Call our licensed agents at 1-866-283-7545

Chicago Small Business Insurance

* Please fill out all the required fields


Why choose Small Business Insurance from Hiscox?


Hiscox offers small businesses a new way to buy business insurance in IL (and all other states except Alaska) starting at $22.50 per month either online or over the phone from a licensed agent in minutes. We specialize in general liability insurance, professional liability insurance (also known as errors and omissions insurance) and business owners policy.


General liability insurance known as Commercial General Liability (CGL) offers your business protection from another business or person’s claims of damage to property, bodily injury, and associated medical costs. An example of what could be covered is below:

  • Bodily injury: A client slips on the steps up to an architect’s office, breaking their wrist. The architect is legally liable for the client’s medical costs and time lost from work. General liability insurance could cover the claim up to the policy limits.

Professional liability insurance often times referred to as errors and omissions insurance (E&O insurance) provides coverage for another person’s claims against businesses that offer personal and professional services. An example of what could be covered is below:

  • Dissatisfied client: A consultant is working on a project for a difficult client who continually changes the scope of work. When the consultant is not able to meet the original deadline for the significantly expanded project, the client sues. Even if you haven’t made a mistake, your professional liability insurance coverage could cover the cost of defending you, as well as a settlement or judgment, up to policy limits.  

Business Owners Policy (BOP) a combination of general liability and business property insurance. BOP offers balanced coverage for small businesses interested in protecting their own business equipment. An example of what could be covered is below:

  • Office insurance for business interruption: While a photographer is taking pictures at a wedding, his car is broken into and several expensive cameras are stolen. A business owner’s policy could cover the cost to replace the cameras, subject to policy limits, and keep the photographer’s business up and running.

We cover IT consultants, real estate agents, health and beauty professionals and many other professions. Buy tailored small business insurance for your profession starting with a fast, free quote now.



Workers Compensation Insurance

Now Available!


Hiscox now offers state mandated workers compensation insurance to ensure that injured workers receive prompt and fair compensation for work-related injuries and diseases. In most states, laws require you to pay for an injured worker’s medical care, lost wages, and death benefits. A Hiscox Workers Compensation Insurance policy must be purchased with another Hiscox business insurance policy. To get a free quote, call us at 855-743-2308 and speak to a licensed agent, Monday-Friday 8am-10pm ET.


Learn more about workers compensation insurance.



Compare us to the competition

Hiscox is the first to offer small business insurance coverage specifically for professional services businesses, with 10 employees or less, direct and online in real-time. Get customized coverage at competitive rates when you buy Hiscox insurance.


Our considerable experience has made us America’s #1 small business insurer and has given our regional operation an in-depth knowledge of the local market place, supporting our core strategy: to make decision-makers both expert and accessible and differentiate ourselves from competitors through local understanding and superior service.


About our Chicago Location

Hiscox’s Chicago business insurance office is housed in the historic Monroe Building which was built in 1912 and located on the famous Mag Mile (Michigan Avenue). It is predominantly made up of underwriters representing all lines of business for our insurance brokers in Chicago. It also includes representation of finance and compliance. The office is just a short 10 minute walk to famous Grant Park, and only a few blocks from United Center where the Chicago Bulls play basketball. We are proud to offer business insurance in Illinois and the surrounding Midwest Region.


The city of Chicago is located on the shore of Lake Michigan and is known for being a hub of economic and commercial influence for the whole US. The impact this city has had on business, music, and sports over the course of the last 50 years cannot be overstated. The skyline is buffered with recognizable landmark structures such as the Willis Tower, John Hancock Center, and neo-Gothic Tribune Tower.


Hiscox Business Insurance, Chicago Office
104 South Michigan Ave
Suite 600
Chicago, IL 60603
Tel: 404-692-6828


Hiscox Customer Reviews


Rated 4.8/5 for customer satisfaction on feefo – 8,531 reviews


Midwest Region


Ananda, Chicago, IL 
Buying a policy from Hiscox is worth paying.. Hiscox service is excellent.”


William, Chicago, IL   
“The experience was fast and professional”


Kathleen, Chicago, IL 
"Super easy and Necessary. Very easy and straightforward.”


Andrew Thomas Clifton, Chicago, IL   
“Simple. Some of the site was a bit overpacked and it slightly overwhelmed me at times but everything else was great.”


Steven, Oswego, IL
"Very easy and fast service. Very highly recommended to other potential customers. Very easy and fast service. Very highly recommended to other potential customers."


Stephen, Oak Lawn, IL
"Loved the online purchasing option! Overall, my experience with purchasing a policy from Hiscox was effortless and 100% online!  I am very busy, and loved that I could purchase the policy without talking to anyone!"


Lora, Illinois
“Great service. It was an easy, simple and affordable experience”


Ponee, Illinois
Excellent. Easy process, fast quote.



See More

Contact Hiscox the small business insurance specialists, and speak to one of our licensed agents today!


Mon-Fri: 8am - 10pm EST