On Wednesday, Chopper 7 was over the scene as a crowd grew in Evanston around immigration agents and Bovino.
It appeared that several were taken into custody by immigration agents.
Evanston Mayor Daniel Biss, who is also running for Congress in Illinois' 9th Congressional District, confronted Bovino, a news release from Biss' campaign said.
Biss confronted Bovino at a gas station and at a Home Depot, demanding that he leave Evanston.
"Greg Bovino and his thugs need to get the hell out of Evanston. I said it straight to Bovino's face: the violence, racism, and brutality that his agents are inflicting on the Chicago area are unacceptable and un-American. Bovino's agents tried to intimidate me, but I won't back down, and I won't stop fighting against this fascist reign of terror," Biss said.
Biss said federal agents would not show him a warrant or let him speak to the people who were detained.
Evanston police responded to several incidents Wednesday involving U.S. Customs and Border Protection operations.
Bovino said in a post on X that it was an "Excellent day in Evanston!"
Traffic came to a standstill wherever Border Patrol went Wednesday, and crowds quickly gathered to protest.
Bovino told protesters his team has never left the area.
One of the first stops was near Green Bay Road.
"There were many, many ICE cars with Florida license plates, and a lot of them men standing around with masks, just a frightening sight," Evanston resident Diane Bielawski said.
Bovino appeared to lead ground operations.
Residents frustrated with Bovino's return said he told them his team would be there all day.
"It's just so unnerving, and it's against everything we feel in this community. We welcome people; we want immigrants here. It's just sickening," Bielawski said.
Another scene escalated near the Home Depot on Oakton Street, where witnesses captured video of at least one man being detained.
It appears federal agents had several teams operating in different parts of the city at the same time Wednesday.
Another incident was caught on camera in Cicero: Federal agents detained a man on the sidewalk.
Little Village is another of the neighborhoods where federal agents have made their presence known.
Little Village business owners say renewed immigration raids scaring off customers
Responders are standing by, patrolling the neighborhood to be on the lookout for federal immigration agents.
One business owner said they started locking their doors, again, in an effort to protect their customers.
Communities on edge amid apparent immigration-related arrests, Bovino's return to Chicago area
Some tables have stood empty at Nuevo León, since "Operation Midway Blitz" began, the owner says.
Although there was a glimmer of hope of a possible return to normalcy when Bovino seemingly left the area in November, customers never quite fully returned.
"This fear continued. I still haven't seen customers that from October," business owner Laura Gutierrez Ramos said. "We are numb. We don't know whether to go forward, not forward."
RELATED | Video shows apparent immigration arrests, tear gas deployed as CBP Chief Bovino returns to Chicago
Multiple videos showed arrests taking place across the Chicago area on Tuesday.
A man was taken into custody near 26th Street and Kedvale Avenue. ABC7 Chicago blurred his face, since it is unknown if he's been charged with a crime.
Bovino was also seen at a picket line during a union strike at Mauser Packaging Solutions on Chicago's Southwest Side.
Community groups say at least 15 people were arrested, including an immigrant living in the U.S. without legal permission, who the Department of Homeland Security says has a criminal history and damaged a Border Patrol vehicle with a rock.
A tamale vendor was seen on surveillance video being taken into custody, seconds after arriving at 47th Street and Hermitage Avenue.
"[Bovino is] not going after criminals; he's going after people picking up their check from work, people taking their kids to school, people selling tamales," said Baltazar Enríquez, with the Little Village Community Council.
According to the Little Village Chamber of Commerce, since the beginning of "Operation Midway Blitz," business along Little Village's 26th Street corridor has been down 40 to 70% compared to last year.
And that's not taking into account the damage being done now, just one week before Christmas.
Business owners say it's heartbreaking what this is doing to the community, just ahead of the holidays.
Serving up some of Chicago's most famous tacos for five decades now, the tables inside Los Comales restaurant in Little Village sat mostly empty Wednesday afternoon, even during the height of the lunch hour.
Co-owner Christina Gonzalez was not surprised.
"I think that (fear) is the game plan. I think that is the strategy," Gonzalez said.
Gonzalez was among a large group of restauranteurs and chefs from across the city who joined together Wednesday to announce an effort to feed 125 immigrant families for four to six weeks.
The fundraiser, set to take place in January, is meant to combat increasing food insecurity faced by those most vulnerable to the federal immigration enforcement actions that began in September.
"These communities have been decimated. Twenty four hours ago, we had CBP out 20 feet from here, choppers above, 10 trucks circling, might even come back today," said Marcos Carbajal, owner of Carnitas Uruapan.
There is a lot at stake.
In the weeks since Bovino's initial departure, businesses had begun to see people return. A free holiday trolley bringing people from downtown to shop and dine along 26th Street during December is just one of the efforts being made to drum up business.
"It feels very targeted. It feels like this has a purpose, like they are doing the raids here on our commercial corridor because they know they are hitting our economic heart, not only of Little Village but of the city as well," said Jennifer Aguilar, with the Little Village Chamber of Commerce.
For Gonzalez, it's not just about empty tables and fewer sales.
"All of the employees are like family to us, and so when we have to cut hours and we have to call other people off because there's not enough people coming out to restaurants, that creates an issue, where all of us are concerned," Gonzalez said.
And it is why some are saying, even if this latest round of raids is short-lived, the damage may already have been done.
It's not clear how long these operations will continue at this scale around Chicago.
DHS did not immediately respond to a request for comment.