In the heart of Chicago, as dawn breaks, cyclists gather and weave through the city’s Latino neighborhoods. Their mission is clear: to stop at tamale carts, elote stands, and candy stalls, purchasing every last item available. This food is not for personal indulgence but rather destined for shelters and families in need.

The backdrop to this altruistic endeavor is a federal immigration crackdown that has led to over 3,200 arrests throughout the Chicago area. As a result, Latino neighborhoods have seen a stark decrease in activity, with streets and storefronts eerily quiet. Vendors, fearing the risk of arrest, are hesitant to go out and work, while local restaurants face dwindling patronage as people opt to stay indoors.

However, amid this climate of fear, a wave of solidarity has emerged. Neighbors are rallying together, devising innovative ways to support both street vendors and restaurant owners. One such initiative involves organizing “buy out” events. These events aim to allow vendors, anxious about potential detainment by immigration officers, to close up shop early and head home safely. Chicago residents are mobilizing funds within their communities or through local organizations. Some individuals go the extra mile by purchasing entire stocks from taco stands during their morning commutes or from tamale vendors outside neighborhood bars.

In the Little Village area, Rick Rosales, a community organizer with Cycling x Solidarity, coordinates two “buy out” rides each week. These efforts typically support around five street vendors per ride.

“The vendors are often speechless,” Rosales shares. “They’ll ask, ‘I have a lot of tamales. You want all of them?'”

Once, after the group bought out a tamale vendor’s cart, that man found them days later to say immigration agents were spotted on his block just hours after. “You saved my life,” Rosales said the man told them.

“This is about food and joy and bike rides,” Rosales said. “But it’s also so incredibly high stakes because of the fear in our communities right now.”

Street vendors targeted in immigration crackdown

It’s hard to say how many street vendors have been targeted by federal immigration agents, said Maria Orozco, outreach organizer for the Street Vendors Association of Chicago, adding she knows of at least 10 who have been detained.

In September, a tamale vendor was detained while selling outside a Home Depot, according to local advocates. Soon after, federal agents arrested a flower seller in the southwest neighborhood of Archer Heights. Then they came for a cotton candy vendor in the predominantly Mexican American Little Village. Immigration agents descended on the Swap-O-Rama flea market in October and detained more than a dozen people. And last week, over 100 residents in the Brighton Park neighborhood rallied to demand the release of their local tamalero.

U.S. Immigration and Customs Enforcement, the Department of Homeland Security and U.S. Customs and Border Protection did not respond to multiple requests for comment.

Orozco said losing these vendors is as much a cultural loss as an economic one, calling them part of the “fabric of our city.” She said they bring life, color and flavor to the city’s streets, preserving culinary traditions and building a sense of community — and they are beloved by neighbors.

Street vendors who are afraid to work or are seeing drops in sales can apply to get financial support through the Street Vendors Association of Chicago. The group launched a GoFundMe with the goal of raising $300,000 to support street vendors.

Orozco said local businesses have also hosted pop-up events where a certain percentage of proceeds go to street vendors. The organization has also helped connect vendors to people hoping to “buy them out,” Orozco said.

“It’s been emotional to see,” she said. “The vendors themselves didn’t realize how much Chicagoans love and support them. None of us expected this.”

Communities rally to support restaurants as customers dwindle

As Alonso Zaragoza, executive administrator of his neighborhood advocacy group, drove through his predominantly Latino community of Belmont Cragin, he noticed restaurants were mostly empty and dark. Restaurants in majority-Latino communities have reported significant drops in sales since federal agents descended on the city in September.

So Zaragoza began organizing restaurant crawls, drawing hundreds to struggling Latino-owned eateries. His previous event began at a taco and tamales restaurant and ended with a Mexican ice cream shop. Along the way, street cart vendors hawked elote, cotton candy and balloons as a local musical group played folk and bluegrass music.

“The financial support for our businesses is needed more than ever now,” Zaragoza said. “It goes such a long way.”

‘A day without fear’

Delilah Martinez, a community organizer and owner of the Vault Gallerie in Pilsen, couldn’t stand the silence on her street anymore. She was used to seeing familiar faces on 18th Street — a woman selling candy with her baby strapped to her back, a paletero who smiled at her each afternoon. Then one week, they were gone.

“It broke my heart,” Martinez said. “The streets felt empty. Our people were putting their freedom at risk just to work.”

She began raising money online and started “Operation Buyout,” approaching vendors one by one to purchase everything they had. The first woman was shocked when Martinez handed her $500.

“I just wanted her to have a day of rest, a day without fear,” Martinez said.

Among those Martinez helped recently was a baker from Mexico City who arrived in Chicago 24 years ago.

Each night, he works late, hands dusted with flour, kneading dough until they’re sore and aching. For those few quiet hours, after his four children are asleep, the world feels simpler.

“There is a magic when I’m baking,” he said in Spanish. “I feel free. When I’m angry, I feel like the bread will absorb it. So I try to be happy and at peace, even when I know the reality is different.”

By 3 a.m., he’s up again for his grocery store shift, juggling work and school drop-offs. For years, he’s sold birthday cakes and pan dulce “by word of mouth” from his small kitchen, dreaming of one day opening his own shop.

But the baker has also heard the stories: street vendors arrested on residential streets and federal agents circling his historically Mexican American neighborhood of Pilsen. Two of his friends have been detained. When he hears sirens and helicopters, he feels “sick with fear.”

“I’m afraid for my youngest daughter,” he said. “It would be horrible to leave her. … I can’t see myself without my children.”

Martinez led the baker to a table and pulled off a black cloth. A silver, restaurant-grade mixer gleamed under the fluorescent light. Martinez also handed him an envelope with $1,500 gathered from neighbors hoping to help support him when he feels unsafe selling his baked goods on the street.

The man’s hand flew up to cover his mouth. He kicked his legs and began to cry.

“Thank you so much,” he said, clutching a mixer attachment to his chest. “It’s beautiful.”