Judge considers 'contempt' after Trump officials stonewall ruling on migrant removal flights

U.S. District Judge James Boasberg Thursday pushed, once again, the Justice Department to explain its use of the Alien Enemies Act and provide key details and the timeline of the flights.

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James Boasberg, chief judge of the US District Court for the District of Columbia, attends a panel discussion at the annual American Board Association (ABA) Spring Antitrust Meeting at the Marriott Marquis in Washington, DC, on April 2, 2025. DREW ANGERER/AFP via Getty Images

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WASHINGTON — A federal judge on Thursday said there is a "fair likelihood" the Trump administration violated his orders over its decision to allow two flights carrying migrants to continue to El Salvador last month despite his ruling ordering the planes back.

U.S. District Judge James Boasberg Thursday pushed, once again, the Justice Department to explain its use of the Alien Enemies Act — a rarely-used wartime power — and key details and the timeline of the flights, something the administration has suggested is confidential information covered by state secrets protections.

"If you really believed everything you did that day was legal and could survive a court challenge, I can't believe you ever would have operated in the way you did," Boasberg told the attorneys for the Justice Department.

He also voiced skepticism about the government invoking the state secrets doctrine, pressing the government to name another case where unclassified information was covered by that privilege.

But Drew Ensign, a deputy assistant attorney general, doubled down on the arguments the Department of Justice had made through the case — that Boasberg's initial order, a verbal one, did not carry as much weight as his written order hours later.

He also argued in court that the administration did not violate his orders, but Boasberg was not convinced.

"So it seems to me, there is a fair likelihood that that is not correct," Boasberg replied. "In fact, the government acted in bad faith throughout that day," he said.

Flights to El Salvador

The flights at the heart of the case left the U.S. on March 15, the same day President Trump invoked the Alien Enemies Act of 1798.

The administration argues the president's proclamation gives him the authority to quickly remove alleged members of Tren de Aragua, a Venezuelan gang designated by the White House as a foreign terror organization, without regular due process.The administration sent more than 100 men to a maximum security prison in El Salvador under the law.

The American Civil Liberties Union and other immigrant-rights advocates quickly filed a lawsuit to block the removal of the men, and Judge Boasberg held an emergency hearing that afternoon.

Boasberg blocked the Trump administration from using the Alien Enemies Act to deport anyone and verbally told Justice Department lawyers that any plane in the air "needs to be returned" to the U.S. But the planes were not turned around. They landed in El Salvador later that day.

Next steps 

On Thursday, Boasberg suggested that next steps could include contempt proceedings. He said that order would likely be issued next week.

The case has many moving parts.

The Trump administration appealed Boasberg's March injunction in the D.C. Circuit Court of Appeals. In a 2 to 1 vote, the Court sided with Boasberg.

In her opinion, Judge Patricia Millett said the alleged gang members were not given an opportunity to challenge the allegations against them before being sent to El Salvador.

The Trump administration has appealed the decision to the U.S. Supreme Court, which is currently weighing whether to intervene.

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