Judge Boasberg Resumes Contempt Investigation Over Trump’s Deportation Flights

U.S. District Judge James Boasberg is reopening a contempt investigation into Trump administration officials over alleged defiance of orders related to migrant deportation flights.

November 19, 2025

Sofia Delgado

Contempt Investigation Reopened

U.S. District Judge James Boasberg announced on Wednesday that he is reviving a contempt investigation into officials from the Trump administration. This inquiry aims to identify those who allegedly ignored his orders to ground planes deporting migrants in March.

This development could pose significant challenges for the administration, which has been reticent about clarifying events from March 15, when three flights carrying migrants, including Venezuelans, were sent from the U.S. to El Salvador to be detained in a prison designated for terrorists.

Judge Boasberg expressed his determination to uncover “who exactly gave the orders to defy my ruling.” During a hearing, he emphasized his intention to understand what transpired on that day.

The issue had been stalled for several months while an appeals court deliberated. Last week, the judges provided a complex resolution that Judge Boasberg interpreted as authorization to proceed with his contempt investigation.

Tiberius Davis, representing the Justice Department in Wednesday’s proceedings, contested the contempt investigation, arguing that it was neither warranted nor permissible at this stage. He pointed out that the Supreme Court had invalidated a crucial aspect of Judge Boasberg’s previous order against deportations and asserted that this rendered any contempt proceedings moot.

The deportations on March 15 have continued to create legal complications for the Trump administration. Some individuals aboard those flights were deported under the Alien Enemies Act—a fast-track process circumventing standard immigration procedures.

Two of these flights were airborne when Judge Boasberg conducted an expedited hearing and ordered them grounded; however, a third flight departed afterward without returning any migrants to the U.S.

Aboard one of these flights was Kilmar Abrego Garcia, a Salvadoran man facing criminal smuggling charges while simultaneously being targeted for deportation. Most of those deported were Venezuelans accused by authorities of being affiliated with Tren de Aragua, a gang classified as a foreign terrorist organization by the U.S., although many denied such connections and claimed their deportations were unlawful.

The American Civil Liberties Union continues its efforts to allow these migrants an opportunity to contest their deportations and seek reentry into the U.S., although Mr. Davis noted that this would require their return to custody within U.S. borders for legal proceedings.

Judge Boasberg pondered whether remote hearings could be arranged for these cases as he prepares to navigate this contentious issue further.

The judge’s role in these proceedings is likely to become increasingly controversial as he faces articles of impeachment in Congress and calls from some GOP senators for his suspension during this process.

Just days before his ruling regarding El Salvador’s deportations, Judge Boasberg made provocative comments at a federal judges’ conference suggesting that former President Trump might disregard federal court rulings and provoke a constitutional crisis.

In recent weeks, it has come to light that Judge Boasberg authorized secret warrants aimed at obtaining cellphone data from several Republican members of Congress as part of an investigation into Trump’s actions surrounding the 2020 election.

Despite mounting pressure, Judge Boasberg remains resolute in pursuing this case. He indicated plans to initiate proceedings after Thanksgiving with an emphasis on identifying involved administration officials first.

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