For those who own a sole proprietorship in Chicago, navigating the legal landscape and understanding your rights as an entrepreneur can be daunting. Understanding the legal requirements of running a business in the city and staying compliant with local regulations is essential to ensure the longevity of your business. To help with this process, here are the answers to some common questions any sole proprietor working in Chicago should know.

Sole Proprietor Legal Requirements

One of the first steps to setting up a business in Chicago is registering the business as a sole proprietorship. This involves registering with the Illinois Department of Revenue and obtaining a Business Tax Identification Number. You will also need to register for an Employer Identification Number (EIN) with the Internal Revenue (IRS) Service, if you plan to have any employees.

Commercial and professional licensing requirements will also vary, depending on the type of business that you own. It is important to check with the Chicago Department of Business Affairs and Consumer Protection to ensure that you comply with all applicable licensing rules. You will also need to obtain a business license, but the cost of the license will depend on the type of business you own.

Tax and Accounting Considerations as a Sole Proprietor in Chicago

Sole proprietors in Chicago are responsible for paying federal, state and local taxes. The specific obligations vary depending on the type of business you own, but all sole proprietors must pay income tax on the income they receive from their business. In addition, you must pay Illinois state sales taxes for the goods and services you provide. You may also be required to pay local and municipal taxes, depending on the location of your business.

It is important to keep accurate and up-to-date records of all your revenues and expenses, so you can complete your tax returns accurately and accurately calculate the taxes you owe. It is also important to label all of your records so you can easily identify them during the tax filing process. It is recommended that you hire an accountant or a bookkeeper to help you with your financial and tax records.

Legal Resources Available to Sole Proprietors

If you have legal questions or concerns about running your business as a sole proprietor, it is important to speak with a business attorney. A business lawyer can help you understand your rights and obligations under Illinois law and ensure that you remain in compliance with local regulations. Local lawyers who are familiar with the laws and regulations governing businesses in Chicago can be especially helpful.

UpCounsel is an excellent resource that connects businesses with experienced business lawyers who are familiar with the laws in Chicago. You can search for business attorneys by experience, skills and location, so you can find the lawyer who is best suited to address your specific needs. Whether you need a one-time consultation or ongoing legal support, UpCounsel’s network of experienced lawyers can help.


Sole Proprietor,


Business Attorney