The Chicago Department of Business Affairs and Consumer Protection brings free business resources to the community for new and existing entrepreneurs looking to start or grow their business in the City of Chicago through the Chicago Small Biz Expo Series. The series of expos occur at different city.

Running a small business comes with tax responsibilities that can feel confusing and stressful. This session breaks down small business taxes in plain language, helping owners understand how to set up their business correctly.

Join us for an informative session that will cover tax planning and reporting. This month’s virtual event is designed to help participants understand how taxes can benefit and affect their business.

Join & raise a glass - make connections with co-founders, partners, coaches or core team members for your start-up- meet fellow professionals and mingle with makers of great and big ideas - take home treats from growing community and some business cards.

Chicago Biggest Business Tech & Entrepreneur Professional Networking Soriee

We invite you to Tax Talk Thursday, a timely conversation on the importance of properly filing your business taxes. Join us for Tax Talk Thursday: Part 2, a virtual session on March 19, 2026, from 12:00 PM to 2:00 PM, where Mr. Finch will discuss and provide practical insights to help businesses

Take control of your business finances and make confident decisions without the guesswork. Wintrust’s professional bankers will lead the workshops, helping entrepreneurs and small business owners gain clarity, confidence and control over their finances.

The Managing Cash Flow module encourages participants to focus on cash flow management as an essential competency of business ownership.

Save the date! Join us on June 10, 2026, from 10:00 AM to 5:00 PM CST. This year’s Chicago Small Business Conference & Expo will be at the Isadore & Sadie Dorin Forum at UIC. You’ll experience an unparalleled opportunity to network, learn, and propel your business forward as part of the most influen