Businesses for sale in Chicago, IL
Want to buy a business in Chicago? This page rounds up Chicago listings from public listing sites and brokers, and searching them is free. Neighborhood names come up constantly here: Logan Square bakeries, Lincoln Park restaurants and med spas, Old Town gyms, Lincoln Square nail salons, and staffing franchises in the West Loop. You'll also see laundromats, window cleaning routes, medical and therapy practices, and the occasional car dealership. Many asking prices here land well under a million dollars, a realistic range for a first-time buyer. When a seller shares enough numbers, we add a cash-on-cash estimate on our model, a quick way to compare a pizzeria against a salon before you call anyone. Searching the Chicago suburbs instead? We have a separate Naperville page for the west suburbs.
Estimates only — not financial, tax, or legal advice.
2,192 in Chicago · 3,483 including nearby Cook County suburbs
- 2,192listings for sale in Chicago
- 138clear 20% cash-on-cash on our model, incl. nearby towns
- 143clear 1.5x DSCR on our model, incl. nearby towns
Counts include operating businesses and commercial property (2,890 property listings, tagged). Cash-on-cash and DSCR counts cover operating businesses only. Estimate only — not financial or investment advice. Modeled at 30% down, 7.5% interest and a 10-year loan. Listings with implausible figures, placeholder prices or cannabis businesses aren't counted. How we estimate
Businesses for sale in and near Chicago
Showing 1,009–1,032 of 3,483. Listings in Chicago come first, then nearby towns; within each, businesses before commercial property, the most recently seen first.
Listings not seen recently may already be sold or changed, so check the broker's page.
- CrexiCommercial property1643 W 19th StreetChicago, IL · Multifamily$779,000Last seen Sep 30, 2026Multifamily
- Ask
- $779k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4026 N Kimball AvenueChicago, IL · Multifamily$599,900Last seen Sep 30, 2026Multifamily
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8110 W Addison StreetChicago, IL · Multifamily$560,000Last seen Sep 30, 2026Multifamily
- Ask
- $560k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10734 S Prairie AvenueChicago, IL · Multifamily$200,000Last seen Sep 30, 2026Multifamily
- Ask
- $200k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4335 S Saint Lawrence AvenueChicago, IL · Multifamily$596,000Last seen Sep 30, 2026Multifamily
- Ask
- $596k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10801 S Hoxie AvenueChicago, IL · Multifamily$159,000Last seen Sep 30, 2026Multifamily
- Ask
- $159k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property9019 S EXCHANGE AvenueChicago, IL · Multifamily$144,900Last seen Sep 30, 2026Multifamily
- Ask
- $145k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1543 N Avers AvenueChicago, IL · Multifamily$499,900Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8220 S Houston AvenueChicago, IL · Multifamily$200,000Last seen Sep 30, 2026Multifamily
- Ask
- $200k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7254 S Lafayette AvenueChicago, IL · Multifamily$449,999Last seen Sep 30, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8119 S Escanaba AvenueChicago, IL · Multifamily$199,900Last seen Sep 30, 2026Multifamily
- Ask
- $200k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8722 S Harper AvenueChicago, IL · Multifamily$389,000Last seen Sep 30, 2026Multifamily
- Ask
- $389k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4925 S Justine StreetChicago, IL · Multifamily$335,000Last seen Sep 30, 2026Multifamily
- Ask
- $335k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5653 N Talman AvenueChicago, IL · Multifamily$785,000Last seen Sep 30, 2026Multifamily
- Ask
- $785k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3619 W 5th AvenueChicago, IL · Multifamily$500,000Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2645 N Mobile AvenueChicago, IL · Multifamily$449,999Last seen Sep 30, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4239 N Albany AvenueChicago, IL · Multifamily$659,000Last seen Sep 30, 2026Multifamily
- Ask
- $659k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1415 W Augusta BoulevardChicago, IL · Multifamily$1,780,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1024 W 18th PlaceChicago, IL · Multifamily$1,100,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7056 S Parnell AvenueChicago, IL · Multifamily$695,000Last seen Sep 30, 2026Multifamily
- Ask
- $695k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1619 E 70th StreetChicago, IL · Multifamily$975,000Last seen Sep 30, 2026Multifamily
- Ask
- $975k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4988 N Elston AvenueChicago, IL · Multifamily$1,185,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8112 S Exchange AvenueChicago, IL · Multifamily$275,000Last seen Sep 30, 2026Multifamily
- Ask
- $275k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyWicker Park 4-Unit Condo PackageChicago, IL · Multifamily$1,900,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
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