innocence.



