Chicago federal intervention: Tracking surge in immigration enforcement operations | Updates

Gov. Pritzker praised the work of the Illinois Coalition for Immigrant and Refugee Rights.

Illinois Gov. JB Pritzker, speaking ahead of a roundtable on Tuesday with the Illinois Coalition for Immigrant and Refugee Rights nonprofit, praised the group's work.

He said that even in what he called a "difficult moment" for immigrant communities and their allies, they and the city of Chicago are "winning" against the White House.

"Even though this is a terrible moment, we are winning here," Pritzker said. "We are, even if there are still people who are being taken and still there are attacks in our communities. The reason that [border czar] Tom Homan, the reason that Donald Trump, the reason that so many people are upset and want to attack Chicago, is because we're winning," he said.

The Evanston City Council voted to pass a resolution calling for the state to address ICE agents wearing masks on Monday night.

A separate ordinance was also passed to increase penalties for impersonation of law enforcement officers.

The impersonation ordinance will go back to the council on Sept. 29 for a final vote in order for it to become law.

If approved, it will increase the $750 penalty for impersonating an officer to a misdemeanor offense carrying a sentence of up to six months and a fine of up to $1,500.

The penalty would be in addition to the state law, which is considered a felony.

While announcing operation "Midway Blitz" on Monday, DHS also listed 11 specific people agents are looking for in Chicago.

Many of those people were detained in the Cook County Jail for criminal cases, but later released.

DHS accuses the jail of not cooperating.

In a statement on Monday night, the Cook County Sheriff's Office says state law prohibits them from releasing any detainees into the custody of federal immigration authorities without a signed arrest warrant from a judge.

The Trump administration is suing migrants with removal orders and issuing fines of up to $1.8 million to pressure them into self-deporting, immigration attorneys tell ABC News.

The notices order them to voluntarily leave the U.S. to avoid the monetary penalty.

Merle Kahn, an attorney with the Immigrant Legal Resource Center, said the fines were never used until 2017, during the first Trump administration. She told ABC News that during Trump's first term the fines were rarely used, and when Joe Biden took office as president, he rescinded all of them.

"Now, they have started issuing the fines again, and they've increased them," Kahn said. "They could be fined over $1.8 million if they have an outstanding deportation order and didn't leave."

READ MORE | ICE using fines, lawsuits to pressure migrants to 'self-deport,' attorneys say