How to start a landscaping business in Chicago, IL
This is not legal, tax, or insurance advice. Read the official pages linked here. Partner offers are optional and labeled.
Chicago landscaping is a short season with a hard stop. Spring cleanup is a race, fall cleanup is leaves plus a freeze, and the summer route is what pays for both. Logan Square and Pilsen yards are small and accessed from alleys. Evanston and Naperville have room and stricter expectations. Salt, ice, and snow storage beat up the edges you just cut. A page that talks about year-round green growth is not a Chicago page.
brick two-flats, bungalows, and detached garages on alleys, with boilers still common in older buildings hard winters, ice dams, humid summers, and wind off the lake that finds every gap in the envelope Spring and fall cleanup, weekly summer maintenance, bed work, and snow-damaged edging on a route you can finish.
Start the route in Logan Square, Hyde Park, and Pilsen. Add Evanston and Naperville when you can reach them the same day. Winter emergencies go to whoever publishes a real after-hours path. Summer work is bid more slowly and compared on scope.
The Illinois guide has the filing office. This page is the local version: what the first jobs are, which permit counter to call, and how to price a day here.
Some boxes are labeled Partner. ServiceBase has not joined those programs. The links go to each company's own homepage, not a tracking link. If a program later approves us, the address will change and we may earn a commission. You can file, insure, and bank anywhere. Official government links are not partner links. Nothing on this page is a discount code.
$500 in free advertising when you launch
Keep the checklist on your account
The guide stays public. An account saves your state, city, and trade, and lets you mark each filing as you go. The advertising credit is reserved when you register. It can be spent after the free website is live.
A lot of mowing routes start as a sole proprietorship because the owner is the crew. That can be you, operating under your own name, with no formation filing. An LLC is a state filing and a separate company on paper. It does not license you, and it does not replace insurance. Form the LLC when you are hiring, signing HOA contracts, or buying equipment in the company name. If you are unsure which one fits, ask an accountant before you pay a filing fee. This page is not that advice.
We do not have a filing fee for Illinois that we are willing to print. The Illinois Secretary of State publishes it. Sole proprietors who operate under their own name often skip this filing. Confirm that on the same site.
If your customers are in Chicago, the registered-agent address still has to satisfy Illinois. Read the filing office's rule. A neighbor's kitchen table is not always an acceptable address.
An employer identification number is the business tax ID. The IRS issues it online at no charge and says you never have to pay a company to get one. If you form an LLC, file with the state first. The IRS says an EIN application can stall when the state filing is not done. A sole proprietor can often start with a Social Security number and get an EIN when a bank or a hire requires it.
Apply on the IRS page if you want the number yourself. LegalZoom, the partner beside this step, can request it while they form the company. That service is optional. The IRS fee is still zero either way.
Confirm whether mowing itself is on the state license list. Then check irrigation, pesticide application, and the city business license as separate questions. Advertising a service the board licenses, before you hold that license, is how a new route gets shut down.
State page: Illinois Department of Financial and Professional Regulation. This department licenses some trades, including roofing. Illinois does not issue one statewide license for every contractor. Check the city.
City of Chicago permits is the local counter for work in Chicago. We are naming that office, not linking a fee schedule we have not read. Call them or open the city's own site and ask what a new landscaper has to register before the first job in Hyde Park.
The Illinois guide repeats the board link and tells you what we could not verify. Read it before you pay a filing service.
General liability before the mower goes onto someone else's grass. Commercial auto if a truck or trailer is part of the work, because a personal auto policy often excludes business use. If anyone rides along or runs a trimmer for you, ask about workers' compensation before they start. HOAs and realtors ask for a certificate sooner than a homeowner does. Keep a PDF you can send the same day.
Workers' compensation is a state program. Before anyone works with you, including a friend, ask an insurer and the state labor office whether you must carry it. This guide does not quote a headcount, because those rules differ and the state page is the source. The SBA page describes the common policies. It does not sell them. Buy the policy before you work in a house in Chicago.
Open a checking account in the business name once the tax ID is real. Deposit route money there, and move a slice of every paid week into a separate savings bucket for taxes and repairs. Equipment payments and personal groceries in the same account make April miserable. A local credit union is a valid choice. So is an online business account, if you can deposit checks without driving across the metro.
The bank will usually ask for your ID, the EIN or your Social Security number, and the formation papers if you filed an LLC. A checking account and a habit of setting tax money aside are enough at the start.
07Price a day in Chicago
Price the stop, not a number you saw in a national forum. Time on the property, drive time between stops you already have, dump fees, and whether irrigation or a cleanup is included. A weekly cut on a small fenced yard and a bed rebuild are different jobs. Write three numbers before you need them: the route stop, the half-day cleanup, and the job you will refer.
Heat, watering limits, and HOA rules change how many stops fit in a day. A price copied from a mild climate under-prices a summer route. Adjust the three numbers after ten real invoices, not after one nervous conversation in a driveway.
hard winters, ice dams, humid summers, and wind off the lake that finds every gap in the envelope brick two-flats, bungalows, and detached garages on alleys, with boilers still common in older buildings That is why a price copied from another metro will miss. Spring and fall cleanup, weekly summer maintenance, bed work, and snow-damaged edging on a route you can finish.
Write the price you want for the common job in Logan Square and the price you want for a far stop in Naperville. If the second number is not worth the drive, leave Naperville off the service area.
08Open the profile, the reviews, and the site
Claim the Google Business Profile for Chicago, IL. Set hours you answer. The service area should list Logan Square, Hyde Park, and Pilsen if those are real stops, and it should leave off towns you will not drive.
Ask for a review after a clean job, and ask them to mention the neighborhood and the task. A review that says the work and Evanston helps the next search. A review that says 'great service' does not.
Claim the Google Business Profile in the business name, with the hours you actually answer and a service area made of towns you drive. Ask for a review only after a clean visit, and ask the customer to name the neighborhood and the work. Publish a one-page site that splits mowing from irrigation and cleanup, and put a form on it that asks for the address and whether they want a route or a one-time rescue. ServiceBase does that page and files the requests in a list. It does not get the license or the insurance.
When the name and the phone are real, create the free landscaper site with Chicago already filled in. Quote requests land in your list. The site does not replace City of Chicago permits.
Pick the service you can finish, search the name at the Illinois Secretary of State, get the free EIN from the IRS, read the license page (Illinois Department of Financial and Professional Regulation), call City of Chicago permits, insure the work, open a business account, and publish a page that names Logan Square and the jobs you want. Spring and fall cleanup, weekly summer maintenance, bed work, and snow-damaged edging on a route you can finish.
What does a landscaper license look like for Chicago, IL?
Confirm whether mowing itself is on the state license list. Then check irrigation, pesticide application, and the city business license as separate questions. Advertising a service the board licenses, before you hold that license, is how a new route gets shut down. Start at the Illinois Department of Financial and Professional Regulation. Then ask City of Chicago permits what the city adds.
How should I price landscaper work in Chicago?
Price the stop, not a number you saw in a national forum. Time on the property, drive time between stops you already have, dump fees, and whether irrigation or a cleanup is included. A weekly cut on a small fenced yard and a bed rebuild are different jobs. Write three numbers before you need them: the route stop, the half-day cleanup, and the job you will refer. hard winters, ice dams, humid summers, and wind off the lake that finds every gap in the envelope Time the first ten jobs in Logan Square and Pilsen before you copy a price from another city.
Can I publish a landscaper site before the LLC is approved?
You can draft it. Put it in public under the name you will actually use, with the phone you answer. If the state requires the license before you advertise the work, wait. The free ServiceBase site does not file the company. Signup can open with landscaper and Chicago filled in so you are not retyping them.
