Chicago Launches National Small Business Week — And the Stakes for Local Entrepreneurs Have Never Been Higher
Every neighborhood has a storefront with a light on before dawn. A bakery owner mixing dough at 4 a.m. A dry cleaner running the first press before the commuters arrive. A florist arranging deliveries while the rest of the block sleeps. In Chicago, these entrepreneurs number in the tens of thousands — and this week, the city is putting them at the center of its economic agenda.
Mayor Brandon Johnson and the Chicago Department of Business Affairs and Consumer Protection today announced the celebration of National Small Business Week, taking place May 4 through May 9, 2026, recognizing the essential role small businesses and entrepreneurs play in driving Chicago’s economy, creating jobs, and strengthening neighborhoods.
The week, sponsored nationally by the U.S. Small Business Administration, arrives at a moment when the need for tangible city-level support is as acute as any point in recent memory.
What the City Is Offering
BACP will host a series of free educational webinars throughout the week designed to support entrepreneurs and business owners at every stage. The schedule includes “How to Apply for a Business License” on Tuesday, May 5 at 10:00 a.m.; “City Inspections — Ask Questions, Get Answers” on Wednesday, May 6 at 3:00 p.m.; “City Programs and Resources for Your Small Business” on Thursday, May 7 at 10:00 a.m.; and “Starting and Financing Your Small Business” on Friday, May 8 at 9:30 a.m. All webinars are free and open to the public; registration is available at Chicago.gov/BACPWebinars.
The city is also amplifying its Shop Local Chicago campaign, which highlights the benefits of local purchasing including the shopping experience, workforce contributions, and local economy impact. BACP Commissioner Ivan Capifali said: “From first-time entrepreneurs to long-standing neighborhood staples, we are providing clearer pathways, stronger support systems, and practical tools to help businesses.” Throughout the week, BACP will share business information across its social media platforms using the hashtag #SmallBusinessWeek.
A selfie station is also set up outside the Small Business Center on the 8th Floor of City Hall, where newly licensed business owners are encouraged to celebrate their accomplishments and share photos tagging @ChicagoBACP — a community-building effort designed to connect entrepreneurs across the city.
The Context Behind the Celebration
Mayor Johnson stated: “Small businesses are the heart of Chicago’s communities. This National Small Business Week, we celebrate the entrepreneurs who power our local economy and strengthen our neighborhoods. My administration is committed to making it easier to start, grow, and sustain a business — by simplifying city processes and investing in neighborhood commercial corridors so opportunity reaches every corner of Chicago.”
That commitment comes at a time of considerable pressure on the city’s entrepreneurial ecosystem. According to World Business Chicago’s 2025 State of the Economy report, tariff regimes reshaped supply chains throughout 2025 while national forces including federal spending cuts and an increasingly uneven economy introduced sustained uncertainty. Despite resilience at the regional level, the impact on small businesses — particularly those dependent on imports or tight labor markets — has been uneven.
The numbers tell a blunt story. One suburban Chicago small business owner, speaking as part of a national tariff awareness campaign, said: “Our business cannot withstand this increase in our costs. We’ve cut our salaries, reduced production and raised some prices. We hope we can make it through 2026 without closing our doors.”
Even on Michigan Avenue, Chicago’s most prominent commercial corridor, getting deals across the finish line remained a challenge through 2025, with hurdles including tariffs, hard-to-predict property taxes, and both real and perceived crime concerns causing wariness in the market.
The Neighborhood Dimension
Chicago’s small business landscape does not operate as a single unified market. It functions as dozens of hyper-local economies, each with its own rhythms, anchors, and pressures. The South and West Sides — which have historically borne the brunt of commercial disinvestment — remain the focus of the Johnson administration’s economic equity agenda.
Chicago has been named the top U.S. metro for corporate relocation and site selection for a record 13th consecutive year by Site Selection Magazine, with Illinois ranking second among states for corporate expansion projects. Mayor Johnson noted that the city’s sustained competitiveness reflects “strengths our city has built over generations — from manufacturing and freight to transportation and global logistics.”
But corporate investment and neighborhood small business vitality are different forces, and the city’s own data reflects that gap. BACP has partnered with Neighborhood Business Development Centers — locally anchored nonprofit organizations distributed across Chicago — to amplify business educational materials and provide direct, community-level support to entrepreneurs navigating city processes. The Willette LeGrant, SBA Illinois District Director, added: “Entrepreneurs are driving innovation and expanding opportunity across our communities, and we are committed to connecting them with the capital, guidance, and contracting resources they need to grow and succeed.”
A Week With Work Beyond It
National Small Business Week is a single week on the calendar. But the infrastructure BACP is promoting — licensing guidance, inspection preparation, financing resources, and neighborhood support networks — is designed to function year-round.
The 2026 Chicago Small Biz Expo Series continues with an in-person event scheduled for Saturday, May 16, from 8:30 a.m. to 1:30 p.m. at Truman College, offering business licensing consultants, a tax clinic, financial advisors, workshops, professional headshots, and networking.
For entrepreneurs trying to hold on — or launch for the first time — in one of the most economically complex cities in the country, the message from City Hall this week is straightforward: the resources exist, the support is here, and the door is open. Getting through it is up to them.
More information is available at Chicago.gov/BACP.






