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Milwaukee County Judge Dugan indicted in immigration obstruction case

Protesters gather outside of the Milwaukee FBI office to speak out against the arrest of Milwaukee Circuit Court Judge Hannah Dugan (Photo by Isiah Holmes/Wisconsin Examiner)

Protesters gather outside of the Milwaukee FBI office to speak out against the arrest of Milwaukee Circuit Court Judge Hannah Dugan (Photo by Isiah Holmes/Wisconsin Examiner)

Milwaukee County Judge Hannah Dugan was indicted Tuesday by a federal grand jury on charges of concealing a person from arrest and obstruction of proceedings. 

Dugan has been accused by federal officials of helping an undocumented immigrant escape from federal agents waiting to arrest him outside of her courtroom last month. 

The case has been cited by officials in the administration of President Donald Trump as an example of “deranged” judges working to stymie the administration’s increased immigration enforcement. Critics, including 150 judges of both political parties who wrote a letter to the Department of Justice objecting to Dugan’s arrest, have said the charges against a sitting state judge mark an escalation by the Trump administration trying to make a political point in a weak case to attack the judiciary.

Tuesday’s indictment is a normal procedural step in a criminal case but attorneys said after Dugan’s arrest late last month that it was strange that federal prosecutors hadn’t gotten a grand jury indictment prior to bringing the charges against her. Instead, U.S. attorneys filed a criminal complaint, which publicized the case immediately and allowed Dugan’s attorneys to learn the allegations against her. 

The charges stem from a routine court appearance in April by Eduardo Flores-Ruiz, a 30-year-old Mexican immigrant accused of misdemeanor battery. While he was in the courtroom, agents from U.S. Immigration and Customs Enforcement (ICE), the FBI and DEA arrived with an administrative warrant to arrest Flores-Ruiz. 

That warrant, which was not signed by a judge, did not give agents the authority to enter the courtroom. The agents waited in the hallway outside. Dugan directed Flores-Ruiz and his attorney out a side door of the room that exited into the same hallway. The agents saw him leave the room and one rode down the elevator with him before he was arrested later on the street. 

Dugan has been temporarily removed from her seat on the Milwaukee County Circuit Court by the Wisconsin Supreme Court while the charges are pending, but after the indictment, her attorneys said in a statement she’ll fight the charges. 

“Judge Dugan asserts her innocence and looks forward to being vindicated in court.” 

Dugan is scheduled to appear in court on Thursday morning.

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FBI arrests Milwaukee County judge accused of helping man evade immigration officials

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The FBI on Friday arrested a Milwaukee judge accused of helping a man evade immigration authorities, escalating a clash between the Trump administration and local authorities over the Republican president’s sweeping immigration crackdown.

Milwaukee County Circuit Court Judge Hannah Dugan is accused of escorting the man and his lawyer out of her courtroom through the jury door last week after learning that immigration authorities were seeking his arrest. The man was taken into custody outside the courthouse after agents chased him on foot.

President Donald Trump’s administration has accused state and local officials of interfering with his immigration enforcement priorities. The arrest also comes amid a growing battle between the administration and the federal judiciary over the president’s executive actions over deportations and other matters.

Democratic Wisconsin Gov. Tony Evers, in a statement on the arrest, accused the Trump administration of repeatedly using “dangerous rhetoric to attack and attempt to undermine our judiciary at every level.”

“I have deep respect for the rule of law, our nation’s judiciary, the importance of judges making decisions impartially without fear or favor, and the efforts of law enforcement to hold people accountable if they commit a crime,” Evers said. “I will continue to put my faith in our justice system as this situation plays out in the court of law.”

Dugan was taken into custody by the FBI on Friday morning on the courthouse grounds, according to U.S. Marshals Service spokesperson Brady McCarron. She appeared briefly in federal court in Milwaukee later Friday before being released from custody. She faces charges of “concealing an individual to prevent his discovery and arrest” and obstructing or impeding a proceeding.

“Judge Dugan wholeheartedly regrets and protests her arrest. It was not made in the interest of public safety,” her attorney, Craig Mastantuono, said during the hearing. He declined to comment to an Associated Press reporter following her court appearance.

Court papers suggest Dugan was alerted to the presence of U.S. Immigration and Customs Enforcement agents in the courthouse by her clerk, who was informed by an attorney that they appeared to be in the hallway.

The FBI affidavit describes Dugan as “visibly angry” over the arrival of immigration agents in the courthouse and says that she pronounced the situation “absurd” before leaving the bench and retreating to her chambers. It says she and another judge later approached members of the arrest team inside the courthouse, displaying what witnesses described as a “confrontational, angry demeanor.”

After a back-and-forth with officers over the warrant for the man, Eduardo Flores-Ruiz, she demanded that the arrest team speak with the chief judge and led them away from the courtroom, the affidavit says.

After directing the arrest team to the chief judge’s office, investigators say, Dugan returned to the courtroom and was heard saying words to the effect of “wait, come with me” before ushering Flores-Ruiz and his lawyer through a jury door into a non-public area of the courthouse. The action was unusual, the affidavit says, because “only deputies, juries, court staff, and in-custody defendants being escorted by deputies used the back jury door. Defense attorneys and defendants who were not in custody never used the jury door.”

A sign that remained posted on Dugan’s courtroom door Friday advised that if any attorney or other court official “knows or believes that a person feels unsafe coming to the courthouse to courtroom 615,” they should notify the clerk and request an appearance via Zoom.

Attorney General Pam Bondi said the man was facing domestic violence charges and victims were sitting in the courtroom with state prosecutors when the judge helped him escape immigration arrest.

The judge “put the lives of our law enforcement officers at risk. She put the lives of citizens at risk. A street chase — it’s absurd that that had to happen,” Bondi said on Fox News Channel.

Sen. Tammy Baldwin, a Democrat who represents Wisconsin, called the arrest of a sitting judge a “gravely serious and drastic move” that “threatens to breach” the separation of power between the executive and judicial branches.

“Make no mistake, we do not have kings in this country and we are a Democracy governed by laws that everyone must abide by,” Baldwin said in an emailed statement. “By relentlessly attacking the judicial system, flouting court orders, and arresting a sitting judge, this President is putting those basic Democratic values that Wisconsinites hold dear on the line.”

The case is similar to one brought during the first Trump administration against a Massachusetts judge, who was accused of helping a man sneak out a back door of a courthouse to evade a waiting immigration enforcement agent.

That prosecution sparked outrage from many in the legal community, who slammed the case as politically motivated. Prosecutors dropped the case against Newton District Judge Shelley Joseph in 2022 under the Democratic Biden administration after she agreed to refer herself to a state agency that investigates allegations of misconduct by members of the bench.

The Justice Department had previously signaled that it was going to crack down on local officials who thwart federal immigration efforts.

The department in January ordered prosecutors to investigate for potential criminal charges any state and local officials who obstruct or impede federal functions. As potential avenues for prosecution, a memo cited a conspiracy offense as well as a law prohibiting the harboring of people in the country illegally.

Dugan was elected in 2016 to the county court Branch 31. She also has served in the court’s probate and civil divisions, according to her judicial candidate biography.

Before being elected to public office, Dugan practiced at Legal Action of Wisconsin and the Legal Aid Society. She graduated from the University of Wisconsin-Madison in 1981 with a bachelor of arts degree and earned her Juris Doctorate in 1987 from the school.

Wisconsin Watch is a nonprofit and nonpartisan newsroom. Subscribe to our newsletters to get our investigative stories and Friday news roundup. This story is published in partnership with The Associated Press.

FBI arrests Milwaukee County judge accused of helping man evade immigration officials is a post from Wisconsin Watch, a non-profit investigative news site covering Wisconsin since 2009. Please consider making a contribution to support our journalism.

Arrest of Wisconsin judge ‘escalation’ in Trump-judiciary conflict, Democrats warn

U.S. Attorney General Pam Bondi testifies before the Senate Judiciary Committee during her confirmation hearing on Jan. 15, 2025. (Photo by Chip Somodevilla/Getty Images)

U.S. Attorney General Pam Bondi testifies before the Senate Judiciary Committee during her confirmation hearing on Jan. 15, 2025. (Photo by Chip Somodevilla/Getty Images)

WASHINGTON — A handful of Democratic U.S. senators sounded the alarm Friday after federal agents arrested a Wisconsin judge on charges she obstructed immigration officials from detaining a man in her courtroom, saying the arrest marked a new low in President Donald Trump’s treatment of the law.

Some congressional Democrats framed the FBI’s Friday morning arrest of Milwaukee County Judge Hannah Dugan as a grave threat to the U.S. system of government, saying it was part of Trump’s effort to expand his own power and undermine the judiciary, with which the administration has become increasingly noncompliant.

Senate Minority Leader Chuck Schumer decried the judge’s arrest on social media late Friday afternoon as a “dangerous escalation.”

“There are no kings in America. Trump and (Attorney General Pam) Bondi can’t just decide to arrest sitting judges at will and threaten judges into submission,” wrote Schumer, a New York Democrat.

Trump administration officials, including Bondi, defended the arrest as legitimate. The FBI had been investigating Dugan after U.S. Immigration and Customs Enforcement officers sought to detain an immigrant without legal authority to be in the country who was in her courtroom on a misdemeanor charge.

Bondi wrote on social media just after noon Eastern, “I can confirm that our @FBI agents just arrested Hannah Dugan — a county judge in Milwaukee — for allegedly helping an illegal alien avoid an arrest by @ICEgov. No one is above the law.”

Democrats object

Democrats in Washington who sounded their objections to the arrest Friday argued it subverted separation of powers.

Sen. Dick Durbin, the top Democrat on the Senate Committee on the Judiciary, said Trump “continues to test the limits of our Constitution — this time by arresting a sitting judge for allegedly obstructing an immigration operation at the courthouse.”

In a statement, Durbin added that local courtrooms should be off limits to immigration enforcement agents.

“When immigration enforcement officials interfere with our criminal justice system, it undermines public safety, prevents victims and witnesses from coming forward, and often prevents those who committed crimes from facing justice in the United States,” Durbin wrote.

Sen. Tammy Baldwin, who represents Wisconsin, issued a statement shortly after news of the arrest, calling it “a gravely serious and drastic move.”

“In the United States we have a system of checks and balances and separation of powers for damn good reasons,” Baldwin said.

“The Trump Administration just arrested a sitting judge,” Arizona’s Ruben Gallego said in a social media post. “This is what happens in authoritarian countries. Stand up now — or lose the power to do so later. The administration must drop all charges and respect separation of powers.”

Sen. Sheldon Whitehouse, who also sits on the Judiciary Committee, was more careful in his criticism but said Trump is “constantly challenging” separation of powers laid out in the Constitution.

“I don’t know what happened in Wisconsin, but amplifying this arrest as the Attorney General and FBI Director have done looks like part of a larger intimidation campaign against judges,” the Rhode Island Democrat said in a statement.

In a since-deleted post on Bluesky, Sen. Cory Booker of New Jersey accused Trump of “using immigrants to justify an all-out assault on our democracy and rule of law.

“After openly defying a Supreme Court order, calling for judges to be impeached, and bullying and belittling judges, today his FBI director took the extreme step of ordering a sitting judge arrested,” Booker wrote, referring to the high court’s order that the Trump administration “facilitate” the return of Kilmar Abrego Garcia, who is being held in El Salvador.

Spokespeople for Booker did not respond to a late Friday inquiry about why the post was taken down.

Trump officials back up arrest

Administration officials boasted online following the arrest.

FBI Director Kash Patel deleted a post on X in which he wrote Dugan  “intentionally misdirected federal agents away” from Eduardo Flores-Ruiz, a 30-year-old Mexican immigrant accused of misdemeanor battery.

Trump posted a screenshot on his social media site from the conservative activist account “Libs of TikTok” that featured a photo of Dugan and celebrated her arrest.

White House Border Czar Tom Homan said that Dugan crossed a line in her opposition to the administration’s agenda.

“People can choose to support illegal immigration and not assist ICE in removing criminal illegal aliens from our communities, BUT DON’T CROSS THAT LINE,” he wrote on X. “If you actively impede our enforcement efforts or if you knowingly harbor or conceal illegal aliens from ICE you will be prosecuted. These actions are felonies. More to come…”

Trump vs. courts

Trump and administration officials have publicly attacked judges online, including calling for the impeachment of District Judge James Boasberg for the District of Columbia after he ordered immigration officials to halt deportation flights to El Salvador.

The administration allowed the flights to reach Central America, and is now at risk of being held in criminal contempt of court as a legal fight plays out.

The president’s verbal attacks on Boasberg prompted a rare rebuke from U.S. Supreme Court Chief Justice John Roberts in mid-March.

And the administration has seemingly refused to do anything to facilitate the return of Maryland resident Abrego Garcia from a notorious El Salvador mega-prison, despite a Supreme Court order.

FBI arrests Milwaukee County judge

The Milwaukee County Courthouse. (Photo | Isiah Holmes)

The Milwaukee County Courthouse. (Photo by Isiah Holmes/Wisconsin Examiner)

FBI agents arrested Milwaukee County Judge Hannah Dugan on Friday, accusing her of obstructing an immigration enforcement action last week. 

Dugan was arrested at 8:30 a.m. at the county courthouse, according to the U.S. Marshal’s Service. She was scheduled to make an initial appearance in front of U.S. Magistrate Judge Stephen Dries at 10:30 on Friday. According to a criminal complaint, she’s been charged with obstructing or impeding before a department or agency of the United States and concealing an individual to prevent his discovery and arrest.

Online court records show that the government did not request that Dugan be held in detention and that she was released on an O/R bond, meaning she was released from custody without having to post bail and signed an agreement that she’d appear in court when required.

The agency’s director, Kash Patel, wrote on the social media platform X that Dugan had “intentionally misdirected federal agents away” from Eduardo Flores-Ruiz, a 30-year-old Mexican immigrant accused of misdemeanor battery. In the now-deleted post, Patel accused Dugan of creating “increased danger to the public.” 

Flores-Ruiz appeared in Dugan’s courtroom on April 18 for a pre-trial conference on charges of misdemeanor domestic battery. The Milwaukee Journal-Sentinel reported that when Immigration and Customs Enforcement (ICE) agents appeared outside Dugan’s courtroom, she led Flores-Ruiz and an attorney out a side door and down a private hallway. 

ICE agents later apprehended Flores-Ruiz on foot. This is the third time since March that immigration agents have appeared at the Milwaukee County courthouse to conduct arrests — a tactic that local officials have said threatens to undermine the work of the local justice system by making immigrants fearful of coming to the courthouse to testify in court.

Dugan-Crim-complaint

In an initial statement, Milwaukee County Executive David Crowley said he was aware of Dugan’s arrest and that the legal process should be allowed to play out. 

“Like any individual in this country, I believe she is entitled to due process,” Crowley said. “We should let the facts come to light and the legal process play out.”

But later, he accused the FBI of politicizing the arrest to punish perceived enemies.

“It is clear that the FBI is politicizing this situation to make an example of her and others across the country who oppose their attack on the judicial system and our nation’s immigration laws,” he said. “FBI Director Kash Patel issued a public statement on X, which he hurriedly deleted, making unsubstantiated claims about Judge Dugan’s case before charges were officially filed and she could have her moment in court. Director Patel’s statement shows that Trump’s FBI is more concerned about weaponizing federal law enforcement, punishing people without due process, and intimidating anyone who opposes those policies, than they are with seeking justice.”

U.S. Sen. Tammy Baldwin said the administration of President Donald Trump is attacking democratic values.

“In the United States, we have a system of checks and balances and separations of power for damn good reasons,” she said. “The President’s administration arresting a sitting judge is a gravely serious and drastic move, and it threatens to breach those very separations of power. Make no mistake, we do not have kings in this country and we are a Democracy governed by laws that everyone must abide by. By relentlessly attacking the judicial system, flouting court orders, and arresting a sitting judge, this President is putting those basic Democratic values that Wisconsinites hold dear on the line. While details of this exact case remain minimal, this action fits into the deeply concerning pattern of this President’s lawless behavior and undermining courts and Congress’s checks on his power.”

Gov. Tony Evers said the arrest was another example of the Trump administration’s attacks on the judiciary.

“Unfortunately, we have seen in recent months the president and the Trump Administration repeatedly use dangerous rhetoric to attack and attempt to undermine our judiciary at every level, including flat-out disobeying the highest court in the land and threatening to impeach and remove judges who do not rule in their favor,” he said. “I have deep respect for the rule of law, our nation’s judiciary, the importance of judges making decisions impartially without fear or favor, and the efforts of law enforcement to hold people accountable if they commit a crime. I will continue to put my faith in our justice system as this situation plays out in the court of law.”

U.S. Rep. Gwen Moore (D-Milwaukee) said the arrest was “shocking.” 

“This Administration’s willingness to weaponize federal law enforcement is shocking and this arrest has all the hallmarks of overreach,” Moore said. “Federal law enforcement coming into a community and arresting a judge is a serious matter and would require a high legal bar. I will be following this case closely and facts will come out, however, I am very alarmed at the increasingly lawless actions of the Trump Administration, and in particular ICE, who have been defying courts and acting with disregard for the Constitution.”

The ACLU of Wisconsin wrote on social media that ICE making arrests at courthouses interferes with the work of local justice officials.

“Judges have a duty to maintain order in their courtrooms and ensure the fair administration of justice, and federal law does not require state judges to act as agents of federal immigration enforcement,” the organization said. “Everyone is due their day in court, and when ICE starts showing up to courts looking to make arrests, it risks interfering with those rights. In recent weeks, the administration has attacked the integrity of our judicial system, refused to comply with a Supreme Court order, and arrested a judge for using her authority to protect the fair administration of justice.”

This is a developing story and will be updated

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